BabyBear85

Ricky lay across Lynne’s lap hesitating and resisting her instructions. His post-orgasm bliss was cut short by the notion of Lynne paddling him with her hairbrush. He stared at the implement in front of him holding his breath. Suddenly, he felt a hard slap on his bare butt. “I asked you to hand me my hairbrush, little boy. Please do as I say. I promise you won’t like it if I have to ask again.” Lynne was determined to make Ricky learn to obey her. Slowly, he reached above his head with his right hand and wrapped his fingers around the handle of the brush. The feel of the solid wood in his hand made him cringe, knowing how firmly it was about to be applied to his naked backside. Ricky hesitantly reached back to hand the brush to Lynne. She snatched his wrist with her left hand, took the brush in her right hand then twisted his arm behind his back holding him tightly in place over her lap. “Thank you,” she said. Without saying another word. Lynne brought the brush down hard in rapid succession right in the middle of Ricky’s bottom. She squeezed his wrist tightly making sure he kept still to take his spanking. Ricky tried his best to stay in place. As much as the spanking hurt, he knew deep down he both wanted it and needed it. He would run through a brick wall for Lynne, so if she thought he deserved a spanking, that’s just what was going to happen. Still, the sting was real. Lynne was very adept at delivering a punishment, and in just a matter of minutes, she had turned his butt bright red and had him wiggling across her knees. Lynne was thoroughly enjoying herself, but wanted to also be sure to make her point, to make sure Ricky learned a lesson. She paused, holding the brush against his red cheeks, making sure he’d know she wasn’t finished with him yet. Ricky stopped squirming and breathed deeply. “I told you I wanted to make sure you clearly understood that I am in charge.” Lynne tapped the brush against his bottom, making Ricky flinch. “So I am going to make sure you learn your lesson. This is going to be a very hard spanking, and will give you an idea of what you can expect if you disobey me going forward.” Ricky felt a pit in his stomach. He knew he would have a hard time sitting down future after Lynne was through with him. He steeled himself, again remembering that this was exactly what he wanted. “Are you going to be a good boy and hold still and take your punishment?” asked Lynne. “Yes, Miss Lynne,” Ricky replied meekly. “Good boy.” The brush cracked against his bottom and he yelped. “Here are the rules,” Lynne said sternly. SMACK “You are allowed to touch my butt affectionately.” SMACK SMACK “You may squeeze it.” SMACK SMACK “You may rub it.” SMACK SMACK “You may gently pat it.” SMACK SMACK “You may not…” SMACK SMACK SMACK “…spank me…” SMACK SMACK SMACK “…unless I have given you specific permission to do so.” SMACK SMACK SMACK “Is that understood?” “Yes miss!” Ricky sniffled as he answered. His bottom was on fire, and it took all of his energy to be still and allow the onslaught to continue. As a result, tears began to well in his eyes. “Good,” Lynne said, and she picked up a rhythmic beating, alternating cheeks and delivering the blows consistently right on Ricky’s sit spots each time. She recalled the bruises he bore the first time he’d slept over. She was determined to leave her mark in a similar way. Ricky gave in and began to cry. He watched his tears drip onto the carpet while the unrelenting blistering continued on his upturned backside. Lynne noticed Ricky’s sobbing and sniffling, but did not stop spanking him. His body was still tense against hers, which meant part of him was still fighting it. She gripped his wrist tightly and turned up the intensity, looking for a crescendo to make him fully submit. For good measure, she scolded him, making fully sure he knew his place. “You know you deserve this, little boy. You deserve every last swat. You are a naughty boy and you need to be taught a lesson.” Lynne felt Ricky’s body relax slightly. She knew she was getting close. “You seem to definitely need your bottom spanked regularly. I know your mommy spanks you weekly, but maybe we should try daily.” “Nooo!!” Ricky howled. Lynne reared back and really let him have it. “You do not say ‘no’ to me little boy! If I decide you need to be spanked even TWICE a day, then that’s just what you’ll get!” Ricky yelled and cried. “I will spank you anytime and anywhere that I choose,” Lynne almost yelled. “Do *SPANK* I *SPANK* make *SPANK* myself *SPANK* clear???” “Owwww, ah ahahah, waahhh, YES MISS!!” Suddenly, Lynne stopped. Ricky was a sobbing mess lying limply across her bare thighs. He sniffed and gasped. Lynne let go of his wrist, and he immediately brought his hand to his face, wiping away tears and snot. After a minute or two, he caught his breath, but his quiet sobbing and sniffling continued. Lynne wrapped an arm around his waist. Ricky gasped, realizing she was not yet entirely done with him. “You are taking your punishment like a good boy,” she said, admiring the deep red color of his bottom and the welts that were beginning to rise. “We’re almost done.” Ricky whimpered. “Hush now,” Lynne spanked him with the brush, eliciting a yelp. “I want to be absolutely sure you don’t forget who is in charge.” “Yes miss,” Ricky muttered through his sniffles. “Ten more good ones on each cheek. Then we can get you in your bedtime diaper and little jammies.” Lynne caressed his bottom for a moment. Then, the brush exploded on his right cheek, ten times, hard, in quick succession. She paused again, letting Ricky recover for a moment. Then, without warning or speaking a word, she delivered ten even harder stokes to his left cheek. Ricky howled and sobbed. Lynne rubbed his swollen bottom softly. “Shhh, good boy,” she cooed. “All done now.” As Ricky composed himself, Lynne helped him up off her lap. She stayed seated and held him by the hips in front of her. She smiled up at him. “You did a good job being obedient and taking your punishment, honey,” she said sweetly. “Don’t worry, I don’t think you’ll need a spanking every day.” Ricky sniffled and forced a smile. “But that doesn’t mean I won’t spank you every day if I change my mind.” Lynne slapped his sore bum and made him jump in the air. She giggled. “Now how about we get you in your overnight diapers and pajamas? Then we can snuggle in bed and watch a movie.” Ricky smiled and nodded furiously, still wiping tears and snot from his face. Lynne scooped up some wipes to clean Ricky’s cum from her legs. She looked up at him and winked. “No wonder you’re still in diapers. Messy little boy!” Lynne chided him, teasingly. She dropped the wipes into the used diaper still on the floor, then rolled it up and tossed it toward the door. Lynne stood up, and helped Ricky out of his shirt. He felt like a child with his arms above his head as she pulled it off of him. Standing completely naked, he felt small and vulnerable. And yet, with Lynne, he felt safe. He trusted her completely, and knew she would look after him. He thought about how incredibly lucky he was to have both a mommy and a girlfriend to take care of him and hold him to account. His heart swelled as Lynne lovingly guided him to lay on the bed so she could diaper him. A few short moments later, Lynne and Ricky lay cuddled in her bed, arms and legs twisted around one another. Ricky wore his adorable dinosaur pajamas with a thick diaper proofing out underneath. Lynne, still clad in her pull-ups and no pants, wore a silky nightgown that was perfect for snuggling. Only about ten minutes into the movie, Ricky drifted off to a deep sleep, sure to have a very soggy diaper when he awoke in the morning. He wore a thin smile, knowing his new girlfriend would be there to get him all cleaned up and ready for the trip to Mommy’s house.

With dessert finished and the wine bottle empty, Lynne looked across the table at Ricky. “Ok mister, it’s way past time for little boys to be in their PJ’s,” she said, standing and taking him by the wrist. “And a certain little boy needs a spanked bottom and a fresh diaper before he can get his jammies on. Come on,” Lynne said sweetly, pulling Ricky to his feet. She led the boy through her apartment, still gripping his wrist as he toddled along behind her. Ricky was enraptured, completely under her control. He enjoyed the feeling, as did his cock which pulsed inside his wet diaper. When they reached Lynne’s bedroom, she sat on the bed and squared Ricky up in front of her. He looked down. Ricky first noticed Lynne’s bare thighs and he grew aroused, knowing he’d soon be laying across them. He saw Lynne’s pull-up tightly squished in her crotch, furthering his excitement. As he lifted his gaze, Ricky got a great look straight down Lynne’s shirt, ogling her soft cleavage pushed up by her lacy bra. He snapped out of his lustful stare as the sound of his diaper being untaped pierced the room. Ricky watched Lynne’s hands pop each of the tabs in succession, then let the sodden garment thump loudly on the floor between his legs. She picked up some wipes and began cleaning his front side, making his cock come to full attention and his knees buckle. Lynne tossed the wipes into the dirty diaper on the floor. She took his hard dick in her left hand, then slapped it gently with her right. “Naughty boy,” she chided. She let go of his member and leaned back on the bed. “Get over my knee,” she commanded. Ricky hesitated a moment, not wanting to look away from the beautiful sight before him. Lynne was so hot, and she was about to give him a spanking. His fantasies were becoming reality and he wanted to savor the moment. Still, he was becoming fully submissive to her. He was eager to please, and also feared extra punishment if he didn’t comply quickly. “Yes ma’am,” he said proudly as be lay himself across her lap. His cock slid neatly between her legs, and she gave it a good squeeze making it drip. “You know,” Lynne mused, “I don’t think I’m old enough for you to call me ‘maaaaaam,’” she drew out the word. Squeezing his cock again and wrapping an arm around his waist, she slapped his bare bottom. “I think you’d better call me Miss.” She spanked him again. “Miss. Lynne.” Lynne punctuated each word with a hard slap of her hand. She felt Ricky’s member throb between her legs. “Yes, Miss Lynne,” he said meekly. “Good boy,” answered Lynne. “Now. Can you tell me why you’re bent over my knee right now?” Ricky felt so small. Lynne was treating him just like Gloria did, like a small child being scolded and taught a lesson. “Because I spanked you,” he pouted. SMACK She cracked his ass hard. “That’s right. Do little boys GIVE spankings?” “No, miss.” SMACK “No they do not.” SMACK “Little boys only GET spankings. Don’t they?” SMACK “Yes, miss.” SMACK SMACK SMACK Ricky’s bottom was warming up. Lynne noted the pink color developing, and felt the heat grow both in her hand and between her legs. She rubbed his bottom and teased his crack. His member throbbed. Lynne spanked Ricky’s butt firmly, alternating cheeks in rhythm. He jostled over her lap, his cock sliding against her thigh as it dripped. “I know it’s early in our relationship,” Lynne said as she continued reddening Ricky’s backside, “but I want this to be clear. I am in charge.” She punctuated each of the last four words with hard slaps. Ricky yelped and wiggled, his cock ready to explode. “Yes miss!” “Good boy.” Lynne paused for a moment, resting her hand on his cheeks and enjoying the radiant heat. She slipped a finger into his crack and squeezed her legs around his cock. Ricky gasped. “Are you about to make a mess little boy?” She landed two smacks on his ass. “Y.. yes.. miss…” Ricky groaned. “Do we need to put you back in your diapers?” SMACK SMACK “Yes miss!” “You’re just a naughty little boy aren’t you?” SMACK SMACK “Yes miss!” “And naughty boys need spankings, don’t they?” SMACK SMACK SMACK “YES MISS!” Ricky lost control and came all over Lynne’s bare legs. He groaned and bucked, then collapsed limply over her knees, panting for breath. Lynne held him tightly and rubbed his bottom. As Ricky caught his breath, her caress turned to gentle pats, growing firmer each time her palm connected with his cheeks. “Ok buster,” she said, “reach up to the nightstand above your head there, and hand me my hairbrush.” Ricky slowly lifted his gaze. His eyes locked in on the sturdy implement before him. His mouth went dry.

Ricky sat in bed still in a fog. Lynne could see he was in distress and pulled him into a hug. She held him, petting his head with one hand and squeezing his crotch with the other. She noticed how squishy his diaper had become. “Poor baby,” she cooed. “It looked like you were having a bad dream.” Ricky saw his girlfriend, heard her comforting voice and instinctively curled up to snuggle her. He lay his head on her shoulder and wrapped his arms around her waist. He whimpered and furiously sucked his paci. “Shh, it’s ok, you’re ok.” Lynne kept petting him. She held him tightly, enjoying the tender moment. After a couple of minutes, Lynne patted the front of Ricky’s diaper. “I think we need to get you in some fresh Huggies. You got pretty soggy during nap time.” Ricky felt his face turn red. He recalled his dreams, wetting over Gloria’s lap, peeing in the woods and then being switched. He was obviously peeing into his diaper while he dreamt about relieving himself. He felt ashamed and realized he was likely going to need to keep wearing diapers to bed for a while, or risk wet bed sheets. He hid his face in Lynne’s lap and whimpered softly. “Awww sweetie. Don’t be upset.” Lynne squeezed Ricky tightly and reassured him. “You we’re sleeping so soundly, I’m sure your body just couldn’t wake up.” Ricky stopped fussing and felt a little better. Lynne’s embrace was heavenly, and she made him feel so safe, so cared for. He looked up at her with a small smile. Lynne smiled back at him. “Besides, even if you did wake up, you wouldn’t have gone to the potty, silly boy,” she teased, tugging up the front of his Pampers. “That would’ve earned you a spankin’. Good babies just go in their diapies.” Ricky allowed himself to giggle as Lynne poked and tickled around his diaper. “There’s my good boy. Now how about a diaper change?” Ricky smiled and nodded. His new girlfriend was really taking to this whole diaper play thing. He rolled over on to his back and spread his legs. Lynne picked up her diaper bag and gathered everything she would need to clean him up. She was starting to get the hang of diapering her big boy. Lynne took her time, relishing the power she had over Ricky and enjoying how docile and vulnerable he got when he regressed. She mounted the bed, kneeling between his legs. Smiling, but without speaking, she went about changing his sodden Pamper. Ricky just lay still, his pacifier still firmly between his lips. Lynne moved deliberately, cleaning him up and removing the used diaper, rolling it up and tossing it to the floor. She placed a fresh diaper under him, dumped out a ton of powder and expertly taped him snuggly into his dry Huggies. “There,” said Lynne, “all fresh and dry.” She tugged his onesie back into place and snapped it at the crotch. Patting his front side, they both giggled as a cloud of powder puffed out from the diaper. “Come on,” Lynne said, pulling Ricky to his feet. “It’s almost dinner time. You slept a while!” Ricky blushed. The nap had felt good, and waking up to Lynne’s affectionate snuggling and diaper change was true bliss. They left the room with arms wrapped around one another, feeling themselves falling in love. --- Seated at the table, Ricky in his onesie, Lynne with her pull-ups still fully exposed, the two enjoyed a delicious meal with an exquisite wine pairing. Ricky gobbled his steak. “This is excellent,” he gushed. “You’re a great cook!” “Aw thanks,” Lynne said. “I’ve always enjoyed cooking.” “Well it shows,” Ricky said, continuing to stuff his face. He took a gulp of wine. “Sorry I don’t have any sippy cups for your grape juice,” she said, with a teasing smile. Ricky giggled. “It’s ok. I promise I won’t spill.” Lynne smiled. There was a break in the conversation, and she took the opportunity to inquire about Ricky’s nap. “You were whimpering a bit in your sleep just before I woke you up. Were you having a bad dream?” Ricky hesitated. The images of Lynne spanking him in the woods flashed in his mind. He blushed and lowered his gaze. She reached over and took his hand. “Hey. It’s ok. You don’t have to talk about if you don’t want to. But I’m here if you do.” Ricky looked up at her and smiled sheepishly. “Well it wasn’t all bad,” he said slowly. “You were there.” Now it was Lynne’s turn to blush. “Awww,” she smiled. “Ok tell me more.” “First we were at Mrs. C.’s house,” Ricky started. “Mommy’s,” Lynne interrupted. “It’s ok, you can call her Mommy around me.” Ricky felt his face flush again. “Mommy’s house,” he said. “And you were… well she was… spanking you. Bare bottomed and pretty hard.” Lynne swallowed hard. She gulped her wine. “Then it was my turn, and I still had my diapers on. I could see you standing in the corner while I was over Mommy’s knee. And I…” Ricky stopped. He looked down at his plate. “I was wetting myself while she spanked me.” Lynne took his hand again. “That’s what babies do, isn’t it? Baby?” “Yes…” “Was there more? Or is that what made you upset?” “No… there was more. Later I was walking alone in the woods and I had to pee. I pulled down my diapers and peed on a bush.” Lynne let out a giggle, picturing the big boy with his diapers around his knees peeing in the woods. “I think in both cases, when I peed in my dream I was peeing in real life,” Ricky said, with a measure of embarrassment. “You’re probably right,” Lynne patted his hand. “And that’s perfectly ok, my baby.” Ricky felt a smile curl in the corners of his lips. Lynne was so kind, warm and caring. “So then you caught me peeing in the woods and you spanked me for not using my diaper.” “Sounds about right,” Lynne said bluntly. Ricky blushed and snickered. “Speaking of which…” Lynne started, seeing an opening, “I think you might need a more serious spanking for repeatedly disobeying me and slapping my butt today.” Ricky stopped laughing and stared across the table at her. “While I definitely enjoy being spanked, from now on you’re going to need permission before you spank me. You’re the little boy around here, and that means you’re the one who gets spankings. Just like when you’re with your mommy, I’m in charge and you have to be obedient or face the consequences.” Ricky gulped. “Yes ma’am,” he murmured. “Good boy. After dinner, I’m going to put you over my knee, then I’ll get you ready for bed,” Lynne said authoritatively. “Ok,” Ricky said. He smiled weakly.

