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Back in the Old Neighborhood


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Rick grew up in a fairly rural town. The houses weren’t miles apart or anything, but it definitely took some effort to drop in on your neighbors. There were several families in Rick’s neighborhood, so carpooling was the norm given the distance to get to school, sports practice, music lessons, etc. 

One evening, while coming home from soccer practice with his friend Aaron, Aaron’s mom Gloria said she needed to stop off for a few groceries. 

“You two can go choose a soda, and meet me back here in five minutes,” she instructed the boys as they all made their way into the store. 

Rick and Aaron took off for the soda aisle, but made a brief stop in the bakery where some fresh donut samples had been laid out. After stuffing their faces, they each grabbed a bottle of soda and headed back to the registers. 

Back in the car, the boys guzzled their sodas on the way home. “Now don’t spoil your dinner,” Gloria chided in a colloquial, old fashioned way, “or else you’ll get your bare bottoms spanked.”

Rick’s mouth hung open. He had never been spanked, but he knew Aaron got it from time to time and the subject has fascinated Rick for some time. “She’s definitely just teasing,” he thought, “but what if…” His mind started to wander. 

Aaron piped up from the front seat, “We already accomplished that!”

“Getting your bare bottom spanked??” Gloria balked. 

“No! Spoiling our dinner! There were donut samples in the bakery.”

“Ohhh.” Gloria replied. “Well hopefully you worked up enough of an appetite on the soccer field.” They all laughed, and the moment passed. 

—————

Fifteen years later, now at age 27, Rick had moved to the city and had a steady job. He had gone through a few girlfriends of late, never quite finding that strong connection. His fascination with spanking had grown considerably over the last several years, and he’d had serious difficulty divulging his fantasies to any of his romantic partners. 

But his cravings for a sound, bare bottomed spanking from a strong woman never abated. He found himself day dreaming about it often, what it would be like to have his pants yanked down and be thrown over the lap of a stern lady, be it a coworker, friend or a stranger off the street. Whoever was delivering it, Rick just knew he wanted to be spanked. 

That summer, Rick was visiting his family back out in the country. His mom told him that Gloria’s husband had left her, and her kids had grown and moved out, leaving her alone in the big house down the road. She urged Rick to go pay her a visit one evening and provide some company, even texting Gloria to make sure she was home before practically shoving Rick out the door to go see her. 

As he walked down the long country road, carrying a bottle of wine his mom had provided, his mind slowly drifted to the day Gloria had playfully threatened him with a bare bottomed spanking. 

He recalled how quickly the moment had passed, but how impactful it had been. The rest of that car trip home, he pictured her pulling the car to the side of the road to dispense the punishments. Walking down the very road where the spanking could have taken place, he felt his member begin to stiffen in his pants. He wondered if he might be able to steer the conversation with Gloria tonight toward that incident…

Gloria greeted him at the door with a big smile and a warm embrace. Hugging her back, Rick caught the scent of her perfume and was again transported back in time to that infamous day in Gloria’s minivan. As she pulled out of the hug and ushered him in the door, he half expected a few pats on the rear, but alas, they never came. 

Following her into the kitchen, Rick noted how well she had aged. Her figure was impeccable, wide hips and a round butt, accentuated by the high-waisted shorts she wore. Her button down blouse was open far enough that Rick got a great look at her pert cleavage. 

“Have a seat at the table there, Ricky, I’ll open this wine,” she instructed, using his childhood nickname. Lately he far preferred the more grown-up sounding “Rick.”

Returning quickly with the open bottle and two glasses, Gloria remarked, “Look at you, all grown up! I still remember when you were a little boy, running around this neighborhood causing mischief.” She winked at him and poured the wine. 

Gloria’s teasing and maternal time made Rick blush. He could feel the heat in his cheeks, but smiled and took a big gulp of his wine. 

“Oh come on… I never caused mischief! I was a perfect a perfect angel,” he replied, batting is eyelashes and flashing a toothy grin. 

Gloria giggled, “I wouldn’t go that far… but I guess you were fairly well behaved. At least by comparison to my own.”