When Lynne recovered from her intense pleasure, she realized Ricky was asleep underneath her. She found it endearing the way he would just pass out in a heap after sex. And he seemed to be a pretty heavy sleeper, which was also cute. Carefully standing up, Lynne grabbed some wipes, first cleaning herself up, then Ricky. She quickly powdered him and taped on his diaper. She attempted to refasten his onesie, but didn’t want to disturb him too much. Besides, she thought, he looks even cuter with it splayed open like that. She stood admiring the sight with a big smile. Leaving Ricky to nap, Lynne scooped up her diaper bag and tiptoed out of the room, gently closing the door behind her. Just outside in the hallway, she pulled out a clean pull-up and slipped it on, again reveling the sensation. She recalled the feel of Ricky’s diaper being pressed against her backside, and how good it had felt when he spanked her through it. Lynne began to imagine trying on one of the thicker Pampers, as her fingers caressed the edges of her thin Goodnites. Could be fun, she thought, definitely could be fun. Abiding her own no pants rule, Lynne wandered into the kitchen to start prepping dinner. As she worked, her mind wandered to her impending “appointment” with Gloria’s hairbrush. Her mouth went dry thinking about Ricky’s account of how thoroughly his mommy had punished him. She touched her bottom, imagining it stinging and bruised. For as long as Lynne could remember, she wanted to be in charge. She was so turned on by the thought of dominating a man, putting a big strong hunk firmly under her thumb. She had fantasized for years about delivering firm spankings to a big boy bent over her knee, just like the ones she had been giving little Ricky over the last couple of days. But in the back of her mind, Lynne had always been a tiny bit curious about what it would be like to be on the receiving end of a blistering spanking. It had maybe always been just under the surface, and now with the opportunity to experience true submission, Lynne was excited to switch roles. Based on everything Ricky has told her, Lynne knew Mrs. C. would be firm but fair. Lynne could simply let go and trust that she’d be dealt with justly. She would take her punishment, and then feel Gloria’s maternal warmth when it was all over, reassuring her that she was a good girl. What a feeling, Lynne thought. She couldn’t wait. --- Meanwhile Ricky drooled and dreamed in Lynne’s bed. His head was filled with images of Lynne bent over Gloria’s knee getting paddled. As he watched his girlfriend’s bottom turn red then purple, Ricky’s mommy made sure he knew his turn was coming. The dream was so visceral, his sleep so deep, that he could almost feel the sting in his bottom, a sting he had become very familiar with. The scene shifted his view was now upside down, looking at Gloria’s calves in the foreground, his red bottomed girlfriend pouting in the corner behind her. As his mommy delivered a firm hairbrush spanking to his diapered bottom, Ricky spurted pee into his Pampers with each slap. With a flurry of spanks, he lost all control and flooded his diaper. He felt relief in his bladder, along with a warmth and catharsis throughout his body. The boy didn’t stir, still soundly asleep in Lynne’s bed while he soaked his diaper. --- With the salad prepped and the steak marinating, Lynne walked into the entry way to straighten up. The boxes of wipes and pull-ups were still at the front door, along with Ricky’s duffel bag. Walking into the second bedroom, Lynne placed the boxes on the floor and tossed Ricky’s bag on the bed. Keeping a guest room seemed unnecessary and extravagant, but she had hoped it would come in handy if any relatives or her college friends wanted to come for a visit in the city. Lynne eyed Ricky's bag. She had gotten a brief look inside while loading her own diaper bag in the Target parking lot, and some items had piqued her interest. She didn’t want to invade Ricky’s privacy, but her curiosity got the better of her. She unzipped the duffel and dumped the contents out on the bed. Setting aside Ricky’s extra clothes, his toiletry bag and his hairbrush, she dug into the other items. Collecting the pile of diapers, she found five more daytime diapers and two thick overnights. She stacked them neatly on the nightstand, then slipped two of them into her diaper bag to restock. Returning to the bed, Lynne took inventory of what was left. She scooped up Ricky’s extra clothes and toiletries and shoved them back in his bag. His supply of wipes and baby powder also went in - she had her own diapering supplies now, so he could take his back home. And of course, she owned a hairbrush suitable for spanking, so didn’t need his. Finding the two remaining clothing items on the bed, Lynne’s heart melted. “Awww,” she said out loud, picking up the dino print onesie and footed sleeper. She laid the each out on the bed and giggled. “Oh I just can’t wait for bedtime.” Lynne picked up the sleeper and one of the overnight diapers, figuring she’d lay them out for Ricky’s bedtime. As she turned to leave the room, she noticed one last stray item on the bed - Ricky’s pacifier. She picked it up. She couldn’t wait another second to see little Ricky sucking on it. Tiptoeing back into her bedroom, she found him still fast asleep, his diaper on full display. She couldn’t help noticing a faint smell of pee, too. Lynne set the jammies and diaper on her nightstand, then silently approached Ricky’s mouth with the paci. She gently poked it between his lips, stopping for a moment when he flinched. Seeing Ricky settle immediately back into his slumber, now with his mouth slightly agape, she slid the binky in. Ricky’s lips closed around his pacifier and he reflexively began to suck. Lynne had to stop herself from giggling out loud. The sight was too much - her big, strong boyfriend reduced to a tiny baby, suckling his paci and wetting in his sleep. She stood there admiring the scene for several minutes. She had to stifle a laugh again when she heard him audibly soaking into his Huggies. --- Ricky continued dreaming, now in a very deep sleep. He found himself in the woods on a trail, wearing a t-shirt and diaper with no pants. He could hear a voice, but it was very distant. He looked around; he was alone. Tugging at the waist of his babyish Pampers, Ricky pulled them down to his knees. His bladder ached. He grabbed his dick, aimed, and unloaded onto a bush. Even though he has pulled his diaper down, he strangely felt a wetness and warmth spread around his crotch and bottom. Suddenly he heard a voice calling his name. It was Lynne. “Ricky! Ricky! Oh there you are!” He heard footsteps behind him. He was still peeing and couldn’t stop. Lynne gasped. “Ohhh what do you think you’re doing?! Did you pull down your diaper to go pee pee??” Ricky looked down. He had done just that. He was done peeing. “Oh you are gonna be in so much trouble! You know you’re not supposed to do that when you’re on diaper punishment!” Ricky stood there staring at Lynne. She moved in closer and started pulling up his diaper. She brought it all the way up the front, but left his bottom exposed. “You know… your mommy gave me permission to spank you if I ever think you need it.” Lynne eyed him for a moment. Ricky still said nothing. “I think maybe I’ll give you a choice. I could tattle on you, and your mommy will spank you and probably add another week to your diaper punishment,” she hesitated, still staring him in the eyes. Ricky continued to stand there dumbfounded, unable to speak in his dream state. “Or, I could just punish you myself.” Lynne slapped his bare butt. “Right out here in the woods where no will know.” She spanked the boy again. The next thing he knew, Lynne was tugging on a branch from a nearby tree. She snapped a thick stick off and began removing the leaves. Suddenly, Ricky was staring at the ground, his hands in front of him, resting on a fallen tree trunk. He turned and looked behind him just as Lynne brought her switch down on his protruding naked bottom. Again and again, she whipped him. He stood there taking it willingly, but began to whimper. “Uh oh…” he heard Lynne say, “somebody’s getting some bright red stripes on his butt. I bet your mommy will see them when she changes your diaper.” The switch fell over and over. “She’ll probably give you another spanking anyway when she sees your stripes and asks why I had to switch you.” After a few more licks, the switch seemed to be shaking his butt when it landed, instead of spanking him. Lynne started to say, “Wake up honey, it’s ok. Wake up now. You’re ok.” He sat up in bed and saw Lynne standing over him.

Marching him into her room, Lynne sat on the edge of the bed and stood Ricky in front of her. With the diaper bag in her lap, she fished around until she found her new hairbrush. She tossed the bag on the floor and shook the brush in Ricky’s face. “Young man, I gave you two warnings, but you had to just keep pushing your luck. Well now you have to face the consequences of your actions.” She grabbed his elbow and tugged. “Get across my knee.” Ricky fell face first over her lap, his torso resting on the bed and his feet on the floor. Lynne jerked her knee up and pushed him forward, making his toes leave the ground, his legs dangling helplessly behind him. Lynne paused, almost drooling at the sight of Ricky’s padded bottom, wrapped in a wet diaper and a onesie, awaiting the punishment from her hard hairbrush. He was completely under her control, and she was loving every minute of it. She stuck her hand between his legs, popping open the snaps of his onesie and exposing his diaper. SMACK The brush came down loudly in the middle of Ricky’s soggy Pampers. It didn’t hurt much, but Ricky noticed how different the sensation was through a wet diaper versus a dry one. It definitely stung a little more. SMACK SMACK SMACK Lynne connected again and again, watching the bulky padding shift and wrinkle under her spanks. Even through the thick diaper, she could feel Ricky’s manhood growing and pressing against her bare thighs. “Good little boys do not go around slapping ladies’ bottoms. You don’t get to spank me, buster. I’m the one who does the spanking around here.” She kept thumping his diapered bottom while she scolded him. He wriggled on her lap, not from the pain of the spanking, but in an attempt to rub his cock against her lap. “You hold still and take your punishment, little boy. You have been naughty, and naughty boys get spankings.” Lynne felt her pussy drip into her pull-up. She was really enjoying having Ricky over her knee, but was getting eager to feel his big dick inside of her. She stopped spanking. “Ok little boy. Did you learn your lesson?” Ricky nodded. “Good. Now let’s get your soggy Pampers changed.” She stood Ricky up in front of her. Popping the tapes of his diaper open, she let the sodden garment fall to the floor. His stiff cock sprung out and throbbed in front of her. “My my,” Lynne purred, gently stroking Ricky’s shaft with her fingers. “You certainly look like a big boy. How come you can’t act like one?” With Ricky still propped in front of her, Lynne fished out the package of wipes from her diaper bag. She drew out a few wipes, and began wiping Ricky down. He gasped and his knees buckled as she rubbed the cold, wet wipes all over his cock and balls. Standing, Lynne turned Ricky’s hips and bent him over toward the bed, wrapping her arm firmly around his waist. She wiped his butt, teasing his hole with her finger as she went through his crack. “All clean,” she said, slapping his bare butt sharply a few times for emphasis. Lynne tossed the used wipes into the dirty diaper splayed out on the floor. “Now let’s get that little booty in some fresh Huggies.” She guided Ricky to lay on the bed, then retrieved a fresh diaper from her bag. She smiled at him as she unfurled it, kneeling on the bed between his legs. Ricky’s cock bobbed and dripped at the sight. Lifting his legs above his head with one hand, Lynne slid the diaper underneath him with the other. Before setting his exposed bottom down on the padding, she took the opportunity to give him a few well placed spanks, making the boy flinch and yelp. As his legs came back down on the bed, Ricky’s cock pointed straight up at the ceiling. Having been spanked and scolded, and now ready to be diapered, he was incredibly turned on. The added sight of Lynne in her tight pull-ups made his dick ache and throb furiously. “Mmm,” Lynne purred, “there's my big boy.” She wrapped her fingers around Ricky’s shaft and began gently stroking him. “I don’t think your diaper is going to fit over this big guy.” She tightened her grip. “We better make him go to sleep…” Ricky arched his back and raised his hips off the diaper beneath him. His cock began to drip onto Lynne’s hand in anticipation. “Uh oh. Better hurry before somebody has an accident,” she teased him, biting her lip. Lynne tore open the sides of her pull-up and tossed it on the floor. She jumped on top of Ricky, straddling his hips and rubbing her dampening pussy against his hard cock. She took him inside of her roughly, arching her back and reaching back to pull the diaper up between his legs. It cupped and caressed Ricky’s balls, while Lynne rubbed the top half against her own ass. She rode him wildly and screamed. Ricky reached back and grabbed two big handfuls of Lynne’s ass through the Pamper. His member swelled and bobbed as he did, immensely turned on by the dual sensation of her soft butt and the crinkly padding. Suddenly, Ricky felt something bump the outside of his thigh. He looked down to see Lynne’s brand new hairbrush sliding and bouncing against him. He picked it up and looked at Lynne. Noticing Ricky's hand move from her butt, Lynne looked back to see him tightly gripping the handle of the brush. Her head snapped back around to look him in the eye. “Hey… what do you think you’re doing with that?” she asked with a glare, still grinding on him, but slowing her motion slightly. Ricky smiled mischievously. He quickly pulled the diaper away from Lynne’s butt and cracked the brush against her ass. Lynne gasped. Her eyes rolled back in her head and she humped him harder and faster. Ricky took the cue and spanked her again. “Mmmm… you… bad little… naughty little… BAD BOY!” Lynne chided, between gasps and shrieks. “You are gonna GET it!” Ricky pulled the diaper back over her butt and continued spanking her over top of it. At once, they both lost control, climaxing thunderously at the same time.

Lynne tugged Ricky through the parking lot, giggling as she quietly told him about her close call in the ladies’ room. Ricky laughed along with her, but showed some concern for her near miss. She reassured him she was ok as they got in her car. “So then you got a good look at your new pink pull-ups? What’d you think?” Ricky asked. “I know I can’t wait to get my eyes on that diapered ass,” he added. Lynne gave him a lascivious look as she buckled her seatbelt. “Soon,” she said smiling. “I think there will be no pants allowed for either of us tonight at my place.” Ricky giggled. “Ohh I like that rule!” Lynne smiled as she started the car. “That’ll make it much easier for me to check your little diapies,” she said, poking a finger in his crotch. The drive back to Lynne’s was uneventful. As they reached her block, she slowed, looking for a parking place. “I love my apartment, but really wish it had parking…” she lamented. “Yeah I’m lucky my building as a garage. Street parking is such a pain the ass,” Ricky commented. “Coming from someone who really knows about pains in the ass…” Lynne teased. Ricky winced at that thought, and laughed nervously. “Oh! There’s a spot!” She whipped her car into a tight parking space about a block away from her building. “Wow, impressive parallel parking skills,” Ricky complimented her. “Especially for a country girl,” he added with a snicker. “I told you. I’m getting very used to this city life.” As they got out of the car and moved back to the trunk, a realization set in for both of them. They were going to have to carry their purchases from Target a full city block to Lynne’s house. On a bustling Saturday evening, there were plenty of people about. Lynne stood behind the car looking around a bit nervously. “Want to wait until later when it’s dark?” Ricky offered. Lynne hesitated. She felt an exciting twinge of voyuerism. “Nah… we can do it. I bet no one will even notice…” She threw her diaper bag on her back and started lifting things out of the trunk. Handing Ricky his duffel bag, she picked up the grocery bags. “Think you can manage those two boxes?” Lynne asked Ricky with a sly grin. He smiled back, and picked up the open boxes of wipes and Goodnites, one in each hand with his duffel on his shoulder. Lynne slammed the trunk and started down the sidewalk. Ricky toddler after her, his thick diaper - which had grown wetter on the drive - making him waddle slightly. In each hand he held a box of baby supplies, one emblazoned with the bright red Huggies logo, the other only marginally more discreet with the soft Goodnites branding. He hurried, but also didn’t particularly mind if anyone saw. The city afforded a degree of anonymity, and Ricky was feeling more and more comfortable in his own skin (and in his diapers). Negotiating the stairs in Lynne’s walk-up building with all of their bulky items was a challenge, but at last, they made it over the threshold and into Lynne’s place. “Ok, let’s have these pants off,” she said, closing the door and quickly moving in to unbutton Ricky’s jeans. “Wait, what’s this?” Lynne said, surprised, as she pushed his pants to his knees. She inspected his crotch for a moment. His t-shirt seemed to be extending down through his legs. “Oh. My. Goodness. Are you wearing a onesie?!” Lynne spun the boy around, back and forth, inspecting his diaper area. She put a hand between his legs and fingered the snaps. “You are! Wait… wait… take off your sweater, I need to see the whole thing. In a flurry, Lynne tugged Ricky’s sweater over his head, awkwardly twisting the arms as she wrestled it off of him. He giggled. Lynne stepped back to admire the view. “Well that is just the cutest damn thing I have ever seen. I can’t believe they make onesies in your size! Where’d you get it?” Ricky blushed and shrugged. Through his timid smile, he murmured, “Mommy.” “Wow she really does take good care of you huh? Turn around, let me see that tushie.” Lynne gushed as Ricky spun around, his pants still at his knees. “Mmm, mmm. You are too much!” She slapped his bottom and squeezed him through the padding. “Uh oh,” said Lynne, moving her hands around to inspect the front of his Pamper. “This seems quite a bit soggier than it was when we left the restaurant. Are you ready for a change?” Ricky blushed crimson. He shifted his gaze to the floor and nodded slowly. “Ok sweetie,” she patted his front side gently. “Let’s get these groceries in the fridge, and then we’ll go freshen up your little bottom.” Ricky stepped out of his jeans and followed Lynne into the kitchen. “Hey wait,” he said abruptly, “you’re not following the no pants rule!” “Oopsies!” Lynne replied, quickly unbuttoning. She dropped her drawers to her ankles and stepped out of them. “There. Better?” Ricky drank in the sight before him. Lynne’s slender bare legs poured down out of her tight, pink and purple pull-up. While her sweater came down below her waist, the bottom of her butt was neatly on display, deliciously peeking out of her Goodnites. “Mmm hmm! Much better,” Ricky said as he ogled her ass. Lynne bent over as she placed the groceries in the refrigerator. Ricky couldn’t help himself. He moved in and gave her a sharp slap. Lynne shot upright and yelped, grabbing her diapered rear end. “Hey you watch it mister. I already warned you once back at the restaurant,” she scolded, feigning anger and shaking a finger at him. “One more time and I’m gonna turn you right over my knee, young man!” Ricky wore a big dopey smile. He took a step forward, wrapped his arms around Lynne’s waist and started kissing her. His hands wandered, exploring the feeling of the pull-up against her pert butt, sliding his fingers in and around the edges. After a minute or two, he lifted his right hand and held it in the air above her cheeks. He look her straight in the eye and smiled. He brought his hand down hard on her lightly padded tush. He could feel the heat and tingle of the spank throughout his palm and fingers. Lynne gasped. “You naughty boy! You are gonna get it!” She grabbed Ricky by the ear and led him into her bedroom, picking up her diaper bag from the floor as she went.

Ricky held open the restaurant door for Lynne as she walked in ahead of him. “Such a gentleman,” she purred. “Or are you just trying to check out my ass?” “Why can’t it be both?” Ricky shot back with a mischievous smile, and a quick slap on her butt as she walked through the door. “Watch it now,” Lynne warned teasingly. “Don’t forget I have a hairbrush ready in my diaper bag if I need it.” Ricky giggled and followed her in. Moments later, the two lovers sat across from one another in a booth near the back of the restaurant, Lynne’s diaper bag prominently displayed and readily accessible on the table top. Lynne gently kicked Ricky under the table as they looked over the menu. “Are you gonna order from the kids’ section?” she asked playfully. “How about some chicken nuggies and apple juice?” He kicked her back and stuck out his tongue. “Why don’t YOU order from the kids’ menu? You’re in diapers too.” “Nuh uh! Pull-ups!” she huffed. “Big. Girl.” Lynne pulled the menu up to cover her face. Then she slowly peeked over the to edge with a cute smile at Ricky. They both burst out laughing. “Hi there, I’m Judy, I’ll be taking care of you today,” a voice cut through their laughter. Both Lynne and Ricky were caught off guard. They stopped laughing suddenly and blushed. “Can I get you something to drink?” “Oh, hi, um I …” Lynne stammered somewhat nervously. “How about just some water while we take a look at the menu?” “You got it,” Judy said, and she was off. Lynne and Ricky eyed one another and laughed again, softly this time. “Ok for real now,” Lynne said, “what looks good? Are we having lunch drinks? It’s nearly happy hour…” “I’m in!” Ricky answered. “Great! And how about just some apps? I don’t want you spoiling your dinner.” “Hehe, ok.” Judy returned with two glasses of ice water. “Ready to order something more?” she asked. “Yep!” Lynne chirped. “We’re just gonna do some drinks and appetizers. Let’s do two pints of the hazy IPA, the buffalo wings and spinach dip.” “You got it. Be right back with those beers.” Judy took their menus and disappeared. Lynne smiled at Ricky across the table. “Hope you don’t mind me ordering for you…” she said, pausing for a moment to gauge Ricky’s reaction. “But little babies can’t make decisions for themselves.” Ricky smiled back. “Do you think she’ll bring my beer in a sippy cup?” Lynne burst out laughing. “Oh that would be adorable.” Ricky laughed too. “I would love to see you sucking on a little sippy cup.” “Well you’re likely to get your wish tomorrow,” Ricky demurred. “My mommy usually pours all my drinks into one.” “Awwww! That’s just the cutest. Maybe I’ll need to get one too, and keep it handy in my diaper bag for you.” They kept up their playful flirtation throughout their time at the restaurant. Ricky and Lynne had a very strong connection, years in the making, that was blossoming like a rose. Even though they had only technically been “dating” for just a couple of weeks, each of them knew that this was something special. As they finished up their snacks, Lynne noticed Ricky had barbecue sauce all over his fingers and around his mouth. She giggled, and reached into her diaper bag for the pack of baby wipes. Ricky took notice, smiled and held out his hands across the table. “What a messy little boy I have,” Lynne gently chided as she wiped his fingers clean. Grabbing a fresh wipe, she added, “C’mere, you’ve got it on your face too, you sloppy boy.” Ricky giggled as Lynne reached across the table and wiped his face. “Tank you,” he cooed, in his best baby talk. “You’re welcome little one. Good thing I brought these in with me!” Ricky smiled, and tipped back his beer glass, polishing off the last few gulps. As he did, he realized he needed to pee. Blushing, he made eye contact with Lynne. “Um… Lynne? I um, need to…” he trailed off. “Go pee pee?” she whispered. Ricky nodded. “Well… what are you waiting for?” Ricky blushed further, and hesitated. “You don’t mind?” he asked timidly. “Of course not silly! That’s what diapers are for. Besides, you don’t want to break the rules of your diaper punishment. I don’t think your mommy would be very pleased if I let you go use the potty.” Lynne could see some lingering apprehension on Ricky’s face. She decided to encourage him in a different way. Taking a big gulp from her own glass, she closed her eyes and relaxed her bladder. Ricky’s eyes widened as he realized what was happening. Lynne let out a sigh, and smiled across the table at him. A smile curled across Ricky’s face too, as he let loose into his Pamper. As he finished peeing, Lynne reached over and took Ricky’s hand. She smiled at him brightly. “Good boy,” she cooed. Ricky wore a big dopey grin. A few minutes later, Judy returned with the check. Lynne quickly threw her credit card in the folio. “I got this one,” she said. “Little babies don’t have any money anyway.” Ricky just continued smiling and staring at her, completely enamored. With the check paid, the couple made for the exit, each of them waddling slightly in their freshly wet diapers. Before they reached the doors, Lynne turned toward the restrooms. “I think I need to change my pull-ups,” she said quietly. “Do you need a change too, or can it wait until we get back to my place?” “It can wait,” Ricky said. “Are you sure?” Lynne pressed. “Looks like there’s a changing table in the ladies room we could use,” she said in a teasing tone, pointing at the sign on the restroom door. Ricky shook his head. “Ok. Can you be a good boy and wait right here for me?” Ricky nodded. “Good! Be right back!” She pecked him on the cheek and hustled into the bathroom. Lynne was relieved to find the restroom empty. It was exhilarating to be changing her diaper in a public restroom, but she was also grateful for the privacy. Slipping into a stall, she hung her diaper bag on the hook and pulled down her jeans to assess the state of her pull-up. It had swollen considerably, but showed no signs of leaking. Lynne ran her hands all over the thin padding, stopping at her crotch. She didn’t want to keep Ricky waiting, but couldn’t resist the temptation to squeeze the warm, squishy diaper against her pussy. Lynne’s eyes rolled back in her head, and a soft moan escaped her lips. Hearing her voice echo around the room, she realized she’d better get a move on. She quickly tore the sides and let the sodden Goodnite flop on the ground. Retrieving some wipes from her bag, Lynne quickly cleaned her self up, again pausing momentarily over her pussy as the cold wipe stimulated her clit. She tossed the used wipes into the wet diaper on the floor and reached into the bag for one of her brand new pink pull-ups. After she stretched it out and fluffed it up, Lynne looked down and giggled. Clearly still new at this, it hadn’t occurred to her that she would need to take her pants all the way off to re-diaper herself. Quickly, she stepped out of her shoes and let her jeans fall to her ankles. With her pants off and pooled on the floor, Lynne slid the thin Goodnite up her legs and over her round ass. It was still remarkable to her how good a fresh diaper made her feel. She craned her neck to check out her behind. Lynne couldn’t get a good look, but badly wanted to see how her ass looked tightly wrapped in the pink and purple striped pattern. She thought about the mirror. It was a risk, but the whole experience of changing her diaper in a public restroom made her feel so naughty and titillated, she just had to give it a try. Stepping back into her pants, Lynne pulled them up just above her knees. She slid her shoes back on, picked up the soggy pull-up from the floor and grabbed her diaper bag. Quietly opening the stall door, Lynne peeked around outside to make doubly sure no one was in the bathroom with her. Seeing no one, she looked straight across the room at the mirror. The sight of her frontside clad in a cute pull-up delighted her. But as Lynne turned to get a look at her butt, she felt her pussy grow warm and wet. Her ass looked amazing in the right fitting garment, with bits of her round cheeks protruding below the edges of her diaper. Running her hands along her padded bottom, she let her fingers slide inside the pull-up and caress her bare butt. She couldn’t help herself, lifting her hand and delivering a quick spank half on the Goodnite and half on her bare ass. The sting and tingle made Lynne’s pussy dampen further. She began imagining having her pull-ups taken down for a heavy dose of Mrs. C.’s hairbrush. Her fingers made their way back to the front side of her Goodnite. Remembering that the door to her stall was still open, Lynne drank in one last look at her diapered bottom, then pulled up her pants and shuffled out of the stall. Just as she tossed her used diaper into the trash, Judy, walked in. Lynne blushed, smiled, and awkwardly made her way through the door. Hooking Ricky’s arm, she giggled and hurried the two of them out to the parking lot.

Despite his efforts to hide his face, Jenny spotted Ricky right away. He was still staring at the floor, Lynne unloading items from the cart when Jenny cheerfully greeted him. “Well hello there! Nice to see you again. Shopping without your mommy today?” she picked up the first item and scanned it. The Goodnites. Ricky continued staring at the floor. Lynne was silent, curiously watching the exchange unfold. “Uh oh, restocking on pull-ups already?” Jenny said, far too loudly for Ricky’s liking. “Potty training’s not going great, huh? Ooo, but trying out the pink ones this time! Hehe…” Lynne finally cut in. “Oh no, those ones are for me.” Ricky picked his head up and looked at Lynne. She smiled at him warmly. Without breaking her gaze from his, Lynne said, “This one’s back in diapers full time.” “Aw, not ready for potty training huh?” Jenny scanned the wipes and powder and turned to Lynne. “Hi, sorry, I’m Jenny. What’s your name?” “I’m Lynne,” said Lynne. “I’m little Ricky’s new girlfriend!” Ricky’s heart skipped a beat. Girlfriend? That was news to him. But welcome news! He smiled broadly and shuffled his feet. “Well it’s nice to meet you Lynne,” said Jenny, continuing the checkout process. “Awww a new diapie bag?! Adorable.” Lynne giggled. “Yeah I think so too! Gotta be prepared to change his little butt wherever we go.” “Absolutely. Good thinking. Uh oh…” Jenny picked up the last item. The hairbrush. “Has somebody been misbehaving?” “No… he’s usually a good boy. But I figure keeping a brush handy in my diaper bag will make him behave even better,” Lynne explained, really laying it on and enjoying embarrassing Ricky. “He’ll know it’s there and ready to redden his little bottom anytime, anywhere.” Lynne reached over and thumped Ricky’s diapered bottom loudly three times. “Won’t he?” While he stood a good four inches taller than both Lynne and Jenny, Ricky felt about two feet tall. He didn’t think his face could get any hotter or redder. The humiliation was real, and he felt ashamed, but there was a part of him that absolutely loved it. His cock certainly took notice. Jenny stood behind the counter inspecting the brush. “Oh yeah… this will provide a good reminder to behave yourself, mister.” She wagged the brush at Ricky, then bagged it. Lynne gently rubbed Ricky’s back and squeezed his arm reassuringly. She smiled at him, then slid over to settle up, producing a credit card from a sleeve in her phone case. Jenny reloaded the items into the cart. The Goodnites were last. Jenny extended them across the counter, handing them to Lynne. “Here’s your pull-ups, big girl. Try not to have a backslide like this little stinker,” Jenny said hooking a thumb at Ricky. Lynne and Jenny both giggled loudly. “Thanks!” said Lynne cheerfully. “I’m sure I’ll do better that mister Ricky here. I may already even need to give him a change in the car before we head out.” Ricky flinched as his girlfriend grabbed at his crotch. “Oh wow, still dry!” she remarked. “Aw good boy!” Jenny cooed. “Well enjoy the rest of your weekend,” she said to Lynne. Ricky shuffled past the counter toward the cart, eyes fixed on the floor but still wearing a thin smile. “And you,” Jenny admonished him, wagging a finger, “you be a good boy now and do as your girlfriend says.” “Yes ma’am.” The words left Ricky’s lips before he even knew he was saying them. He had spiraled into such a submissive state, and realized how much he was enjoying giving up all control. Suddenly Ricky felt Lynne’s arm wrap around his waist. “Aw, he’s a good little boy. Just needs reminders once in a while, doesn’t he?” She gently patted and rubbed his tush. Ricky nodded, still smiling. “That’s good to hear,” Jenny said. “I think all boys, even well behaved and big grown up ones, need reminder spankings sometimes.” “Isn't that the truth,” Lynne answered. “See you another time,” she said, pushing the cart in the direction of the exit. Ricky toddled along at her side. “Yes, take care!” Jenny called after them. As they walked out of the store, Lynne put an arm around Ricky. “Well she was very nice,” Lynne said. She paused and lifted Ricky’s chin to look him in the eye. “I hope you didn’t mind us teasing you. It seemed like she already knew what was up when we got to the register.” Ricky continued blushing. “It’s ok,” he said softly, “I didn’t mind. It was embarrassing… but… it actually kinda turned me on too.” Lynne snickered. “Yeah, I could tell when I checked your diaper. Getting a little tight down there.” She patted the front of his pants. Ricky giggled and his dick grew harder. “You may be dressed like a little boy, but you’re definitely not little underneath those Huggies.” Lynne felt her own loins grow warm under her pull-up. “Why thank you!” Ricky beamed, with a cheesey smile. Lynne gave him a playful hip check, and they arrived at her car. She opened the trunk, and they both started loading items in. Lynne paused with the diaper bag, unzipping it and tearing off the tags. “Gotta get this packed up before we go to lunch,” she said with a wink. Lynne set about filling the bag, while Ricky nervously looked around the parking lot. He again had a flash of the scene from his dreams, getting a bare bottom spanking right there in the open air. He then remembered that Jenny had appeared in his dream too, and had taken a turn punishing him with Gloria’s hairbrush. He looked down to find Lynne removing the packaging from her own brand new hairbrush and nestling it into the bag next to a bottle of baby powder. Next she popped open the box of Huggies wipes, sliding one pack into the outside pocket. As she tore into the Goodnites packaging, she turned to Ricky. “Could you be a helper and bring around your duffel bag? I’m gonna put some of my pull-ups in here just in case, but we definitely need to pack up some of your diapers.” “Ok,” Ricky answered, automatically shuffling to the back seat to retrieve his bag. He handed it over to Lynne. “Thank you big helper!” she said teasingly. Ricky again nervously scanned the parking lot as Lynne unzipped the bag. “Let’s see… these must be the ‘overnight’ ones, right?” she asked, holding up one of the super thick white diapers. Ricky blushed, nodded, and continued spinning his head around to make sure no one could see. “Wow, these babies are thick!” Lynne commented, squeezing the diaper and unfolding it a bit. Ricky felt his embarrassment grow, along with his cock. He worried someone might see, but he was very turned on by watching Lynne unfurl and fluff up the diaper. “Ok ok, we’ll save those for bedtime. I’ll just grab a few of these cute blue ones. That little baby print must look adorable on your booty.” Lynne stuffed three of the blue diapers into her new bag, which was now bulging with supplies. She zipped it closed, slung it on her shoulder and slammed the trunk. “All set! Let’s go grab a bite.” As they got back in the car, Lynne handed the diaper bag over to Ricky. “Can you hold this for me while I drive? We’ll just head over to Applebee’s across the parking lot.” Ricky silently obeyed, holding the bag on his lap as Lynne drove the short distance to the restaurant. As they exited the car, Lynne took the bag back from Ricky and put it on her back. “Hold hands in the parking lot, please,” she instructed, taking Ricky’s hand firmly in her own. “Good boy.” Ricky beamed as Lynne led him into the restaurant. He was having so much fun.

As Lynne and Ricky spilled out of Lynne’s car, she hooked his arm in hers and led him through the parking lot. Ricky couldn’t help nervously glancing behind him at the diaper bag sitting in the backseat, recalling the fateful day he had bumped into Lynne at a gas station near their home town. Of course, this time, his diapers were safely hidden in his duffel bag, not out on display for the world to see. Ricky also had a sudden flash of his recent dream, a hazy scene in that very same store parking lot, he dangled dangling over his mommy’s knee while being spanked with his diapers pulled down. Heeding Lynne’s warning about behaving himself, he quietly toddled along next to her hoping to avoid such a humiliating encounter. Lynne broke her grip on Ricky’s arm as they entered the store and grabbed a cart. Ricky was curious where this was headed, but given that he had shared many of the details of his last trip to Target, he had some idea. Lynne led the way to the grocery section. “It’s so convenient having a Target this close,” she remarked. “I think I’m going to enjoy city living.” “Oh yeah, it will grow on you,” Ricky assured, as Lynne loaded some salad toppings into the cart. “Anything you need, more or less at your fingertips.” Lynne looked down at her waistline. She popped a thumb into the top edge of her jeans and tugged them down ever so slightly. With a side-eye glare and a half smile, she said, “Really? Anything?” Ricky felt his cock twinge as his mouth went dry. He smiled and looked around nervously. “Haha, um, yeah, just about.” Lynne’s gaze lingered only a moment before she spun the cart over to the bakery section. “Let’s see,” she purred, “got the pistachios, cranberries and goat cheese. Some bread…” she picked up a baguette and dropped it in the cart, “and that should do it for groceries. I have everything else we need at home. Hope you like steak.” Ricky salivated. “Absolutely, sounds great.” “Great. Just need a few more things. Come on.” Ricky followed as Lynne led the way out of the grocery section toward the pharmacy. He gulped, and his pace slowed slightly, falling just a couple of steps behind her. “Oops,” Lynne said softly, “do you need to hold onto the cart so you don’t get lost? Or maybe you wanna ride up here in the baby seat?” Ricky snickered and hustled up next to her. Without even realizing he was doing it, he reached out his hand and placed it next to Lynne’s on the cart. She reached across and patted his wrist. “Good boy,” she purred. Ricky was on cloud nine. He noted how naturally Lynne was snapping into a caregiver role. She was being so warm and playful, but firm with him too. But this realization of her dominance also made him lust for the opportunity to see her submit to Gloria’s hairbrush. Her pert bottom turning bright red as she wriggled and yelped. All in good time, he thought. Lost in his day dream, Ricky hadn’t noticed that they had arrived in the haircare aisle. Lynne quickened her pace and made a bee line for the hairbrush rack. Ricky felt a pit in his stomach, both lascivious and fearful. “I know you said you brought yours with you,” said Lynne as she picked up a flat backed oval brush, “but I think we need one to keep at my house too. None of the hairbrushes I have are any good for dishing out spankings.” Ricky wished she would lower her voice. But he was completely under her spell. He could only stand there and stare, quivering in his Pampers as she tapped the wooden implement against her palm. “What do you think about this one?” asked Lynne. She stared at the boy, his mouth askew. Suddenly… SLAP Ricky jumped at the sound and instinctively grabbed at his butt. It took a moment before he realized it was not he who had been spanked. He looked down to see Lynne rubbing her own backside with one hand hand, still gripping the solid hairbrush in the other. “Owww…” she said with a giggle. “I think that’ll do.” Lynne tossed the brush in the cart and quickly shoved it forward. Ricky waddled after and grabbed the handle just as she turned out of the aisle. “Ok just a few more things, over in the baby section,” Lynne said, matter of factly. Ricky had known this was coming, but Lynne’s air of inevitability caught him off guard. He couldn’t believe how fast she was diving into this type of kinky play. It hadn’t even been 24 hours since she caught him wearing pull-ups in the movie theater. But who was he to stop her. Ricky was head over heels for this strong, sexy woman, and she seemed to be feeling the same about him. They arrived in the diaper aisle, and the sweet, perfume aroma of powder and Pampers washed over them. The scent had become so familiar to Ricky, it instantly triggered him to regress and feel at ease. “Ok we need a few things here, and then one last thing in the next aisle over. Can you be my big helper and grab some items so we can scoot out of here for some yummy lunch?” Ricky nearly drooled, and nodded. “Ok you go get wipes and powder. Plenty of each, please,” Lynne directed him. As Ricky busied himself gathering a box of Huggies wipes and two extra large bottles of powder, Lynne studied the shelf of girls Goodnites. She picked up a package of girls size XL, assuming those were the size Gloria had bought for Ricky, and thereby the size she was also currently wearing. She squeezed the pack and inspected it. These should do, she thought. But only a 9 pack? Better just grab the box of 28. Ricky and Lynne arrived back at the cart and each put their items in. Ricky got a huge smile when he saw what Lynne had picked out. He snickered. “What?” Lynne said defiantly. “I need some pink ones.” With everything in the cart, Lynne shoved on past the racks of Pampers, Huggies and Luvs and rounded into the corner to the next aisle. “Ok, so if I’m going to be looking after you now,” Lynne pinched Ricky’s padded butt, “I think I need a proper diaper bag,” she said, turning her attention to a display of backpacks and shoulder bags. Ricky blushed profusely at the notion of his crush carrying around a bag full of his diapering supplies. His gaze drifted to the shelves of totes Lynne was perusing. Noting that none of them were as obviously babyish as the one Gloria had carried, Ricky felt some momentary relief. Many of the bags were discreet and looked just like regular backpacks, only with a pocket or two on the outside to hold bottles or other small items. Still, others had cute prints making them look more obviously like a baby’s diaper bag. Lynne picked up one of the latter, a large printed bag with a shoulder strap. “Aww how about this one?” she cooed with a big smile. Ricky glared. The bag had two large front pockets, each adorned with a big yellow duck. Across the rest of the bag ran a pink print with alternating pacifiers and diaper pins. “Um. No.” Ricky said bluntly. “Here, this one is good.” He picked up a plain gray backpack with a single bottle pocket on one side. “Oh you’re no fun,” Lynne huffed as she shoved both bags back on the shelf. “Here, let’s compromise.” She offered up a relatively small, white backpack. It had a stitched, plasticky outer cover, and between the stitching were small, subtle baby items - pins, pacis, bottles, rattles - printed in light blue. A long flapped outer pocket on the front could discreetly hold a pack of wipes, and the elastic bottle pouch on the side was barely noticeable. It was cute, and decidedly a bag that would hold baby things, but any passerby would have to study it pretty closely to see anything other than a regular backpack. Ricky smiled. Lynne smiled back, and tossed the bag in the cart. “Alrighty. That’s everything from my list. Let’s head to the registers.” Lynne pecked Ricky’s cheek and tapped his bottom. “Thanks for being good on our shopping trip, little boy,” she cooed. Ricky beamed and followed her to the registers. Lynne found an open lane toward the end of the row with no wait. She pulled the cart straight in and stared unloading. Ricky looked up, and his heart dropped. Waiting on the other side of the register stood Jenny, the cute cashier who had helped Gloria and him last weekend. Who he’d dreamt about and fantasized about over the ensuing week. He averted his gaze and stared at the floor.