Rick was getting antsy. The conversation had already started out in the direction he had hoped for. His mouth was getting dry, so he gulped down some liquid courage. 

But then, Gloria abruptly changed the topic. “So catch me up on you! You’re living in the big city??”

Small talk ensued as the two of them got caught up. They chatted, laughed and drank, and after an hour or so the wine bottle was empty. Just as Rick began to fret that their time together might end without even a reference to spanking, Gloria picked up the empty wine bottle. 

Standing, she said, “Well we’re just having too much fun here, we’ll need another bottle. I want to do some more reminiscing.”

She returned with a fresh bottle and topped off their glasses. “It’s still a bit funny for me seeing you drink wine. You’re still just a little boy in my mind!”

Again Rick blushed. “It was great growing up around here. You were always kinda like a second mom for me.”

“Aw, how sweet,” Gloria cooed. “Yes I suppose it was like that. We all looked after each other’s kids in this community.”

“Yeah, but it’s not like I needed looking after… I was always a really good boy, wasn’t I??”

“Oh yes, very polite and well behaved. Not like the kids in my house,” Gloria chuckled and shook her head. “I always told them, ‘why can’t you behave like that good boy Ricky?!’”

Rick laughed nervously. He saw an opening. “Well you didn’t always think so… you did threaten to spank me that one time on the way home from soccer practice.”

His words hung in the air. He could hardly believe he had brought this up, but there was no turning back now. 

Gloria looked at him quizzically. She seemed to be racking her brain. “I don’t recall that…? You were always so polite when we car pooled!”

Rick was nervous that he’d overstepped. But he had come this far…

“You warned Aaron and me not to spoil our dinner with soda,” he said. Pausing to sip his wine briefly, he added, “or else we’d ‘get our bare bottoms spanked.’” He used air quotes, and held his breath. 

Gloria studied him for a moment, then clapped her hands together loudly and laughed. “Ohhh yes!” She wagged a finger at him, “You boys were sneaking donuts in the bakery if I recall correctly.” 

“Yes ma’am,” Rick reflexively replied, suddenly feeling like a little boy again. 

Gloria clicked her tongue disapprovingly. “And here I was praising you up and down, not remembering you were capable of plenty of naughtiness too.” She smiled and sipped her wine. Rick giggled softly. 

Silence hung in the air for a few moments. Rick’s cock had be come stiff, and began to throb with anticipation. 

Finally, Gloria cut through the silence. “Well since you seem to recall this event so vividly, what happened next?” she asked. “Did I pull over to the side of the road and give you a smacked butt?”

“No ma’am,” Rick returned, a bit sorrowfully. 

“Do you think I should have?”

Rick stared across the table. Could this possibly be about to happen? He steeled his courage. 

“Yes ma’am.”

Gloria’s eyes pierced through him across the table. She knew deep down all men were still just boys, and they never outgrew the need for firm discipline and a sore smacked bottom. Here in her kitchen, Gloria had a young man who was practically asking to be put across her knee and taught a lesson. What luck. She decided to toy with him a bit more first. 

“Perhaps it’s not too late. You clearly seem to have thought about that day a lot over the last several years. Maybe you are harboring some guilt about it all.”

Rick was putty in her hands. He was silent. Gloria waited a moment, then prodded him. 

“Well?”

“Yes ma’am,” was all Rick could muster. 

“I see,” Gloria said. She sipped her wine. “Don’t you think you’re a bit too old for a spanking, Ricky?”

“Um… well… I’m not… I guess I…”

She cut him off. He was firmly wrapped around her finger now - no need to make him keep wriggling. 

“The correct answer is no you are not too big for a spanking. I believe no one is.”

Gloria watched the expression on Rick’s face vacillate between excitement and trepidation. She decided to lighten the mood. 

“In fact, I sure wish I had spanked that deadbeat husband of mine! I’m sure he wouldn’t have walked out on me if I’d have put him across my knee on a regular basis.” Gloria chuckled. Rick laughed in kind, nervously. 

“Well then,” she redirected, “you’re sitting here telling me you believe you deserve a spanking?”

Rick gulped. He blinked, and answered, “Yes ma’am.”