Ricky waddled out of his apartment just after 2:00, his onesie tucked into his jeans securely hiding a fresh diaper beneath. He wore a light sweater over the onesie, covering up the lapped shoulders. On his shoulder was a bulging duffel bag, packed full of fresh diapers, wipes, powder, his footie pajamas and his dinosaur onesie, along with a few other overnight necessities. Toddling down the hall to the elevator, he noticed that the crinkle from his Huggies was far more muffled than usual. The onesie held it tightly in place and dampened the infantile noise Ricky had been getting used to. A sweet aroma of baby powder wafted all around him, emanating from both his duffel bag and his puffy diapered bottom. Setting his bag down as he waited for the elevator, Ricky tapped his foot, anxious to spend some more time with Lynne. His stomach dropped when he heard a door open behind him. A quick glance over his shoulder confirmed his fears: his neighbor Cathy approached the elevator bank wearing a bright smile. “Oh hi, Ricky!” she beamed, sidling up next to him. Ricky fidgeted nervously. “Hi Cathy,” he murmured, feeling his cheeks flush crimson. “How are you today, sweetie?” Cathy asked, a twinge of baby talk in her voice. Ricky cringed a bit when she called him ‘sweetie.’ “I’m good thanks, how are you?” “I’m wonderful, thanks for asking,” Cathy said cheerfully. An uncomfortable silence ensued as they continued waiting for the elevator. Ricky was acutely aware of the baby powder scent surrounding him. Surely Cathy could smell it too. Finally, the doors opened and the pair boarded the car. Ricky stood silently gripping his bag, wishing the elevator would hurry up and get to the ground floor. Breaking the silence, Cathy spoke up. “I hope you didn’t mind me taking the liberty of folding your clothes last night.” Ricky’s mouth was dry. The hair on his neck stood on end. “Oh no,” he responded, “no that was very nice of you. Thanks. It’s been a long time since anyone did my laundry for me.” Cathy giggled. “Well I was happy to do it. Even big boys like you need looking after sometimes.” Ricky smiled awkwardly and stared straight ahead. The uncomfortable silence returned. Cathy took a short breath and hesitated a moment, then spoke again, putting a hand gently on Ricky’s wrist. “Listen, I also want you to know you have nothing to worry about regarding your… um, special underpants. I hope you’re not embarrassed. Plenty of boys need to wear those.” Ricky felt his face turn beet red. His instinct was to defend himself - he didn’t NEED to wear pull-ups! He thought for a brief moment about explaining the details as to how the training pants had come to be in his laundry. But then he remembered soaking them the day before, making a puddle on his bathroom floor. He thought better of it. “Oh um, ok. Thanks,” he said softly, still averting the older woman’s gaze. Cathy rubbed his arm softly. “Don’t worry sweetie, your secret’s safe with me.” The elevator doors opened. “Thanks,” Ricky said forcing a smile. As they stepped out into the lobby, Cathy said, “And if you ever need help with your laundry or anything else, I’m right down the hall.” She winked, turned and walked out of the building. --- Ricky hurried down the sidewalk, trying to put the conversation with Cathy out of his mind. Instead, he let his thoughts wander to what fun he and Lynne would get up to that evening. Ricky knew he’d spend their time together wearing diapers, but thought they’d eventually be pulled down for a spanking and some other naughty activities. His cock grew stiff thinking about it. Finally at Lynne’s, he rang the buzzer. “Ricky?” came her voice over the intercom. “Yep!” he answered. “I’ll be right down!” Right down? Ricky thought he was going to be invited up. He was puzzled, but trusted Lynne, so waited patiently. Moments later, Lynne appeared in the doorway, dressed casually but still looking very sexy. Her tight jeans hugged her hips and butt, and a light v-neck sweater showed just enough cleavage. She beamed at Ricky. “Hi sweetie!” Lynne hugged him and squeezed his butt, eliciting a soft crinkle. “Hehe, puffy butt!” She giggled and patted his tush. “How about you, big girl?” Ricky asked in turn, grabbing her backside. “Just a bit puffy, huh?” Lynne blushed. She was indeed wearing Ricky’s Goodnites under her jeans. “You bet!” she said enthusiastically. She pulled back slightly and lifted her sweater a few inches, revealing the front waistband of her diapers. Ricky felt his cock stir inside his Pampers. Taking him by the hand, she said, “Come on, I’ve got a few things to grab at Target, and we can grab a late lunch near there. Then we’ll come back here and I’ll make you dinner.” She tugged on his hand and led him down the sidewalk before he had a chance to ask any questions. Ricky stumbled a bit and his bag slid slightly off his shoulder. Slinging it back in place, he righted his step and walked alongside Lynne. He squeezed her hand tightly and smiled, fully enchanted just by being with her. Lynne nodded toward Ricky’s bulging duffel bag as he adjusted it. “Packed plenty of supplies, I see. How long are you planning on staying?” she teased. Before Ricky had a chance to retort, Lynne directed them toward the curb. “I’m parked right here,” she said, producing her keys from her pocket. Ricky only then noticed that she wasn’t carrying a purse. She opened the back seat so Ricky could toss in his duffel. As he did, she stepped back and opened the passenger door and held it open. “In you go,” Lynne beamed. “Need help buckling in?” Ricky slinked into the passenger seat with a muffled crinkle, his face beet red. “No thanks,” he said with a knowing smile. Lynne giggled, slammed the door and ran around to the driver’s side. She started the car and they were off. As they rode, Lynne started in with light conversation. She asked about the neighborhood, Ricky’s favorite spots, and other tidbits about living in the city. Unable to forget his own diapered state, along with Lynne’s, Ricky seized a moment to redirect the conversation while they sat at a red light. “So… you seem to be enjoying those pull-ups,” he remarked cautiously. Lynne blushed profusely and giggled loudly. “I guess I am…” she said with a shy smile. Ricky pressed the issue. “Well they really look great on you,” he said, pausing briefly before adding, “and the looked especially great when you were spread across my lap last night.” He could feel his manhood grow as he conjured the thought. Lynne felt a twinge between her legs as well. “Hehe thanks.” There was a short pause as the light changed and Lynne kept driving. “Can you imagine how much fun we would have had in high school if we’d know the other was into spanking??” “Oh man, seriously,” answered Ricky. “Remember you used to give me a ride home sometimes? I can’t tell you how many times I fantasized that you would pull over to the side of the road and put me over your knee,” he blurted. Lynne giggled. “Believe it or not, I had similar fantasies.” Ricky laughed and continued blushing. “Well we’d better make up for lost time,” he said. “I packed my hairbrush in case you wanted to give me another dose tonight. Or get one yourself.” He looked at her with a big grin. “Oh no,” said Lynne, suddenly striking an authoritative tone. “No more spankings for me. Not until tomorrow at your mommy’s house. But you on the other hand…” she paused as she turned into the Target parking lot, “you will definitely be back across my knee tonight.” As she pulled the car into a stall, she wagged a finger at him. “Better behave yourself while we’re out, too, or I won’t wait until we get back to my place to spank you.”

Ricky raced through his apartment to get his phone. He was so excited that Lynne was coming with him to visit his mommy, and he expected Mommy would be too. But he wanted to give her as much notice as he could, being such a polite young man… He was also very eager to get her reaction to Lynne’s request for a proper spanking. Ricky grabbed his phone and texted as fast as his fingers could manage. ‘Hi Mommy! Looking forward to seeing you tomorrow. I wanted to see if it’s ok with you if Lynne comes for dinner too?’ He stared at the phone anxious for a response. Gloria didn’t write back immediately. With his mommy seemingly occupied, Ricky set about cleaning up the breakfast dishes, hoping to busy himself and ease his anxious mind. As the running water hit his hands, Ricky felt the urge to pee. It took almost no concentration to let go and flood his diaper. He noted how easy it had become, and started to worry that he might need to be careful when he went back to wearing undies. Finished with the dishes, he checked his phone. Gloria had responded. ‘Hi sweetie! Yes definitely, please do bring Lynne! It will be so good to see her. But of course you know, you still need your weekly spanking. And I also expect to see you dressed in that cute onesie with diapers underneath. You’re ok with Lynne seeing all of that?’ ‘Yeah she’s, um… all up to speed. We had a really great night together last night. She actually even helped me get into by bedtime diaper.’ ‘Well isn’t that wonderful! I knew she would be understanding!’ ‘Yeah you were right, Mommy. She even said I looked adorable :) ’ ‘She is right about that!! I know I can’t wait to see that cute little Huggie Butt tomorrow.’ ‘Hehe. I’m looking forward to seeing you too. And so is Lynne. She asked me something else that I wanted to run by you, too ...’ ‘Oh?’ ‘She was wondering if you’d be willing to give her a spanking too.’ ‘Oh my. Well certainly. Has she been misbehaving?’ ‘Noooo she’s a good girl :) But I think it’s kind of like the first time I asked you for a spanking, she just wants that same feeling.’ ‘I can certainly understand that. Well of course. You tell her she’s got an appointment with my hairbrush tomorrow night. We’ll get the both of you sorted right out!’ ‘Hehe thanks, Mommy. She’ll be very happy.’ ‘Can’t wait to see you two. Come on out anytime you want, I’ll be home all day.’ ‘I can’t wait either. See you tomorrow xoxo’ Ricky was giddy. He was so excited, he couldn’t help himself texting Lynne right away. ‘Just heard back from Mommy. All good for tomorrow night. She said to let you know you have an appointment with her hairbrush.’ Lynne had just walked in the door at her place when her phone dinged. She wrote back immediately. ‘Oh boy … *gulp* Thanks for checking with her! Now hurry up and get ready and bring your little diapered tush over to my house!’ ‘Yes ma’am!’ Lynne set down her phone and felt a tingle in her bottom, spreading to her crotch. She had butterflies in her stomach, titillated and nervous at once. Her hands drifted to her butt, rubbing and gently squeezing each cheek. She remembered the sting from Ricky’s hairbrush. She thought about how much more severely it would be applied by Mrs. C. A chill went down her spine. Snapping out of her daydream, Lynne made her way through the apartment to get ready for her day with Ricky. Lynne’s two bedroom flat was well updated, and the bathroom in particular had some luxury features. A walk in shower with detachable massaging shower head, and separate bath tub were amplified by several large mirrors. It seemed somewhat excessive to rent such a big place, but Lynne had worked hard in grad school, and felt she’d earned it. Her company was paying her above market, so why not live comfortably? Lynne walked in the bathroom and turned on the shower to let it warm up, then instinctively made for the toilet. Unfastening her pants, she was already pulling them down when she saw herself in the mirror. She froze. Somehow, on the way home, she’d managed to forget that she was wearing pull-ups. When Lynne first left Ricky’s, she had been very aware of the slight crinkle and thin padding between her legs. But the pull-ups fit her so well and were so comfortable, eventually she forgot they were even there. Lynne let her pants fall to her ankles, and checked herself out from several angles in the mirrors around the room. She thought she looked very cute, but also sexy, as the Goodnites hugged her hips and accentuated her round butt. ‘Would be even cuter in pink though,’ she thought to herself. Perhaps there was something that could be done about that. She started formulating a plan for her afternoon with Ricky. They would need to stop into Target, she thought, for some additional supplies. In the meantime, Lynne had to pee. She put her hands on the waistband of her pull-ups, but then stopped. She again looked at herself in the mirror. With a little concentration and a push from her abdomen, Lynne quickly filled the thin diaper with pee. She was very impressed by how much it could hold, and also noticed how pleasurable the warm squishy feeling around her crotch and butt was. Looking down, she prodded the soggy padding. Her fingers explored her crotch and rear. Lynne found the feeling foreign and somehow familiar at the same time. She slipped a finger inside the leak guard, noticing how efficiently her mess had been wicked away and contained. She touched her skin, which was only slightly damp. Lynne’s finger moves along her leg toward her pussy, which was also damp and growing wetter. Looking up at the shower head which was now filling the room with steam, she tore off the sodden pull-up and jumped in the shower. Letting the hot water run over body, Lynne closed her eyes and rubbed her clit. She imagined Ricky’s naked ass sprawled across her lap. A moan escaped her lips as she rubbed faster and harder. Grabbing the shower head, Lynne quickly spun the dial to the pulse setting, and jammed it between her legs. She gasped and screamed as the warm water sprayed onto her crotch and down her legs. She again pictured the scene from the prior night, Ricky helpless and red bottomed, bent over her knee. She held his hairbrush in one hand and his dripping cock in the other. Lynne’s screams echoed off the marble and glass in the bathroom as she climaxed loudly. As she recovered and began washing her hair, Lynne wore a big smile. The revelations she had Ricky had shared with one another were setting up a very sexy and alluring dynamic between the two of them. She couldn’t wait to see where it would go from here. --- Back at Ricky’s house, the young man stood in his bedroom still clad in just a t-shirt and a sopping wet diaper. His duffel bag sat open on his bed as he rummaged in the closet. He pulled out the piles of diapers he had neatly stacked there the day before. His other supplies spilled out, too. ‘No need to hide this stuff anymore,’ Ricky thought to himself. He set about organizing his items as he decided which things he’d need to pack for his sleepover. Tossing two overnights and several of the daytime diapers into his bag, Ricky walked over to his dresser to get some clothes. He automatically opened his underwear drawer first, and giggled when he realized he didn’t need to pack undies, nor did he have any available to pack in the first place. He took stock of the remaining Goodnites. Counting them up, Rick found that 18 of the 28 pack remained. He pulled out three more, tossing them on the bed toward his duffel. ‘Just in case,’ he thought. Looking back at the drawer, he noticed some empty space. He scurried over and scooped up a stack of the baby print diapers, sliding them neatly into the drawer. Next, Ricky put a large stack of overnights on his nightstand next to the wipes and powder. He piled the unopened bags of diapers and wipes alongside his dresser. Looking around the room, he had to giggle. It was sure looking like a little baby’s room again. He returned to the small pile of remaining items from the closet. Ricky folded his footed sleeper and dinosaur onesie and stacked them in the bag. He left out the blue one, thinking he could wear it over to Lynne’s later. All that was left on the floor were his pacifiers and his training pants. Seeing the cloth pull-ups, his stomach dropped. Ricky suddenly remembered his neighbor retrieving them from the laundry and folding them up for him. His cheeks flushed. ‘A problem for another time,’ he thought, trying to push the humiliating experience from his mind. Ricky dropped a paci into his duffel, and stuffed the trainers into his underwear drawer. He toddled off to go take a shower and get ready to go to Lynne’s.

After Lynne and Ricky caught their breath, Lynne reached down and tugged on Ricky’s diaper, which was still pulled down below his butt cheeks. “Better pull these back up,” she said with a sweet smile. “Don’t want any wet beds!” Ricky smiled back and lifted his hips off the bed, allowing Lynne to pull his Pampers back up over his crotch. With his diaper securely back in place, Ricky reached over and pinched Lynne’s bottom, still pink from his hairbrush. “What about you, big girl? Need a fresh pull-up?” Lynne blushed and giggled. “Hehe, ok,” she said. Ricky climbed out of bed waddled over to his dresser. Lynne stifled a giggle, watching his diapered bottom wiggle on his way across the room. Ricky opened his underwear drawer and pulled out a Goodnite. He fluffed it up and stretched out the waistband as he walked back to the bed. Lynne swung her legs over the edge of the bed and pointed her toes. Ricky knelt down and guided the pull-up over her ankles and up to her knees. As she stood up, Ricky started to tug it up her thighs. Lynne slapped his hands away and pulled it up herself. She winked. “Big girl, remember?” “Hehe, oh right,” Ricky giggled. He stepped back and watched as Lynne secured the thin diaper around her hips. He ogled the sight of of Lynne’s shapely figure accentuated by the Goodnites, her amazing tits still on display. “I gotta say, you look amazing in those,” he said with a big smile. Lynne threw her arms around his waist and kissed him on the cheek. “Thanks, Ricky,” she said smiling back. She thumped his padded tush and squeezed his cheeks. “And you look absolutely adorable in your big Huggies!” They made out for several minutes, groping each other’s padded butts. Ricky slapped Lynne’s bottom hard. “How about some breakfast?” he asked, even though it was approaching lunchtime. “Would love some,” Lynne said, with several return spanks to Ricky’s padded backside. Ricky grabbed a couple of clean t-shirts, handing one to Lynne. The shirt almost covered her diapered bottom, the edge of her pull-up peeking out below the hem. Ricky’s t-shirt, meanwhile, did very little to cover his poofy butt. His Huggies remained broadly on display. Lynne sat at the kitchen table sipping coffee and admiring the view as Ricky made them breakfast. She was impressed and further enamored by his know-how in the kitchen. Lynne had always been attracted to men who could cook. But watching a man make her a delicious breakfast while wearing a huge dinosaur print diaper was on another level. Ricky plated an omelette and piece of toast for each of them. He poured two glasses of orange juice and offered to top off Lynne’s coffee cup. “I’m all set, thanks. This looks delicious!” she replied. The two started in on their breakfast. A minute or so later, Lynne adjusted on the hardwood chair. Ricky noticed, and suddenly worried that perhaps her bottom was still sore from the spanking he’d given her. “Sorry…” he said timidly, “I didn’t spank you too hard did I?” Lynne laughed heartily. She reached over and patted his arm. “No, you definitely did not,” she said reassuringly. “Actually…” she blushed slightly, “… maybe not hard enough.” A smile spread across Ricky’s face. “Oh? Is that right?” “Yeah,” Lynne said tentatively, “if I’m being honest… you kind of just left me craving some more.” Ricky’s raised his eyebrows. Lynne looked across the table at him with a shy smile. He smiled back, then pushed back from the table a couple of feet. “Oh?” he said, patting his lap. “Want another round? There’s a wooden spoon right there…” he pointed to the counter. Lynne giggled. She sipped her juice. “Well… I actually kinda had something else in mind.” She hesitated. Ricky stared at her with bated breath. Lynne poked at the note from Gloria which was still on the table between them. “Do you think your mommy might… you know, um… would she be willing to spank me too?” Blood rushed from Ricky’s head to his cock. His mind swirled as he instantly recalled the scene from his dream (and subsequent fantasies), Lynne draped over Gloria’s lap taking a hard hand spanking. His smile grew wider. “Um, yes. Yes, I think she would,” he said matter of factly. “She has often told me how she believes no one is too old for a spanked bottom. All you’d have to do is ask for it, and she will definitely spank you.” Lynne blushed, giggled, and fidgeted in her seat. “Be careful what you wish for, though,” Ricky said. “She is quite the proficient spanker,” he warned. “Psh,” Lynne bristled, “I told you, I’m a big girl. I can take it.” They both giggled. “What about you?” she asked, a slight concern in her voice. “Did I spank you too hard?” Ricky was slightly taken aback. Since spankings had become a regular part of his life several weeks ago, not once had there ever been any concern for whether he’d been spanked too hard. The concept seemed foreign - when he was being punished by Gloria, he had no say in how harshly the punishment was delivered. He took a moment to think about the chastisement Lynne had given him the night before. It certainly wasn’t the hardest spanking he’d ever received, those honors still firmly with his mommy. But Lynne definitely knew how to spank. He recalled his bottom stinging significantly the night before as he fell asleep. “No, not too hard,” said Ricky, “but it was pretty hard. You definitely know what you’re doing. I’m guessing mine isn’t the first butt you’ve ever spanked…” “Oh no, definitely not,” Lynne snickered. “Going back quite a ways, actually. My mom gave me permission to spank my little brothers when I would babysit for them.” “She did?? Woah…” “Yeah, she actually almost encouraged it. My brothers were so bad.” Lynne laughed. “If I had to spank one of them, they’d always get it again when my mom got home, too.” Lynne laughed. “If only she knew…” “Wow, so you have years of experience then, huh?” Ricky asked, stimulated by this turn in the conversation. “I had a boyfriend in college who let me take him over my knee. But he was such a wimp. I never hit him even as hard as I spanked you last night, and he always be whining about a sore butt,” Lynne recounted. “It obviously didn’t work out.” Hearing the lament in her voice, Ricky became eager to please. “Oh well like I said, you definitely didn’t spank me too hard, and I really enjoyed it.” He smiled and added, “I’m looking forward to my next trip over your knee.” Lynne giggled loudly. “Soon enough, I’m sure… you naughty boy.” Ricky felt his cock throb inside his diaper. He smiled lasciviously across the table. “Speaking of which,” Lynne said, moving on, “how about a sleepover at my house tonight? I can make dinner. And then tomorrow, as long as you’re sure it’s ok, we can head to your mommy’s house together to get our butts smacked.” Ricky loved that idea and told her so. “I’ll text Mommy and let her know you’re coming. Do you want me to mention your spanking, or do you wanna just ask her when we get there?” Lynne thought for a moment. “I guess maybe if you don’t mind planting the seed… it might make it easier for me to ask.” She shifted in her seat. “Happy to,” Ricky beamed. “Ok great. Then I’ll head out after breakfast, and why don’t you pack up an overnight bag with everything you’ll need for tonight and tomorrow and come on over later this afternoon.” “Sounds great.” With breakfast finished, Lynne retreated to the bedroom to get dressed while Ricky cleaned up the kitchen table. He piled the dishes in the sink and made his way to the bedroom, figuring the dishes could stand to wait while he got one last look at Lynne’s amazing body. As he entered the room, Lynne had on her blouse, Ricky’s t-shirt tossed on the bed, and was pulling her tight pants up over her Goodnites. Ricky’s cock stirred at the sight. Dressed and ready, Lynne picked up her purse, and took a few more pull-ups from Ricky’s dresser drawer. Stuffing them in her bag, she said, “I’m sure you don’t mind, right? After all, it seems like you’re not going to be out of diapers any time soon. No need for all these big boy pull-ups.” Ricky blushed. “Sure, help yourself,” he replied. “Thanks,” Lynne said, and planted a kiss on his cheek. She swatted his bottom. “Make sure you pack up plenty of Pampers for our sleepover.” “Yes ma’am,” Ricky said with a grin. At the front door of his apartment, they made out passionately for several minutes before Lynne pulled away and put her hand on the door knob. “See you soon,” she said. “And don’t keep me waiting!” she added, wagging a stern finger at him. “I’ll be right over!” Ricky said enthusiastically.

“Ok,” Lynne said softly into Ricky’s ear, still laying on top of him, “time to get this little boy in his bedtime diaper.” The hair on Ricky’s arms stood up. He held Lynne tightly and kissed her. “Ok,” he replied timidly. Lynne dismounted and grabbed the tub of wipes. She first cleaned herself up, then went about wiping down Ricky’s crotch. She started to pull the diaper up, but Rick stopped her and reached over to the nightstand for the powder. “Oops,” Lynne said playfully. “Guess I’m new at this.” She snatched the powder from him with a giggle and liberally applied it to his diaper area. As Lynne pulled the diaper up between his legs, Rick took hold of the front panel and held it in place at his waist. “Bottom tapes first,” he instructed. “Yes sir,” Lynne teased. She fastened them snugly at the bottom then the top. “There we go!” she cooed. “All set for beddy bye!” She patted the front of his diaper. A little powder puffed out onto Ricky’s tummy, making him giggle. “Wow, these are super cute. And so thick!” Rick blushed. Lynne grabbed his hips and tugged. “Come on, turn over, let me see that tushie.” She spun Ricky over and hooked an arm around his waist, bringing him up on his knees and elbows, his diaper clad bottom pointing skyward. “Oh. My. Goodness. You are too cute!!” Rick looked back at her with a smile, his face pressed down on the mattress. “Aw, look at these little pink splotches peeking out,” Lynne teased as she slapped at the remnants of the spanking she’d given him. “Naughty boy,” she giggled. Lynne’s hand lingered on Ricky’s padded bottom, gently stroking the plastic backing on the thick diaper. She gave it a firm squeeze. “They definitely seem comfy,” said Lynne, continuing to run her hands all over. Her slender fingers explored every crease and edge, and she delivered several firm pats to the middle of Ricky’s bottom. “They really are comfy,” Rick replied. He watched Lynne’s eyes scanning his rear end, seemingly entranced. A thought popped in his head: did she want to wear one? He couldn’t be sure, but thought it couldn’t hurt to ask. “You’re welcome to, um, try one on… if you want?” said Rick with a quiver. Lynne blushed bright red and pulled her hand away. Rick sat up quickly and put a hand on her shoulder. “Sorry… I didn’t mean… just that.. I couldn’t tell if…” A big smile grew on Lynne’s face. She looked up at Ricky as he stammered, putting a finger to his lips so he’d shut up. “No way!” Lynne said indignantly. “I’m not a baby like you!” She stuck her tongue out and jumped off the bed. Ricky was a bit puzzled, but Lynne didn’t seem mad so he just rolled with it and waited to see where this was going. Walking across the room, Lynne said, “I don’t wear baby diapers! I’m a big girl!” She arrived at the dresser and retrieved the stretched out Goodnite that still sat on top from her earlier inspection. Lynne turned and looked at Ricky as she held it out and stepped into it. “I wear pull-ups, not diapers!!” she announced loudly. With the thin pull-up snuggly around her hips, Lynne ran over and jumped back into bed with Ricky. He laughed loudly and pulled her into a bear hug. He reached down and patted her butt through the pull-ups. “Ohhh my mistake. Such a big girl!” he laughed. Still in each other’s embrace, Lynne and Ricky fell down on the bed and pulled up the covers. They snuggled tightly and fell asleep in minutes, each wearing nothing but a diaper. --- The next morning, Ricky stirred in bed. Barely awake, he rolled over and emptied his bladder into his diaper. He had become very accustomed to waking up to the warming sensation of a swelling diaper. It had a calming effect and caused him to greet every day with a smile on his face. As he opened his eyes though, Ricky remembered he was not alone. He felt a moment of panic. Lynne lay next to him, still sleeping soundly. Ricky felt embarrassment and discomfort, having just wet himself while in bed next to his lover. Lynne stirred slightly, as she lay on her side, her back facing Ricky. It was then that he remembered he likely had nothing to worry about. He looked down and saw Lynne’s amazing butt tightly wrapped in a thin pull-up. Ricky’s cock sprung to attention inside his own diaper at the sight. Her butt cheeks protruded deliciously from the bottom edges. Ricky lingered a moment, drooling over the sight. Then he carefully and quietly slipped out of bed. Silently retrieving a fresh daytime diaper from the closet, he tiptoed to the bathroom to get changed, noting how long they’d slept after their late night together. It was nearly 10:00. He reentered the bedroom in a clean diaper, but still with nothing else on. He found Lynne looking up at him with a wide smile. “Good morning,” she beamed. “Good morning,” replied Ricky, sliding back into bed next to her. Lynne rolled over to face him. She reached down and squeezed his crotch. “This isn’t the same Pamper I put you to bed in… did you have a little accident?” Ricky blushed bright red. “It’s ok sweetie,” Lynne said patting his tush, “that’s why you’re still in diapers!” Ricky giggled and snuggled up closer. He wrapped his arms around her and his hand found its way to her pull-up clad butt. “Looks like you stayed dry,” he said with a smile and a squeeze. “I told you,” Lynne said, “I’m a big girl.” They both laughed. The chemistry between them was remarkable. “These are comfy though, I like how they fit,” she said. “Thanks for sharing them.” “Of course,” Ricky said. “I’m actually stunned, but relieved, by how cool you’re being about all this diaper stuff.” “I think it’s adorable. It’s not something I had ever thought to try, but I definitely see the appeal. It’s nice to forget about adult worries for a while.” “It really is. And having Mrs. C. looking after me adds a lot to that experience. When she’s around I can really just let go and know that she’ll take care of me.” “Mrs. C.,” Lynne mused, “you mean your mommy?” Ricky blushed again and felt like hiding his face. The night before, Lynne had seen the note Gloria left him, which she had signed “Mommy.” There could be no confusion about the dynamic of their relationship. “Um… yeah. My … my mommy,” Rick admitted. “Sounds nice. Having a mommy making sure you have everything you need,” Lynne said. “Including when what you need is a good hard spanking.” She smiled. Already blushing, Ricky’s cheeks turned even redder. Lynne paused for a moment. She was starting to open up about her own desires, but feeling some natural nervousness. Lynne knew she could trust Ricky, but she’d had some up and down experiences regarding spanking with some of her boyfriends in the past, and found herself apprehensive. But the more she thought about it, she realized she had nothing to lose. Ricky had been so open with her, wearing pull-ups on their date, letting her take him across her knee, even laying still while she diapered him. If she were equally open with him, their connection could only get deeper and stronger. She took a deep breath. “Maybe you already guessed this,” Lynne said tentatively, “but I’m a… switch.” “A switch?” Ricky asked. He was vaguely familiar with the term, but wanted Lynne to elaborate. “Yeah… I get off on being both dominant and submissive.” She stared at him for a second. “You know… I really enjoyed spanking you last night, but I also like… getting spanked.” Ricky raised his eyebrows. His cock was already hard, and now strained inside his dry diaper. “Yeah I did notice that you enjoyed it when I was slapping your ass last weekend.” Lynne blushed and giggled. She raised her head slightly and looked past Ricky to the nightstand. Ricky turned to match her gaze and saw his new hairbrush, perched atop the tub of baby wipes. They turned back and looked at each other. Lynne felt butterflies in her stomach. She screwed up her courage. “You know… I’ve never had a hairbrush spanking…” Ricky studied her face. A smile spread across his lips. Moving deliberately he rolled over and picked up the brush. “Should we do something about that?” Ricky asked seductively. Lynne bit her lip. She nodded. Ricky sat up in bed with his back against the headboard. Lynne immediately crawled over his lap and stuck her ass up in the air. Ricky took his time and savored the view. He rubbed Lynne’s butt through her pull-ups, his fingers sliding between her legs, eliciting moans and gasps from Lynne. Ricky patted her cheeks firmly with his palm. “Are you going to keep your pull-ups dry during your spanking, ‘Big Girl?’” he teased. Lynne looked up and him, still biting her lip. She shook her head. “Naughty naughty…” The brush cracked against her bottom. Lynne yelped. Ricky started spanking in earnest, all while continuing to rub Lynne’s pussy through the front of her diaper. He alternated cheeks, making each side turn pink and then red, the pull-up providing very little protection. Lynne moaned as her Goodnites grew damper and damper. She yelped and squirmed under the spanks. The sensations in her crotch and ass intensified and she felt like she was nearing a climax. Taking note, Ricky decided he’d up the ante. He yanked back her pull-up, tearing the sides and exposing Lynne's bare bottom. Running his finger along the inner lining, he clicked his tongue and tried his hand at some light scolding. “Aw, I thought you were a big girl. These pull-ups are all wet! What are we gonna do with you?” Ricky’s fingers continued along the padding until they reached Lynne’s crotch. He teased her wet pussy, then smacked her with the brush, hard, twice on each cheek. Lynne gasped and writhed. Ricky slid one finger inside of her, massaging her clit with another. She screamed, and more of her juices soaked into the pull-up beneath her. “Go ahead and wet your pull-ups, you dirty girl,” Ricky chided. As if she had been waiting for permission, Lynne orgasmed loudly. Ricky kept slapping her bare butt all the way until she stopped screaming and collapsed across his lap. She lay limply as Ricky gently caressed her bright red butt. Finally, Lynne stirred. She lifted herself off of Ricky with a huge smile and gave him a deep, passionate kiss. Sliding off the bed, she silently took Ricky’s hands and stood him up, still wearing a big grin. Hooking her thumbs in the edges of Ricky’s Pampers, Lynne tugged at the garment and wiggled it down. It took some effort to get it past Ricky’s huge, protruding dick, but she quickly had it below his hips. Turning away from Ricky, Lynne put her elbows on the mattress and her bright red ass in the air. Ricky didn’t need a further invitation. He grabbed Lynne’s hips and thrust his member into her waiting, dripping pussy. His eyes rolled back in his head. Lynne moaned as he hammered her again and again. Ricky was so turned on, he knew it wouldn’t take long to climax. He opened his eyes and looked down. The sight before him made him lose control. Lynne’s we’ll spanked bottom. A diaper pulled down around his hips. On the bed, a discarded pull-up and the hairbrush he had just used to give Lynne a paddling. Ricky slapped Lynne’s blushing bottom, grabbed a handful and let out a low groan, once again filling Lynne with his cum. Breathlessly, the two lovers collapsed on the bed in each other’s arms.

Lynne took Rick by the hand and led him toward the bed. She sat down on the edge and pulled him in front of her. Unfastening his pants, she pushed them down gently and let them fall to his ankles. Lynne leaned back to get a look at Rick in his pull-ups. “Mmm mmm. Very cute indeed. Let’s see the back.” She spun his hips around to get a look at his butt. “Oh yeah,” said Lynne. “Adorably cute.” Rick felt exposed and a bit embarrassed, but his cock felt otherwise. It bulged and strained inside his Goodnites. Without warning, Lynne put a hand on Rick’s bottom and shoved him forward. He sprawled across her lap, his pull-up clad rear end awaiting her wrath. Lynne felt his manhood throb against her thigh. She adjusted her legs and watched him squirm. “Naughty boy,” Lynne chided. “Are you enjoying this?” “Yes ma’am,” Rick answered, reflexively reverting to a submissive role. “Well let’s see what we can do about that.” Lynne brought back of the brush down with a crack on his thinly padded butt. Rick flinched, but also let out a delighted moan. Lynne spanked him slowly and methodically. Not too hard, but strong enough to elicit some reddening around the edges of his pull-up. Rick squirmed on her lap, thoroughly enjoying the growing heat in both his butt and his cock. After peppering him with spanks, Lynne stopped and set down the brush. She rubbed Rick’s ass with both hands, slipping her fingers inside the creases of his Goodnites, which continued growing damp as his member dripped into them. “As cute as your butt looks in these little diapies, I don’t think you’ll learn your lesson unless I pull them down,” Lynne said as she continued to grope him hungrily. Her hands slid between his legs, teasing his aching cock. In one sudden motion, she yanked the pull-up down, ripping its side panels and exposing Rick’s bare bottom. “Oopsies!” said Lynne in a babyish tone. “Well, those were due to be changed anyway. We’ll get you in your bedtime Pampers after you’ve had your punishment.” She picked up the brush and tapped it against his bare ass. “Now where was I…” SPANK SPANK SPANK Lynne landed three very hard smacks, then rubbed his reddening bottom with her free hand, her fingers dipping between his legs and cheeks, caressing his most sensitive parts. “We don’t tell lies, do we?” SPANK SPANK SPANK Ricky oscillated between agony from the viscous sting of the brush, and pleasure as she teased him again with her fingers. “I asked you a question little boy.” SPANK SPANK SPANK “Do we tell lies?” SPANK SPANK SPANK “NO!!!” Ricky yelled. Lynne plunged her hand between his legs and gripped his cock. He gasped, and raised his hips so she could get her fingers all the way around his shaft. It occurred to Ricky, Lynne was very comfortable in this role. She definitely knew how to dish out a punishment, and she had him wrapped all the way around her finger, craving more and more. He felt the brush tap his bottom lightly. His cock throbbed in Lynne’s hand. “My, my,” she remarked. “It’s getting awfully damp down here. No wonder you’re still in diapers.” SPANK the brush landed soundly. “Now, tell me what happens to naughty boys who lie.” Rick moaned as she stroked him into the Goodnite. “They get spanked,” he said with a gasp. SPANK SPANK SPANK “That’s right,” Lynne said authoritatively. “Right on their bare little bottoms.” SPANK SPANK SPANK The blows were as hard as any Lynne had delivered, and caused Rick’s cock to soften slightly. “I want you to tell me the truth this time,” Lynne said, lowering her voice seductively, “why was your bottom bruised when you came to my house last weekend?” “Because… because I… I got spanked,” Rick stammered. SPANK SPANK SPANK “Spanked like this?” SPANK SPANK SPANK “Ow!! Yes!!” SPANK SPANK SPANK “Such a naughty little boy, still needing spankings at your age. And still in diapers too. When are you going to grow up, you bad boy?” Lynne scolded as she rhythmically paddled him. She kept a hand on Ricky’s cock throughout, which had further softened because of the growing pain in his rear. She put down the brush and caressed his red cheeks. His dick immediately began to stiffen again. “Ok, I think you’ve learned your lesson,” Lynne said, gently patting Ricky’s tush. “It’s time to get you ready for bed.” She stood him up with three sharp slaps of her hand. The twisted, torn Goodnite fell to the floor, and his cock bobbed straight out in front of him. Lynne reached across the bed and unfolded his overnight diaper. She spread it out on the bed and guided Ricky towards it so he could lay down. Flat on his back with his cock pointing skyward, Ricky watched as Lynne slowly undressed. He ogled her ass as she peeled off her pants, and his dick bobbed anxiously as her exquisite tits popped out of her bra. Totally naked, she smiled down at Rick as she straddled him on the bed. Ricky wasted no time. He grabbed Lynne’s ass with both hands and thrust her pussy into his face. She gripped the headboard and gasped as he worked his tongue all over her, his chin growing wet along with her pussy. Lynne reached behind her and pulled Ricky’s diaper up between his legs. She grabbed his cock through the padding and rubbed it vigorously. This in turn made Ricky lick her faster and harder. Lynne moaned and screamed. She could take no more. Pushing back the diaper, Lynne slid her hips down and slammed Ricky’s cock into her wet pussy. She rode him hard, her juices dripping down his shaft. Rick reached behind her and began spanking her bare ass, not hard, but with enough force to elicit some yelps. That was all it took for Lynne to climax. She shuddered and screamed. Rick kept slapping her butt all the way through. Lynne fell forward and blissfully lay on top of Rick. He gently rubbed her bottom, noticing a bit of heat emanating from her cheeks. After she recovered, Lynne sat back upright and began slowly bouncing her hips, sliding Ricky in and out of her. His eyes rolled back in his head as she pleasured him. Lynne reached between Ricky’s legs and pulled the diaper back up, the soft padding deliciously caressing his balls. Putting one hand on the plasticky outside of the Pamper, she pulled it tight so the front panel wrapped around her own butt. Ricky grabbed her ass through the diaper with both hands and nearly blew his load immediately. Lynne coaxed him. “Uh oh, is the big boy gonna have an accident? We better get you in your diapers quick, naughty boy, before you make a mess everywhere. I’ll have to put you back over my knee for another spanking if that happens!” The scolding baby talk was too much. Rick arched his back and plunged himself deep into Lynne’s opening. He squeezed the diaper against her ass and felt her tug it up tightly between his legs. Cum exploded into Lynne’s pussy as Rick moaned deeply and loudly. Lynne fell forward on top of him, and the two held each other tightly for several minutes, basking in their intense sexual connection.