“I know your mother didn’t spank you growing up. Have you ever had a proper spanking?”

“No ma’am.”

“Well it is certainly high time then. But I want you to understand what you’re getting yourself into, Ricky.

“A spanking from me is serious business. You will be put over my knee and thoroughly punished, with a very red and very sore backside. I only ever give spankings on the bare bottom, and I always spank with my hairbrush. You will likely have a hard time sitting down the rest of the evening, and possibly even all day tomorrow.”

She let her lecture sink in. Gloria could tell that Ricky wouldn’t back down, that he was craving maternal nurturing and discipline. And possibly craving something else…

“So, knowing that, do you still want a spanking?” 

Gloria was right. There was no way Rick was backing down now. “Yes ma’am,” he said, rather timidly. 

“Alright then. Stand up young man.” Rick slowly rose from his chair, and Gloria stood to meet him. Taking him by the wrist, she led him around the table. Silently, she escorted him to the foot of the stairs. 

Leading the way, Gloria took her time shaking her hips side to side slightly as she climbed the stairs, knowing the naughty boy trailing behind her was surely enjoying the view. She had noticed the tent in his pants when he stood from the kitchen table, and sought to tease him a bit. 

Opening the door to one of the vacated bedrooms, she pointed to a corner of the room. 

“I want you to stand in the corner and think hard about what is about to happen, and about why you are being punished.”

Rick complied, shuffled across the room and stuck his nose in the corner. 

Gloria came up behind him and quickly unsnapped and unzipped his pants. Hooking her hands in the rear waistband, she said “Let’s have these down,” and quickly tugged Rick’s pants and boxers down exposing his bare butt. His hard cock held them up in the front, and dripped into his underwear with anticipation. 

“I’ll be back. Don’t you move.” Gloria punctuated her command with a sharp slap on his naked bottom, and quickly left the room closing the door behind her. 

In the hallway, she gushed. How fortunate that little Ricky had been so eager for a good spanking. She was a bit titillated and more than happy to oblige him. Having just gotten a good look at his cute, tender backside, she knew she would enjoy herself while punishing him. 

She took out her phone and texted Ricky’s mother.

“Hey there,” she wrote, “Ricky’s had a bit too much to drink and I think it’s best if he just stay here tonight. I’ve got plenty of space, and it will be nice to have someone around overnight for a change. I’ll have him check in with you in the morning, ok?”

Rick’s mom texted back quickly. “Oh so glad you two are having a fun night! Enjoy the company, and give him a kiss goodnight for me.”

“Will do!” Gloria sent right back, thinking devilishly, “I’ll give him more than just a kiss!!”

Gloria walked down the hall to retrieve her hairbrush. Picking it up off her vanity, she caught sight of herself holding it in the mirror. A wry smile spread across her face. It had been so long since she’d had occasion to use the brush to deliver a spanking. Though out of practice, she had no lack of confidence in her abilities. Ricky was surely in for a blistered bottom!

For his part, Rick stood facing the wall, his mind a blur. His feelings of excitement and disbelief that his spanking fantasy was about to become reality were coupled with fear after Gloria’s detailed description of how the harsh spanking would be. Still, his cock stood at full attention and he knew he’d have to go through with it. If not, he’d just go back to always wondering, what if…?

Gloria returned to the bedroom and sat down on the neatly made twin bed. She laid the hairbrush in her lap, flat side up, and beckoned Rick from his place in the corner. 

“Come sit next to me on the bed dear,” she instructed. 

Rick shuffled over, his pants slightly impeding him, his bare bottom still on display. He sat next to Gloria, and relished the soft fabric of the blankets connecting with his naked cheeks. 

“Now Ricky, I’m going to give you one last chance to change your mind. Once you are across my lap, no matter how much you beg, cry or scream, I won’t stop until I decide you’ve learned your lesson.”

Rick’s eyes were transfixed on the brush in Gloria’s lap. Taking his chin with one finger, she lifted his head to meet her gaze. He felt about two feet tall. 

“If you truly want this, and truly believe you deserve it,” she said, “I want you to ask me.”