Rick sat at the booth in the diner regaling Lynne with nearly every detail of his encounters with Gloria over the last several weeks. Once he started talking, he couldn’t stop. The stories of spankings and diaper changes spilled out of him. He went all the way back to that fateful day when he was 12, sitting in her minivan being scolded for spoiling his dinner. He told Lynne how he had recounted the incident to Gloria and how he had asked her to finally follow through on the threat of a spanked bare bottom. He recalled how badly her hairbrush stung, but how he came to crave the feeling only days later. He told her how Gloria had forced him to wear diapers after his “accident” during his first sleepover. How she had spanked him soundly the next morning when he took his diaper off to use the bathroom. He detailed the further incorporation of baby items like sippy cups, bibs and pacifiers. He explained that he had been put on a two week diaper punishment because he hadn’t worn one to bed when he spent the night with Lynne the prior weekend. He told her about being dragged through Target wearing thick overnight diapers, and his humiliation at the register as Gloria purchased his Goodnites. And how he knew in no uncertain terms what would happen if he didn’t comply with Gloria’s rules this time. And finally how all of these events had led to him now sitting in a diner, on a date, wearing a sticky pull-up diaper. Rick finally stopped talking and took a breath. His head was spinning. He couldn’t believe how much he had just shared with Lynne, but his anxiety about the situation caused had rendered him unable to stop once he started. Lynne looked across the table at him. She wore a thin smile, but gazed at Rick with warm and reassuring eyes. “Wow,” she said. “That’s quite a story.” Rick blushed. “Yeah…” “So the spanking was your idea, but the diapers were Mrs. C.’s idea?” “Right…” “Fascinating…” Rick began to worry. He could tell Lynne was processing all he had said, but wasn’t sure how it was sitting. Finally, she spoke again. “Well I definitely still want to get a look at your little butt in those pull-ups. And I promised you a spanking, didn’t I?” Rick smiled. “Yes you did.” “We’d better get to it then,” Lynne said. “And I think I have extra work to do now that I know you lied to me.” She clicked her tongue disapprovingly. Rick felt a pit in his stomach. “I don’t know about that…” he said slowly. “Mrs. C. already gave me a pretty thorough punishment for lying last Sunday.” “Did she now,” Lynne leaned over with a lascivious look. “Please do tell.” Rick picked up his wine glass and downed the last few gulps. “Well I got a pretty serious spanking,” he said, “but I guess that was for not wearing my diapers every night. She washed my mouth out with soap for lying to you.” He shuddered as he remembered the horribly bitter taste of the soap. “She did???!!!” Lynne gaped. Rick just nodded. “Wow, that’s pretty intense. I guess you learned your lesson huh?” Rick nodded again. “Yeah it was pretty awful.” “Well I’m sorry to say, you’re not all the way off the hook. I’m still gonna spank that little butt tonight.” Lynne polished off her own wine and flagged the server to get the check. They settled up and were on their way. Out on the sidewalk, Lynne hooked Rick’s arm in hers. “We’d better head to your place. I don’t have any diapers at my house, and I don’t wanna get you in trouble again.” Rick blushed and looked over his shoulder. “Oh don’t worry, no one heard me,” Lynne chided, adding a few smacks to his rear for emphasis. She tugged his arm and led them down the street. Back at Rick’s apartment, Lynne made herself at home. “Great place!” she commented. “How long have you lived here?” “A couple of years,” Rick answered. “Nice view,” said Lynne standing by the living room windows. She wandered through the apartment into the kitchen. “Ohhh what’s this?” Ricky followed her into the room and found her standing over the table holding a piece of paper - the note from Gloria detailing his diaper punishment. Lynne stood reading it while Ricky just watched in humiliation. She clicked her tongue. “Well you weren’t joking about these rules,” Lynne observed. “And promises of bruised butts and soapy mouths if you don’t comply? I guess I would stick to it too, if it were me…” Rick stood contemplating the thought. He recalled the image from his dream weeks ago, Lynne facedown over Gloria’s lap giggling as she took a firm spanking on her pert, bare bottom. Lynne put the note down and snapped him out of his daydream. “Now… where’s the bedroom?” She winked at Rick and walked with purpose toward his room. “Awwww!” Lynne cooed as she walked in. She raced over to the nightstand and picked up his overnight Pamper. “This is so cute!!” She turned it over, squeezed it and inspected it Rick just stood in the doorway blushing. He felt about two feet tall as Lynne kept up her exploration of the bedroom, popping open the tub of wipes and sniffing the scented powder. “Where’s your pull-up supply?” she asked abruptly, tossing the diaper on his bed. “Here, in the dresser,” Rick said, stepping forward opening the drawer. “Aw, of course. They’re in your undies drawer!” Lynne giggled. She picked one of the diapers up out of the drawer and studied it. Opening up the Goodnite, she stretched it out and stuck her hands through the leg holes. “Doesn’t look like it would hold much. Not like that big puffy overnight diaper,” she gestured back toward the thick garment on his bed. Lynne closed the drawer and set the fluffed up Goodnite on top of Rick’s dresser. She turned her attention to his brand new hairbrush which also sat on the dresser. She tapped it against her palm. Rick gulped. “Hmm… Now what about this thing…” Lynne mused. She turned the brush back and forth in her hand. “Doesn’t look like this ever gets used on your hair. Is this for your naughty little bottom?” Rick felt his brow dampen. His pull-ups also dampened, as his cock throbbed. He stared at Lynne, looked down at the brush and nodded. Lynne slapped it sharply agains her hand. “I think it’s time for me to pull down those pants and spank your butt, mister.”

Rick stood outside Lynne’s apartment building a couple of minutes past 8:00 with his hands in his pockets. He poked a finger into his crotch and squeezed his Goodnites. He hadn’t yet rang the buzzer, and was having major second thoughts. He was still reeling from the encounter with his neighbor, seeing Lynne and potentially bringing her in on his secret diapered life felt like a lot all at once. But he had come this far. He steeled himself, breathed deep, and pushed the button. A voice came back over the intercom quickly. “Hi! Ricky?” said Lynne. “Hi! Yeah it’s me,” Rick returned enthusiastically. “I’ll be right down!” Rick’s stomach did somersaults while he waited for what felt like 20 minutes, but was probably about 90 seconds. Finally, Lynne appeared through the window at the bottom of the stairs. She wore tight pink pants that hugged her round hips deliciously, and a white blouse loosely buttoned and accenting her cleavage. She looked amazing. Bursting through the door, she threw her arms around Rick’s shoulders and kissed him. Rick hugged and kissed her back. Pulling back, Lynne said, “Hi!” “Hi,” Rick answered. “It’s great to see you.” “Hehe, you too.” Lynne pecked his cheek and smiled. “Shall we?” “Yes please,” said Rick. The two turned to walk down the street, arms wrapped around one another’s waists. Rick allowed his arm to slip down a bit, resting his hand on Lynne’s hip, adjacent to her butt. She suddenly slapped his rear. “Watch it mister,” Lynne chided. “You’re already in for a smacked bottom as it is. Better behave yourself.” Rick blushed, and was instantly worried that Lynne may have felt the thin padding underneath his pants. He looked at Lynne who wore a big smile. Realizing she probably hadn’t noticed his diaper, he smiled back. “Well if I’m already in for it…” he grabbed a big handful of her pert ass, “better make it worth my while.” Lynne giggled and slapped his butt again. Rick laughed too, and he felt his cock swell inside the tight padding of his Goodnites. The two continued chatting and flirting as they walked the few blocks to the movie theater. They got their tickets, some popcorn and a couple of beers, then made their way into the auditorium. Lynne led the way, selecting seats in the back row, even though the theater was rather empty. When the lights dimmed and the coming attractions began playing, Lynne turned and pulled Rick into a deep, passionate kiss. They made out through the entirety of the previews. Settling back and enjoying the movie, Lynne and Rick munched popcorn and sipped their drinks. About an hour into the film, Rick felt Lynne’s hand begin petting his thigh. Her fingers caressed the inner part of his leg and began sliding upward toward his crotch. Rick’s member began throbbing in anticipation. He’d nearly forgotten what he wore under his pants, but as his dick pressed into the constricting pull-up, he was acutely reminded. He began to panic. Certainly not one to rebuff such an intimate touch, Rick wanted her to continue, to see where this might go. But at the same time, she was about to discover his pull-up and he couldn’t very well give an explanation right there in the theater. He was frozen in ambivalence. He had no further time to consider his options, though. Lynne’s hand arrived on his crotch, grabbing at his cock through both his pants and his Goodnites. She massaged him for a minute as his eyes rolled back in his head. Her hand then quickly moved to his belt buckle. With Rick’s pants unfastened, Lynne worked her hand down toward his member. Rick thought he felt his heart stop when she paused and quizzically prodded at his pull-up. He could feel her looking at him, but couldn’t bring himself to look back. He kept his eyes transfixed on the movie screen, his dick dripping with anticipation. Lynne only hesitated a moment longer. She plunged her hand into Ricky’s pull-ups and grabbed his cock. His body jerked involuntarily and he let out an audible gasp. Loosening her grip slightly, Lynne looked over at Rick. She put a finger to her lips to shush him, then smiled and wagged her finger at him as though scolding. Rick smiled back as Lynne began gently and slowly massaging his rock hard cock. She leaned over and kissed him deeply. As they made out in the back of the theater, Rick felt the heat and tension growing in his groin. Lynne pulled back from the kiss and quickened her pace. She could tell Ricky was about to blow and very much wanted to watch. Rick gripped the arm rests and desperately tried to keep quiet as his cum shot into the waiting diaper. Lynne squeezed every last drop out of him and his pull-up soaked it all up neatly. She slid her hand out, wiping off any residue on the Goodnite, then refastened Rick’s pants as he sat there in breathless bliss. A while later as the credits rolled, Lynne looked at Rick, one hand on his thigh. “So what did you think?” Rick grinned ear to ear. “It was great, I loved it!” He paused for comedic effect. “Oh! You meant the movie?? It was ok.” Lynne laughed loudly and patted his leg. “How about some dessert? I could go for some pie or something.” “Great idea,” said Rick. “There’s a diner just a couple of blocks over with great desserts. And they serve wine, too.” “Now we’re talking!” Lynne jumped to her feet and pulled Rick up by his arm. “You lead the way.” She sent him down the aisle with a two-handed smack on his thinly padded butt. Rick jumped slightly and giggled, then led them out of the theater. The two walked with arms around one another, each with a hand in the other’s back pocket. They chatted about the movie, as well as their all-time favorite movies. Unsurprisingly, they had very similar tastes. The diner was relatively quiet as the host showed them to a booth toward the back. They sat eating pie, drinking wine and making small talk, when Lynne abruptly lowered her voice and changed the subject. “So, what’s with the pull-ups?” Rick froze. They had been having such a great conversation, he’d nearly forgotten just how intimately Lynne now knew about his special underwear. He sat staring at her, mouth agape. Lynne reached across the table and took his hand. “Hey, it’s me. It’s ok,” she said. “So you’re wearing pull-ups. So what?” Rick felt a wave of calm at her words, but still struggled to find any words himself. “They’re just.. I, I don’t usually… it’s just…” “Listen,” Lynne cut him off. “I am passing no judgements, I’m just curious. I’ll tell you what I know, and what I think. You can confirm, or deny, or just tell me to shut up until you’re comfortable talking about it. Totally up to you. Sound good?” She gently stroked his hand to further reassure him. “Ok… sure,” Rick answered. Lynne looked over her shoulder and made sure no one was in earshot. “Ok, so obviously I know you’re wearing a pull-up right now. And I know it’s full of cum.” She giggled and winked. Rick blushed slightly, but laughed and nodded. “Ok, what else?” he asked. “I saw a pack of big baby diapers in your car at the gas station when we ran into each other. So I know it’s not just pull-ups.” Rick’s brow dampened as his mouth dried out. She had seen them after all… “And I know those bruises on your butt last weekend were not from falling down the stairs,” Lynne continued. “I know a spanked bottom when I see one.” Rick swallowed hard. “Wow… ok so you know more than I thought.” He almost didn’t want to ask, but posited, “Anything else?” “Well I also know I really want to see how cute that butt looks in both your pull-ups and your diapers.” She beamed at him with a wry smile. Rick’s nerves were further soothed. He took a big gulp of his wine, smiled back, but didn’t speak yet. “Ok now for what I think,” Lynne started. “I think this all has something to do with Mrs. C. I think she’s the one who spanked those bruises onto your little tush. And I think she sent you home with a big bag of Pampers that day I saw you at the gas station.” Lynne leaned back in her seat. There was silence for a moment. “Care to fill in any blanks?” she asked. Rick took a breath. He began to spill his guts.

Friday morning arrived and found little Ricky curled up in bed clad in a thick, wet diaper and his new dinosaur onesie, suckling his pacifier. He awoke gently from his deeply restful sleep. Stretching on the bed, he instinctively let loose and further soaked his Pampers. The warm, comforting sensation nearly put him right back to sleep. Then he realized it was finally Friday. Rick sprung out of bed. He couldn’t wait to see Lynne again, particularly since she’d promised him a spanking. But his excitement was met with equal trepidation. He looked down at his soaking wet diaper, which badly needed changing. Rick’s secret was almost sure to come to light tonight. He could still back out. He could call her and say he was sick. Or make up some other excuse. But part of him wanted to reveal it, to just put his cards on the table. Gloria had unlocked something in him by babying him, and he was not eager to give it up. He trusted Lynne and he knew, if it was going to work out with her, she’d know about his diapers sooner or later. Why not tonight? Rick looked around his bedroom at the piles of big baby diapers, wipes, powder and other baby items that had amassed. Better straighten up at least, he thought, and set about the task, his Pamper squishing between his legs as he went. Opening his closet, he stacked the unopened packages neatly in the corner and the loose diapers on top of those. Rick made the bed, and set a single overnight diaper on the night stand, along with a bottle of powder and tub of wipes. All ready for bedtime tonight, he thought. Scooping up the remaining items and stashing them in the closet, Rick went about getting ready for his day. He sat at the breakfast table still in his wet Pamper, reading over Gloria’s note, refreshing his understanding of the rules. There was no ambiguity: He was allowed to wear pull-ups on his date with Lynne. And he had to sleep in an overnight diaper. Whether that was at home or at Lynne’s place didn’t matter. Rick took a gulp of coffee and swallowed hard. “I’ll follow the rules,” he said out loud. “It’ll all be worth it to get another good boy spanking.” His cock stiffened inside his diaper. Looking up, Rick realized he needed to get a move on. He scooped up his breakfast dishes and hustled off to the shower, leaving the note from Gloria on the kitchen table. Rick wore his new cloth training pants under his clothes to work that day. They were certainly bulkier than the Goodnites, but his office practiced casual Fridays, so he was able to wear some baggy jeans that did a great job hiding his padded bottom. Still, with the extra thickness between his legs, it was impossible for Rick to forget what he was hiding under his pants all day. Able to find enough busywork to make the hours go faster, Rick sped through his day and nearly sprinted out the door at 4:29. He anxiously tapped his foot on the bus ride home. He was very eager for his date night, but also felt an urge to pee. Had he been wearing Goodnites, he may have gone ahead and let some out, but the trainers didn’t seem very absorbent and he didn’t want to risk leaking on his jeans in public. Finally back home, Rick kicked off his shoes and raced for the toilet. Lifting the lid and unfastening his pants, it occurred to him that he hadn’t used that toilet all week. Rick froze. He wasn’t allowed to use it! He looked down at his training pants as his bladder ached. A spurt of pee escaped into the padding. Rick thought for a moment about trying to hurry to his room and get a diaper on, but it was too late. The dampness in his pull-ups grew as his bladder began to fully empty. The trainers soaked up some of the pee, but it wasn’t long before it spilled out into his jeans and formed a small puddle on the bathroom floor. Tears welled in Ricky’s eyes as he looked down at the dark, wet stains on his pants and the pool of pee at his feet. He had just soaked his pants, wetting himself uncontrollably like a toddler. He really did belong in diapers. He cried softly for a moment and slumped to the floor. But it was just an accident. He had made it to the potty on time, but Gloria’s diaper punishment rules had prevented him from using it. He was being a good boy and following the rules. It wasn’t his fault. He’d just had an accident. Still sitting on the floor, Rick stripped off his wet clothes and made his way into the bedroom, half naked with a wet bottom. He popped the top open on the tub of wipes and set about cleaning himself up. It was just after 5:00, so he’d have plenty of time to both do a load of laundry and take a shower before heading out to meet Lynne. But for the moment, he needed a diaper. Rules were rules, plus he didn’t want to risk another sloppy accident like he’d just had. Rick retrieved a fresh daytime diaper from his closet and quickly powdered up and taped it on. He pulled on some sweat pants and went to deal with the mess in the bathroom. After rinsing his soiled clothes in the tub, he added them to his existing dirty laundry and scooped up the hamper to head down to the laundry room. As he stood waiting for the elevator, Rick heard a door open down the hall. His neighbor, the same nice lady who had ridden up with him and his giant box of diapers the day before, approached the elevator bank carrying her own laundry basket. “Oh it must be laundry night on our floor!” she laughed as she sidled up next to Rick. He laughed nervously, praying his neighbor wouldn’t notice that his clothes smelled like pee, or the telltale crinkle coming from under his pants. “Ha, yeah I guess so,” he muttered. “I’m Cathy, by the way, I don’t know that we were ever properly introduced.” “Hi. I’m Ricky,” he said, unsure why he’d reflexively used the more childish version of his name. “Well it’s nice to finally know your name, Ricky,” Cathy returned. The elevator arrived, and Ricky gestured for Cathy to step in first. “Such a gentleman,”she beamed. The elevator descended, and Rick wished the cable would snap and he’d descend into a hole in the earth. His diaper crinkled with his every movement, and he thought he saw Cathy wrinkle her nose. The elevator dinged as it seemingly crawled along past each floor. Finally in the laundry room, Rick felt more comfortable. The din of the machines drowned out any noise produced by his diaper, and he and Cathy each busied themselves starting the washers. Rick took his time and pretended to be sorting his clothes, hoping he wouldn’t have to ride the elevator back up with his neighbor. Cathy pushed start on her machine, and called over to Rick. “Well I’m off, see you around I guess.” She smiled. Rick smiled back and casually waved. He waited another couple of minutes to be sure Cathy was long gone before staring his own machine and heading back upstairs. Safely back in his apartment, Rick set a timer to remind him to switch his laundry, adding a few extra minutes hoping to again avoid encountering Cathy. He then set about cleaning his bathroom floor and further straightening his place just in case Lynne came over later. When the timer rang, something occurred to him: he wasn’t sure if his new training pants could be tumble dried, or if he needed to hang them up. As he was heading down to switch the load, he texted Gloria. ‘Hi Mommy, hope ur having a good day. I had a quick question: is it ok to put my trainers in the dryer?’ Gloria wrote back as he entered the laundry room. He glanced around to see he was alone, with only one dryer running - presumably Cathy’s things. ‘Hi baby boy! Yes, go ahead and put them in the dryer. Did they get dirty already? What happened?’ Rick felt his face flush. He knew he’d have to admit to wetting his pull-ups, but something about putting it in writing made him anxious. He held his breath. ‘I um, had an accident.’ ‘Aw sweetie. That’s ok. I guess you’re just not ready for potty training huh? Gonna need to keep you in diapers for a while still :) ’ ‘Yes Mommy,’ was all Rick could muster. His humiliation complete, he finished tossing his clothes in the dryer and started it up. Back upstairs, he again left extra minutes on his timer so as to avoid Cathy. He finished tidying up and jumped in the shower. He’d have just enough time to fold his laundry and head out to Lynne’s place. Dressed and ready to go, with a Goodnite under his jeans, Rick waited for his timer to ring. With only a couple of minutes left, he was startled to hear a knock on his door. He crept to the entry way and peered through the peephole. There in the hallway stood his neighbor Cathy, precariously holding two full laundry baskets. Rick’s mouth went dry as he slowly opened the door. “Hi Ricky!” Cathy beamed. “I hope you don’t mind, I was folding my clothes downstairs and noticed yours were done in the dryer. I didn’t want them to get all wrinkled, so I went ahead and folded them for you. Here.” She extended her arms and offered him his hamper which was perched on top of her own. Rick took the basket and tried to find his voice. He stared down at the folded clothes, not yet catching sight of his puffy blue training pants. “Oh um, oh wow thank you,” he stammered. “That's very nice of you.” “No trouble at all, sweetie.” Cathy gave him a big smile and winked. “You have a great weekend now. I’ll see you around the building!” She shuffled off to her door down the hall. Rick let the door close and felt his stomach turn. He dropped the laundry basket to the floor and frantically dug through the piles looking for his pull-ups. Finally, he found them. Neatly folded and fluffed up at the very bottom of the hamper sat Ricky’s baby blue trainers. There could be no doubt, Cathy, who he was sure to see again repeatedly, now knew he wore pull-ups. The timer on his phone blared, and Rick snapped out of his daze. It was nearly time to go see Lynne, yet another person who was soon likely to learn his secret…

Back at home as he put his groceries away, Rick’s phone buzzed. Gloria! ‘Hi there little Ricky! How are you tonight?’ Rick eagerly wrote back. ‘Hi Mommy! I’m good thanks how r u?’ ‘I’m good. You being a good boy this week? Following all the rules?’ ‘Yes Mommy. Just came home from the grocery store in a soggy Pamper :) ’ ‘Good boy! Get anything yummy? Lots of fruits and veggies I hope!’ ‘Only the best!’ Rick thought for a moment about telling her he’d bought a heavy duty hairbrush, but decided not to give her any ideas. Changing the subject, he wrote ‘I also got a nice big package of diapies in the mail today…’ ‘Oh goodie! I thought those might arrive today. We’ll make sure that bottom stays well padded ;) Otherwise it might wind up well paddled!’ ‘No need for that Momma! I’m keeping my diapies on!!’ ‘I know you are Huggie Boy. But just to be sure, how about sending me some pics of your cute butt in your new onesies before bed?’ ‘Sure, will do as soon as I get my groceries put away. Thanks for sending the onesies! The training pants look really cute and comfy too.’ ‘You’re welcome my boy. You can wear those trainers to work and out with your friends if you want - same rules as your other pull-ups. Now get those groceries put away and get your onesie on. Momma wants to see that cute lil tushie!’ Rick immediately threw the last items in the fridge and ran to find the onesies. The items from his care package were still strewn about on the floor in his living room, bags of diapers spilling from the empty box. Rick rummaged around and found the dino onesie. Stripping off his work clothes right where he stood, Rick pulled the childish garment over his head and snapped the crotch around his sagging diaper. He grabbed his phone and ran to the bedroom for a look in the mirror. He grinned ear to ear. Rick looked adorable. His bare, toned legs protruded down from the blue rimmed edges of his onesie. The fabric stretched across his thickly diapered crotch, slightly obscuring the printed cartoon dinosaurs who wore diapers of their own. The onesie hugged his muscular chest tightly and only barely covered his shoulders. Rick noticed the babyish lapped shoulder design in the collar. After drinking in the sight for a moment, Rick turned his hips to see the backside. He giggled out loud. His diaper poofed out significantly, the edges of it peeking out at the bottom corners of his butt. He popped a pacifier in his mouth, grabbed his phone and snapped a shot of the mirror, his padded rear on full display and a cute smile curling around the pacifier. He sent it to his mommy. ‘Ohhh my goodness!!!!’ came the reply. ‘You are too much! I just wanna drive down there and pat that little booty!’ ‘Hehehe, thanks Momma!’ Rick wrote back. ‘I’ll wear a onesie when I come for dinner Sunday and you can give me all the butt pats :) ’ ‘Deal! I’ll have that poofy bottom over my lap the minute you walk in the door. Remember to keep behaving so you can keep your onesie and your diapers on for your weekly spanking ;) ’ ‘Yes Mommy’ ‘Good boy. Can’t wait to see that cute little diaper butt!’ ‘Hehe, can’t wait to see you either, Momma’ ———— Later that evening, Gloria lay in bed wearing a silky pink nightie along with a pair of her own thick cloth training pants, adorned with pastel flowers and butterflies. She gently caressed the soft exterior of the pull-ups as she scrolled back through her phone to fine the photo of Ricky dressed like a baby in his onesie. Finding the pic, she zoomed in on his padded tush, giggling at the bits of diaper protruding around the edges. She zoomed back out and admired his tall muscular frame. She felt a warmth growing between her legs as she thought about how easily she had taken this big, grown, strong young man and turned him into a helpless, docile diaper baby. Zooming back out, Gloria rubbed her free hand against her crotch through the thick padding. She ogled his bare toned legs as she continued rubbing. Noticing the pacifier stuck between his lips, she tingled all over. She could feel the inner lining of her pull-ups grow damp. Sliding her fingers inside the trainers, she slid inside her wet pussy. Gloria imagined the scene that might unfold on Sunday evening. Ricky would enter her house, his onesie tucked into his puffed out jeans. After a sweet hug and greeting, Gloria would escort the boy to the kitchen and stand him in the corner, dropping his pants to his ankles so she could admire the view. Before leaving him there, she would grope his crotch and confirm both of her suspicions: his diaper was wet and his cock was hard. “Ok little boy, come on over here. Time for a spanking,” she would call to him from the kitchen table, enjoying watching him stumble over to her with his pants twisted at his ankles. Imagining his puffy, onesie-clad bottom splayed across her lap, Gloria hammered her fingers into her pussy, her cute training pants soaking up her juices as they ran out of her. She imagined the sound her hand would make as it slapped Ricky’s sodden diaper, and she scolded him aloud to the empty room. “What a little baby you are, showing up here in a soaking wet diaper. Are you ever going to be potty trained, or will you be mommy’s little Huggie boy forever?” Gloria looked back at the photo of Rick and her body roiled on the bed. Rubbing her clit rapidly, she closed her eyes and imagined unsnapping Ricky’s onesie exposing his soggy Huggies as he lay on his back on her bed. “Don’t worry sweetie, Mommy will get that little tushie all cleaned up and in a fresh diapie in no time.” She imagined opening Ricky’s diaper to see his huge, stiff cock spring out. She would caress the shaft with a baby wipe up and down, making the boy wriggle with delight, his diaper crinkling loudly underneath him. Gloria writhed on the bed as she pleasured herself, her pull-ups continuing to soak up her wetness. Opening her eyes momentarily, she again ogled the image of Ricky standing in his bedroom dressed as a toddler. She closed her eyes and pictured rubbing his rock hard dick with baby lotion. “Come on little man, make a big sticky mess for Momma. Put those naughty stickies right in your soggy Pamper!” With her eyes closed tight, Gloria imagined lifting the wet padding up between Ricky’s legs and against his member as she massaged him. Her mind’s eye witnessed his pleasure as he spurted cum into the dirty diaper, while Gloria meanwhile soaked her own pull-up with an intense orgasm. A little while later, Gloria lay in bed wearing a thick and thirsty pastel pink overnight diaper adorned with cute princesses. She drifted off to sleep with a big grin, still imagining her next evening with little Ricky, her big red-bottomed diaper baby helplessly trying to please his mommy.

As he stepped out of his apartment, he was very conscious of the faint rustling audible under his thin dress pants. He had tucked his shirt in, so didn’t have a risk of exposing his waistband like he had at Target with Gloria, but he was concerned that the silky pants distinctly outlined the edges of his padded rear and didn’t do enough to muffle the crinkle. But Rick was determined to follow the rules this time, and he strode confidently through the building and out onto the sidewalk. If anybody happened to be checking out his butt, they just might be able to tell. But more likely, no one would have any idea that he was diapered like a baby underneath his big boy clothes. The street noise definitely drowned out any crinkling, and though the padding between his legs made him waddle slightly, it was nothing compared with how the overnight diapers had made him toddle like a one year old. All told, Rick felt confident that no one around him had any idea what kind of underpants he was wearing. As he meandered the aisles of the grocery store choosing his typical weekly supplies, he eventually walked past the baby section. Initially, Rick continued on his way as he normally would, but froze in his tracks when he caught the strong scent of baby powder wafting behind him. Rick looked all around to make sure no one was watching him, then, seeing the aisle completely empty, ventured toward the perfumy aroma. He walked slowly, taking in all the various items as he went - wipes, powder, lotions, bottles and sippy cups, and of course, seemingly endless packages of diapers in various brands and sizes. Stopping at the Pampers display, Rick double checked again to make sure he was alone before picking up one of the packages. He let his mind wander to imagine if Pampers made diapers in his size, complete with Sesame Street characters and other cute designs. He imagined stacks and stacks of the green packages filling his closet and dresser drawers. Rick heard another cart coming down the aisle and hastily stashed the Pampers back on the shelf. Feeling awkward, he quickly hustled past the other shopper and out of the baby section. Safely in the next aisle, he caught his breath and felt a rush of excitement, like he’d just gotten away with something. Who knew something so innocuous as the diaper aisle at the grocery store could make him feel so naughty and titillated? Just then he looked up to realize he was in the hair care aisle. Glancing to his left, he came face to face with a rack full of wide-backed wooden hairbrushes, very similar to the one Gloria had taken to his bare bottom repeatedly over the last several weeks. Rick’s mouth went dry. His cock stirred inside his thick diaper. He reached out and picked up a brush from the rack. The feelings of naughtiness and excitement returned as he held the brush by the handle in his right hand. With his left hand, Rick gently rubbed the flat wooden back, imagining how it might sting when slapped against his butt. He idly tapped it against his palm. As another shopper wandered down the aisle toward him, Rick snapped out of his daydream and reflexively dropped the brush into his cart. He hadn’t necessarily intended on buying it, but in his haste to avoid any stares committed to taking the implement home with him. He hurried about the rest of his shopping and made for the registers. Having cleared the checkout without incident, Rick waddled down the sidewalk back toward his apartment carrying his groceries. He had wet himself while standing in line, and the padding had swelled causing a slight gait in his stride. As the warm squishy padding rubbed him, Rick’s hard on grew. He mused to himself how something so simple as a trip to the grocery store could turn out to be so stimulating in his new found little-boy status. He was excited to hurry home and slip on one of his new onesies and suck down some juice from a sippy cup while he made dinner. But he also looked forward to his next opportunity to head to the store with thick padding hidden under his pants, perusing the diaper aisle and looking for new spanking implements. A smile curled in each corner of Rick’s mouth. What fun, he thought.

The rest of the week, Rick followed the rules impeccably. He wore pull-ups to work every day, and diapers as soon as he got home each evening. He soaked his overnight diapers every night, sometimes in his sleep. His dreams continued to be filled with diaper changes and bare bottomed spankings. This included daydreams - the tight fit of the pull-ups kept his thoughts on his mommy all day long and his mind often wandered to the sensation of her hand spanking him through the crinkly padding of a diaper. On Thursday when he returned home from work, he found a notice in his mailbox that he had a package to pick up from the front desk. Recalling that Gloria said she would be shipping him some more diapers, he nervously hurried over to the desk to retrieve the box. He was anxious about the building staff and his neighbors seeing the package. Fortunately, when the desk attendant handed it over, he could see it was very discreet. A simple plain brown box, no one would be suspicious as he lugged it up to his apartment through the elevator. The box was huge though, and his stomach fluttered thinking about how many packages of diapers it might contain. His cock pressed against his tight pull-up. Rick shuffled into the elevator and managed to push the button for his floor. He was trying to hit the close-door button, but didn’t get it fast enough before one of his neighbors slid in. It was a woman who lived down the hall from Rick. Middle aged and apparently single, he had seen her several times before, and while they hadn’t ever been properly introduced, they often shared pleasantries while coming and going. She was decidedly older than Rick, but easy on the eyes with a shapely figure and a maternal warmth about her. He’d be lying if he said he hadn’t fantasized about being put across her lap with his pants pulled down for a smacked bottom. “Oh my, that’s a big box,” the woman said. Rick’s mouth went dry. His brow grew damp. “What did you order?” she asked. “Oh um I um oh…” Rick stammered. He had no answer and was extremely nervous that he’d blurt out he was in fact carrying a huge box of adult baby diapers. “I’m actually not really sure. I think someone sent it to me.” “Ohhh a surprise package! How exciting!” she said exuberantly. “Ha, yeah.. I guess we’ll see.” “You don’t even know who sent it?” “Well I think it’s from my momm-” he caught himself. “I think maybe from my mom.” “Aw that’s sweet. Nice that she still looks after you even though you’re all grown up.” She winked. Rick was dumbstruck. He laughed nervously. “Ha, um yeah I guess so.” The pit in his stomach grew. Mercifully, the doors opened at their floor. Rick’s neighbor held the door open for him as he awkwardly stepped into the hallway. “Have a nice evening,” she said. “Good luck with your mystery box!” “Thanks, you too,” he called after her down the hall. Finally inside his apartment, Rick dropped the box with a thump and took a sigh of relief. The interaction with his neighbor had seemingly been a close call, but it also fed his imagination and gave him fresh fantasy material… But back to the task at hand, Rick grabbed some scissors and cut open the box. A sweet smell wafted out immediately and enveloped Rick’s senses. He looked inside to find four bags of fresh diapers neatly packed inside, two bags of the bulky white overnights and two of the slightly thinner dinosaur diapers. As he lifted out one of the dino packs, he saw there was more in the box. There were four additional items individually wrapped in cellophane. The first two he removed looked like neatly folded t-shirts, one in baby blue the other printed with cute dinosaurs all clad in puffy diapers. Taking the garments from their packaging, he realized they were more than just t-shirts. The material extended below a typical waistline and had snaps along the bottom edge. Gloria had sent him onesies! Rick kept digging and opened the other two packages. These were also cloth, but thicker and soft. He shook out one of them and held it up in front of his face. There was no mistaking them - toddler-style cloth training pants. Again, one was solid baby blue and the other had the same diapered dinosaur print as the onesie. They were plushy, wide cut and, of course, sized for an adult just like Rick. He felt butterflies in his stomach again. He couldn’t help letting a smile spread across his face. And he suddenly felt the urge to pee. Still wearing his Goodnites, he decided to just let go. He hadn't wet them yet and was curious how much the would hold. The pull-up swelled as his pee soaked in. Rick was impressed that it didn’t leak, but it definitely couldn’t take a second wetting and needed to be changed right away. He tore open the dino diapers and pulled one out. Moments later, Rick waddled through his apartment wearing his button down work shirt, hiked up dress socks and a thick babyish Pamper. He opened the fridge to discover it rather bare. He’d finished the last of Gloria’s lasagna the night before and was left with no good options for dinner. Closing the fridge, Rick saw the note with Gloria’s instructions attached to the door with a magnet. He looked at the note, then looked down at his Huggies. He needed to go get groceries, and according to the rules, he would need to wear diapers to do so. Rick took a deep breath, and went to put his pants back on.

Sorry for the extended hiatus… I am working on another chapter but life has been in the way (I’m currently battling a bad cold, maybe RSV…). Hope to have something posted over the weekend. Thanks for your patience! ☺️

Rick’s alarm sounded moments later. He quickly got out of bed and unzipped his pajamas. His heavy diaper drooped between his legs. Running his hands over it, Rick was astounded first by how much he had peed overnight, but also that the diaper had not leaked and his pajamas stayed completely dry. ‘These overnight diapers are no joke,’ he thought. He decided to enjoy the warm squishiness a little longer during breakfast. Looking around the room, Rick took stock. There were stacks of big babyish diapers on both his nightstand and dresser. Plenty of other changing supplies surrounded them, and a pacifier was nestled next to his pillow, dripping with drool. The only things missing, it seemed, were a crib and a changing table. Then Rick saw the note Gloria had left sticking out under the diapers on his dresser. He picked it up and toddled into the kitchen to fix himself breakfast. He began reading the note as he sat down at the table, wincing slightly as his well-spanked padded rear hit the hard wood chair. As he read, the ache in his bottom served as a good reminder to follow Gloria’s instructions to the letter. He knew it would be a long couple of weeks, but in a strange way he was looking forward to it. Having a diaper around his butt all week would keep him constantly thinking about his mommy. And he liked it that way. Plus he could look forward to another home cooked meal and a rosy bottom on Sunday night. Or maybe even… a good boy spanking. Snapping out of his fantasy, Rick realized he needed to get a move on to make it to work on time. He wolfed down his breakfast, guzzled some coffee and hustled off to get cleaned up and dressed for the day. Moments later, showered and wrapped in a towel, Rick opened his underwear drawer. A sweet scent wafted out and he took in the sight of the stacks of pull-ups. He picked one out, stretched it out and inspected it. Short on time, Rick dropped the towel and slid the Goodnite over his narrow hips. It was a snug fit, but certainly not uncomfortable. He finished getting dressed and checked himself out in the mirror. There was absolutely no evidence of a diaper bulge. Rick took a few steps and heard a faint crinkle, but he felt sure no one would notice. He smiled. ‘This could be fun…’ he thought. Ready for the day, Rick picked up his briefcase and looked inside. He could feel himself blush when he saw the extra diapers and wipes Gloria had packed for him. Zipping the bag, he strode for the door to catch the bus. With his hand on the doorknob, he froze. Dashing back into the bedroom, he grabbed the ‘Mute Button’ pacifier from his nightstand. Tucking in neatly into his briefcase, he giggled and ran out the door. ———— Monday evening, Rick sat watching TV fully embracing his new found babyhood. He wore nothing but a t-shirt and a soaking wet daytime diaper, a sippy cup full of wine in his hand. He had placed an overnight diaper along with wipes and powder out on the coffee table, so he could change right there when needed and be all ready for his jammies. His phone buzzed. Lynne. He snatched it up rapidly. ‘Hey! How are you? I had so much fun the other night. Want to get together again this Friday? Maybe a movie?’ Rick wrote back eagerly. ‘Hi! I had a great time too. A movie Friday sounds excellent! How was your first day at work?’ ‘Aw, thanks for asking. It went really well! They were super impressed with me, I kicked serious butt ;-) ’ Rick took the bait. ‘Awesome! Way to go. And speaking of serious butt… I can’t wait to see yours again ;-) ’ ‘Haha, well I’ll show you mine if you show me yours… btw did those bruises heal up?’ Rick’s stomach knotted. They had of course healed, but were recently replaced by new ones. But he hadn’t been spanked as severely last night, and assumed he’d be in the clear by Friday. ‘Lol yeah all better thanks for asking,’ he wrote. ‘Oh good. I think I need to return some of what you gave me. Get yourself ready for some spankins mister!’ Rick’s cock sprung to attention. He couldn’t believe his eyes. ‘Mmm can’t wait,’ he said lasciviously. ‘I’ll come by your place around 8 and we can head to the theater together?’ ‘It’s a date. Goodnight xoxo’ ‘See you then. Goodnite!’ After he pushed send, he realized his Freudian slip… and realized he’d have to ultimately explain to Lynne why he was wearing a pull-up diaper when they started getting frisky on Friday. He started working on a list of plausible excuses for why he couldn’t sleep over. But he couldn’t come up with any. None that Lynne would believe. And besides, Rick had come to accept and enjoy his role as Gloria’s little boy, so if he and Lynne had any real future, she was bound to eventually find out that he wore diapers. And he already knew she was into spanking. She had just confirmed as much again when she texted Rick to be “ready for some spankins.” It didn’t seem like too much to hope that she might be ok with diapers too. After all, Rick’s relationship with Gloria had all started with a smacked bottom, and evolved from there. Maybe Lynne would be similarly open minded… only time would tell. Rick’s phone buzzed again. Gloria, this time. ‘Hey there Huggie Boy! It’s 9 pm, time to put on your bedtime diapers (unless you’re already wearing them…)’ Rick grabbed his phone and wrote back. ‘Hi Mommy! Nope, I’m in a soaking wet daytime diaper. Was just about to get changed…’ ‘Good boy. How was your first day in pull-ups?’ ‘It was good. They are pretty comfy, and discreet.’ ‘Aw good. I’m sure your little tush looks adorable in them. Did you keep them dry all day?’ Even through text message, Gloria could make him blush. ‘Yes, Mommy,’ Rick replied. ‘Such a big boy! Hehe :-) Ok, go change that diaper and put on your PJs. Goodnite little boy.’ ‘Yes, Mommy. Goodnite :-D ’ Rick popped open the tapes on his sodden Pamper and began cleaning himself up. He lifted his legs and gently wiped his butt, noticing that it still hurt a little, but far less than the day before. Rolling up the used diaper, he reached to the coffee table and unfolded the nighttime one and slid it under his bottom. Rick has truly come to enjoy the feeling of a fresh diaper. He reveled the sensation as his bare cheeks connected with the soft padding and he pulled the thick core up between his legs. Rick smiled. He was really getting used to this. Powdered and snuggly taped into the puffy diaper, he waddled from the couch to the bedroom to find his pajamas. As though Pavlov had just rung a bell, he let out a huge yawn as he zipped them up. Popping a pacifier in his mouth, Rick toddled off to the bathroom to brush his teeth. He noticed the big stack of diapers still prominently displayed atop the toilet. Turning to the mirror, he took in the sight before him. There he stood, 27 years old dressed in cute pajamas with a thick diaper bulge in front, a pacifier between his lips. Rick smiled again. This was part of his identity now, a little momma's boy who needed to be looked after, kept in diapers and spanked when he misbehaved. Lynne would either be onboard, or she wasn’t the girl for him. It would only be a few days before he found out.

That night, Rick slept like a baby in more ways than one. He was exhausted from the excitement of his evening with Gloria and experienced a deep sleep with vivid dreams. He dreamed about his shopping trip to Target. He was standing in the baby aisle holding a big box of pull-ups when he felt his crotch grow wet and warm. He looked down to find himself standing there in a thick, swelling diaper, fully exposed. He wore socks and shoes but no pants. Suddenly, the box of Goodnites was snatched from his hands. Rick looked up and saw Gloria. “Oh now just look at you!” she scolded him, placing the pull-ups back on the shelf. “You wet your diaper! I knew you weren’t ready for pull-ups. Come on, let’s go to the ladies room so I can change you. Good thing I brought my diaper bag.” Rick waddled through the store trailing behind Gloria, his diaper on display and growing soggier with each step. He followed her into the women's bathroom and watched as she pulled down the baby changing table. Laying out a colorful changing mat, she tapped the table. “Up you go little boy.” Suddenly he was flat on his back staring up at the ceiling. Gloria tugged at the tapes and pulled open his diaper. “Oh my goodness, you are soaked!” she exclaimed. “No way are you ready for potty training. Just look at this diaper!” Gloria tipped Ricky’s legs above his head and wiped his bottom. “No, no, I think we’re going to need to keep you in Huggies for quite a while longer little boy.” As Gloria rolled up the used diaper underneath him, the bathroom door opened. Rick turned his head to see Jenny walk in, the pretty cashier who had directed them to the diaper aisle earlier that evening. “Uh oh,” Jenny said, “looks like you had to make a little detour on the way to the baby section.” Gloria clicked her tongue. “No, we made it over there, but just as we were picking out some pull-ups, this little one soaked his diapers,” she said, patting Rick’s bare bottom, his legs still high in the air. “Aw, I guess he’s just not ready. Some boys take a long time to potty train don’t they,” Jenny said teasingly. “Yes, I guess they do. It’s a good thing Huggies started making these in big boy sizes.” Gloria unfurled a fresh diaper and slid it under Rick’s butt. “Oh no, was someone misbehaving earlier?” Jenny had moved further into the room and had a full view of Rick’s bare bottom. Rick leaned his head so he could see a mirror behind Jenny. His butt was bright red and bore small bruises, the hallmarks of Gloria’s hairbrush. He watched in the mirror as she slapped his bare behind a few times. “Yes, unfortunately this little one finds himself across my knee on a fairly regular basis. He’s become very familiar with my hairbrush, haven’t you?” Gloria slapped his bottom then let his legs down, letting them dangle off the table. “Can you believe it?” she asked. “At his age, still needs diapers and still needs his mommy to spank him when he’s naughty. I’m not sure he’ll ever grow up!” She finished powdering him and pulled the diaper up between his legs. Jenny’s giggles echoed around the restroom and the scene blurred. Rick suddenly found himself waddling through the parking lot to Gloria’s car. She pushed a cart in front of him, piled to the brim with packages of Huggies, baby wipes and other baby items. He looked down and saw his diaper still on display. Spurts of pee soaked in with every step he took. At the car, Gloria loaded the Huggies packages into the trunk while Rick stood meekly at her side. She scolded him. “Just look at what we have to do for you. You should have been out of diapers a long time ago, but look at all these! Are you going to be in diapers forever?” Rick just stared as she loaded the last few things into the trunk, nearly overflowing with packs of Huggies. She turned to him as she slammed it closed. “And on top of wetting yourself like a toddler, you can’t even behave like a big boy when I take you shopping. You were so rude to that poor cashier Miss Jenny!” Rick stared at his feet, pouting. “She paid you a nice compliment and said you looked cute wearing your Huggies. And instead of politely saying thank you, or God forbid returning the compliment, you just sulked and stuck out your tongue. So disgraceful! I know I have taught you better than that.” A pit was growing in Rick’s stomach. His bladder ached, too. “I should have bared your bottom right there at the register and reminded you of your manners. I’m sure Miss Jenny and the other shoppers would have loved to see you get your naughty little bottom spanked with your diapers pulled down.” Rick looked up to see Gloria wagging a finger inches from his face. She glared at him. “As a matter of fact…” She propped one foot up on the bumper, then grabbed Rick by the ear and yanked him across her outstretched thigh. Looking down at the pavement, Rick’s feet dangled behind him off the ground. His full bladder pressed against Gloria’s knee. He felt a rush of cold air on his butt. After just a single smack, he flooded his diaper. He continued peeing uncontrollably while blows rained down on his bare butt. ———— Rick sat bolt upright in bed. He realized he was peeing. He looked down and saw his spaceship pajamas and remembered he was wearing diapers. He let the rest of his bladder empty as he continued waking up. Finally done relieving himself, Rick ran his hands around his crotch and under his butt. His pajamas and bedsheets were completely dry. But his diaper was very squishy and swollen. The realization set in: he had wet himself considerably while he slept, and judging by the state of his diaper, it hadn’t just been once. He looked over at the clock, noticing the diapers and baby items piled around the room. With 15 minutes still before his alarm was set to ring, Rick lay back in bed, crinkling and squishing as he did. The images from his dreams came flooding back to his consciousness. Walking through the store with his diapers on full display. Wetting himself in the baby aisle. Having his diaper changed in the ladies room. Being spanked bare bottomed in the parking lot… Rick’s cock began to stiffen. He closed his eyes and remembered the last flash he had before he’d woken up - he was out of his own body, watching from across the parking lot as he dangled helplessly over Gloria’s knee, his diaper pulled down around his thighs, his naked butt turning red as she spanked him. That image caused his dick to pulse and strain against the soggy padding that encased it. Rick put his hands between his legs and rubbed himself through the fleecy pajamas and soaking wet diaper. He continued to picture himself draped across Gloria’s knee. He imagined what might have happened if Jenny had walked through the parking lot at that opportune moment. He imagined her giggling and teasing him. “Aw, was your little one misbehaving again? You need to remember to be a good boy mister!” He imagined Gloria’s response. “We’re having a little reminder about using good manners. Perhaps you’d like to help remind him? My hairbrush is in the diaper bag.” In Rick’s imagination, he watched upside down from his perch on Gloria’s thigh as Jenny reached down to retrieve the brush from the diaper bag on the ground. He stroked himself furiously as he pictured her spanking him with it, hard and fast, scolding him. “Naughty naughty boy! You mind your manners and be polite, or else you get your little butt spanked!” Rapidly stroking himself, Rick arched his back and moaned in ecstasy. He unloaded a pool of cum into the sodden diaper and fell immediately back asleep.

Gloria lingered on the edge of Rick’s bed for several minutes, continuing to gently rub his diapered bottom while the boy slept. She couldn’t pull herself away from the tender moment. They had shared a titillating experience that night and strengthened their growing bond significantly. With a few final crinkly pats, she finally stood up and busied herself arranging her purchases from that evening. Quietly tiptoeing out of the bedroom, Gloria scooped up the Target bag and stepped into the kitchen and set the pacifiers and sippy cup on the counter. She smiled as she tore the items from their packaging. The cup was adorned with rocket ships, stars and planets. The pacifiers were various shades of blue. One said “Mommy’s Boy” and the other said “Mute Button.” Gloria giggled softly, thinking how cute Rick would look with a little binky stuffed in his mouth. She washed all three items with soapy water, left the cup in the drying rack and returned to Rick’s bedroom with the pacifiers. Setting them on his nightstand next to the stack of overnight diapers, Gloria noticed Rick’s mouth agape as he slept soundly. She couldn’t help herself. She picked up the “Mommy’s Boy” paci and gently slid it between his open lips. Rick flinched and jostled slightly, but then reflexively closed his mouth around the nipple and started sucking. Gloria could have melted. Little Ricky looked absolutely adorable sucking on his binky, all tuckered out from a big day with his mommy. She kissed his forehead and tapped his butt one more time. She could hardly believe how far they’d come in just a few weeks. Turning back to the task at hand, Gloria opened Rick’s closet and fished out his duffel bag. Moving to his dresser, she opened the top drawer, looking for his underwear. Finding what she was after, she quickly and quietly emptied the contents of the drawer into the bag. She tossed it out into the hallway and picked up the box of Goodnites. Trying to keep the noise to a minimum, Gloria unpackaged the pull-ups and piled them into Rick’s underwear drawer, filling it to the brim. All but a few of 28 of the thin diapers fit in the drawer as she slid it closed. Next she removed the cellophane from the tub of wipes and placed it prominently on top of the dresser. The scented baby powder went next to the wipes, and finally a big stack of the blue patterned diapers. Gloria stood back and admired her work. Ricky’s room was looking more and more like a nursery by the second. She smiled. Picking up the remaining diapers and pull-ups, Gloria turned out the lights and stepped into the bathroom. She closed the lid on the toilet and placed the remaining blue diapers on top - a reminder to Ricky not to use the big boy potty. Back in the living room, Gloria found Rick’s briefcase. She unzipped the main pocket and put in the last few Goodnites along with a package of baby wipes. With everything now in place, she pulled a pad of paper and a pen from the briefcase. She sat at the kitchen table and began writing. Dear Ricky, I am confident you have learned your lesson about following my instructions, but just to be sure there is no confusion about what those instructions are, I will write them out for you here. Should you fail to follow these rules for the next two weeks, you can expect a very sore bottom as well as a further extension of your diaper punishment - indefinitely if needed. But I know you’ll be a good boy and do as you’re told. So here is what I expect of you for the next two weeks: 1. Absolutely no big boy underpants. You may have noticed that I emptied your underwear drawer and filled it with pull-ups. You can have your big boy pants back at the end of your diaper punishment. 2. Wear overnight diapers to bed every night, no matter where you are sleeping. 3. Pull-ups are allowed only for work (I put a few extras in your briefcase in case you have any accidents at the office) and when you are with friends. When you are home alone or out of the house alone, you are to wear your diapers. 4. The potty is off limits whenever you are diapered. You may use the toilet when you’re wearing pull-ups, but otherwise you will make whatever messes you need to make - wet, dirty or sticky - right in your Huggies. I want you to come to my house for dinner next Sunday so we can take care of your weekly spanking. I’ll ask you whether you’ve been following these rules, and I expect you to tell the truth. I know you’ll remember how bad lies taste. If you do a good job following the rules, you’ll just get a maintenance spanking with my hand, or maybe even a good-boy spanking over your diaper. But if you don’t do as Mommy says, you’ll get the hairbrush hard on your bare little bottom. Have a good week, honey! Call me if you need anything. Kissies and Huggies, Mommy Gloria read the note over once more, then satisfied, left it on hanging off Ricky’s dresser, held down by the stack of diapers just above his underwear drawer. She took one last look at her slumbering baby boy, his puffy bottom outlined in the blankets, then turned out the lights and quietly let herself out of his apartment with her diaper bag in one hand and the bag full of Ricky’s undies in the other.

Back in the car, Rick’s head was spinning. The shopping trip had been a wild experience: embarrassing and exciting at once. It was the stuff of his fantasies, controlled and humiliated by a maternal dominant. But it had been intense and his mind was swimming in a mix of emotions. “Are you ok sweetie?” Gloria checked in. Rick didn’t answer. He sat quietly munching on his candy. “You know, you were very brave tonight, going on a diapered outing with your mommy. I’m proud of you Huggie Boy.” A smile spread slowly in the corners of Rick’s mouth. “Thank you Mommy. Thanks for taking me shopping.” Gloria patted his thigh. “You’re welcome sweet boy. I bet somebody’s sleepy, though. You’ve had a big evening!” As though she were a puppet master pulling his strings, Rick let out a long yawn. “Aww yes, my sleepy guy,” Gloria purred. “Straight into your jammies when we get back.” “Yes Mommy,” Rick said, rubbing his eyes. He certainly was sleepy. After Gloria parked in the garage, Rick waddled toward the elevator carrying the box of wipes in one hand and the pull-ups in the other. Gloria marched ahead of him with the other items and her diaper bag firmly on her shoulder. Rick no longer worried about bumping into anyone. He just wanted to get to bed. Finally upstairs, both Rick and Gloria went directly to the bedroom, dropping the bags and boxes on the bed. Gloria unzipped the diaper bag and pulled out the diapers adorned with cute dinosaurs and set them with they other stacks of big Pampers. Next, she pulled out a thick, folded garment. It was blue with space ships and planets all over. As she unfurled it and held it up, Rick started giggling. She had brought him footie pajamas! “Aren’t they cute?!” Gloria asked excitedly. “Come on, take those big boy clothes off, let’s get you comfy.” She tossed the jammies on the bed and started unfastening his pants. Moments later, Rick stood before Gloria clad in the adorable sleeper, his bulgy (and now damp) diaper outlined neatly by the soft fabric. “Oh my goodness,” she remarked. “I didn’t think it was possible for you to get any cuter, but just look at you!” Rick turned toward the mirror. She was right - he looked cute! Just like a toddler. Walking up behind him, Gloria said, “And here’s the best part.” Rick heard snaps popping open, then felt a rush of air around his butt. “They have a little drop seat so I can check your diaper without unzipping!” Gloria exclaimed. Rick spun around to see a flap of fabric draped below his bottom and the thick white plastic of his diaper on full display. He blushed and giggled as Gloria prodded his tush and squeezed at the paddling between his legs. “Oopsies, a wittle damp in hewe,” she said in teasing baby talk. Patting Rick on the rump she said, “But these are your overnight diapers, so you won’t need a change before beddy bye.” They were *his* overnight diapers. Because, not only did he have lots of diapers, he had several kinds of diapers. Four, to be precise. I’m addition to the overnights, he had the two dino diapers, a full pack of baby blue diapers with adorable patterns, and a big box of pull-ups. Just a few weeks ago, he never would have believed the state of his bedroom, big Pampers piled high surrounded by other baby gear. But in that moment, as Gloria rubbed and patted his padded bottom, he felt fully contented and was looking forward to spending the next two weeks in full-time diapers. Gloria’s pats turned a little stronger. She turned Rick to face her. “Now I know you’re going to be a good boy, but I am going to give you one last reminder to keep these diapers on this time.” Her last few words were punctuated with spanks that thumped and crinkled loudly. Rick’s heart sank. Again?? He had been so good all night! His breath quickened and he felt on the verge of tears. “No Mommy! No please! I’ll be good! I’m going to wear my diapers I promise I’ll wear them I like them I’ll wear them I promise no no please don’t spank me again!!” Rick stumbled over his words and began sniffling. His cheeks were bright red and his bottom lip quivered. “Sshhhhh… honey, it’s ok,” Gloria put her hand to his mouth and pulled him into a hug. She rubbed his diapered bottom with both hands. “You’re going to get a good-boy spanking over your diapers.” Rick pulled back with a quizzical look. Gloria had told him on more than one occasion that his diapers would always come down for a spanking. What did she mean, “good boy spanking?” “Come here,” she said taking his hands and sitting on his bed, guiding him to sit beside her. “Earlier I spanked your bare bottom for six minutes because you only wore your diapers for six nights. So now I’m going to spank you over your diaper for one more minute. Hopefully getting spanked with your diapers *on* well help you remember to *keep* them on. You’ll see it’s far preferable to be spanked over your diaper than on your bare bottom.” Rick was intrigued. The pit in his stomach had subsided somewhat, but he was still a bit nervous. His butt still really hurt from his last spanking. But he remembered how good it had felt when he had been over Gloria’s knee earlier and she slapped him through his diaper. Gloria smiled at him and gently caressed his cheek. “Trust me,” she said softly. She patted her lap and said, “Come on over my lap, good boy.” Rick leaned forward and allowed Gloria to guide him across her lap. As much as he had come to dread being in this position, Rick did enjoy the closeness and tenderness of being held over her thighs. He felt his body relax as Gloria shifted him into position. He did trust her. Gloria reached over him to the floor to dig in the diaper bag for her phone. Setting a timer, she again handed it to Rick. This time he quickly and eagerly pushed start. Gloria started spanking. The swats were firm and made a loud thudding noise, but Rick could barely feel them through the bulky overnight diaper. Eventually, given the bruises he bore from earlier, a dull pain began to spread in his cheeks. But the experience was still overall very pleasurable. His dick grew larger, encased tightly in in the squishy padding beneath him. “Now isn’t this better?” Gloria asked rhetorically. “Much nicer when you follow instructions and wear your diapers. A big soft cushion protecting your bottom, and no nasty hairbrush.” Rick let out a moan. “Yes Mommy,” he purred. She kept her steady pace, starting to wear a crease into the seat of his Huggies. “These diapers are necessary anyway. You can’t be trusted in big boy undies. We’ll see how you do with your pull-ups, but I’m expecting you’ll need to be kept in diapers for some time still.” Ten seconds remained on the timer. “You’re just a big baby after all. Isn’t that right? You’re just Mommy’s baby boy. And what do babies have to wear on their little bottoms?” Gloria squeezed Rick’s butt. “Diapers, Mommy,” Rick answered breathlessly. His cock was throbbing and dripping into his Pamper. “That's right. Diapers,” she said. “Big babies like you need to wear diapers.” Gloria delivered a flurry of spanks just before the timer sounded. She stopped, but held Rick tightly in place, petting his bottom and rubbing his back. “There now,” she cooed, “aren’t good boy spankings much better than naughty boy spankings?” “Yes Mommy.” “Are you going to be a good boy this time and wear your diapers as instructed?” “Yes Mommy.” “Good.” Rick lay silently across her lap for another moment. His dick pulsed and pressed into the padding around his crotch. “Mommy…” he said hesitantly. “Yes, baby?” “Could you… please… um… could you please spank me some more?” Gloria laughed and whacked his bottom. “Oh you’re enjoying yourself this time?” She reached down between his legs and got a handful of his stiff cock. Rick gasped. “Oh my, you certainly are enjoying yourself!” She thumped him again on the butt. “Naughty boy…” she teased Gloria started rubbing his dick through the squishy padding. Continuing to rub, she started spanking him again. “I would be happy to spank you some more.” She resumed her steady pace, landing firm spanks directly in the middle of Rick’s padded bottom. Her other hand stroked his rock hard member. She could tell he was very turned on and it wouldn’t take long before he climaxed. “Are you gonna make a big sticky mess in your diapers Huggie Boy? Are you gonna have an accident?” Gloria teased him. “Yessss Mommyyyy…” Rick groaned. “Aw yes, make a big mess for Mommy. I’ll get you all cleaned up. You need your diapers don’t you, baby? You’re just a baby who has accidents all the time. And what do babies need?” “Di… diap… diapers!!” Rick grunted. His body tensed. “Let it go big boy,” Gloria said as she rubbed him faster and spanked him harder. “Fill up your Huggies for me.” Rick did just that. He moaned loudly as he came in his diaper. He fell limply across Gloria’s knees, completely spent. “Good boy,” she cooed, gently patting his bottom. Gloria lifted the drop seat flap and snapped it back in place. Petting Rick’s bulky butt through the soft fabric, she said softly, “Ok honey, it’s time to snuggle up in bed.” She helped him off her lap and pulled back the covers. Rick collapsed, nearly asleep already. Gloria pulled the covers over him and tucked him in. She leaned over, embraced him and kissed the top of his head. “Sweet dreams, my Huggie Boy,” she whispered, unable to resist patting his padded tush just a little more. Rick blissfully drifted off to sleep long before she stopped.