Rick took a deep breath. “Mrs. C.” he said, using the name he had called her throughout his childhood, “will you please put me over your lap and spank my bare bottom? I have been naughty and deserve to be punished.”

Gloria smiled at him. “Yes, young man, you have been naughty and you do deserve a spanking. I will gladly put you over my lap and teach you the lesson you need to learn. Stand up.”

Rick rose to his feet, feeling much more like “Ricky” than he had in quite some time. Gloria set the hairbrush aside and tugged his pants down further below knees, exposing his massive hard on. Gloria took note, running a single painted fingernail up the shaft. 

“My my, you certainly are a big boy these days aren’t you? I think we’ll have to make your friend here go away, one way or another.”

She quickly snatched his elbow and flopped him headlong across her ample thighs. She captured his hard cock between her bare thighs and squeezed it tightly. Wrapping her left arm around his waist, she started in smacking his bottom with her right hand. 

Rick’s cheeks quickly turned pink and he began to wriggle. There was a sting, no doubt, but the hand spanks were driving delightful vibrations through his most sensitive areas. Gloria’s grip on his cock between her legs tightened, and he felt his excitement build. Wetness oozed from the tip and provided sensational lubrication as he rubbed against her skin. 

Gloria picked up the pace and intensity, sensing that the young man was close to climaxing. She allowed his hips to buck up and down slightly, his cock sliding between her thighs. 

With his butt starting to really redden, Rick finally let loose. The pressure that had built over the last several minutes was released in a massive orgasm, spilling hot cum all over Gloria’s legs. As he moaned in ecstasy, she stopped spanking and rubbed his bottom gently. 

As he fell limp across her lap, she slowly reached and picked up the brush. Tapping it against his bottom, Rick flinched and gasped. 

“Now that we’ve dispensed with your little fantasy, we can get down to business,” she chided. “Brace yourself little boy, it is time for your punishment spanking.”

Rick felt the brush leave his bottom, and held his breath…

Gloria tapped the brush against Rick’s reddening backside. The young man flinched across her lap. With his libido faded, she knew he likely was suddenly less interested in continuing the spanking. “All the more reason to make this a memorable experience,” she thought. 

Gloria reared back, and brush exploded across Rick’s naked rear. He gasped in shock and instinctively reached back to rub out the sting. Gloria quickly grabbed his wrist and pinned him in place. She began the onslaught. 

She spanked him hard and steady for several minutes, without speaking a word. Rick wriggled and writhed over her knee, moaning and whimpering, but not yet crying or asking for it to stop. Gloria knew she had a long way to go. 

She paused for a moment to admire the crimson color that had spread across his cheeks, at the same time tightening her grip on Rick’s wrist so he knew she was not through with him yet. 

She alternated cheeks, expertly smacking each side with the brush and spreading the sting to all parts of his bottom. She began to scold. 

“I should have turned you over my knee a long time ago. You are clearly still just a naughty little boy who needs a mommy to look after him. I have a feeling this will not be the last time I have to give your bare bottom a good dose of my hairbrush.”

Rick couldn’t believe how much the spanking hurt. His ass was on fire, and the heat only continued to grow. As Gloria scolded him, his mind was able to drift for a moment away from the sting and to her words and disposition. He noted how he felt so small, truly like a little boy being punished by his mommy. He felt searing embarrassment, but also a strange sense of reassurance, that Gloria was spanking him because she cared for him. 

Gloria kept scolding as she continued beating his bottom. “This is what happens to naughty boys who misbehave,” she chided. “They have their pants taken down and they go over the knee for a good, hard, old fashioned, bare bottomed spanking.” Each word was punctuated by a hard slap of the hairbrush. “This is just what you can expect from now on - a soundly smacked backside each and every time I decide you need one.”

Finally, the pain became too much for Rick to bear. He kicked his legs and began begging for mercy. “Please!” he shouted, “I’m sorry! Please stop!”

Gloria, though, showed no mercy. She threw her right leg over Rick’s legs to stop his kicking and lock him in place. She turned up the intensity, seeking to make the boy submit and cry. 

“I will stop when I’m good and ready. Since you’ve never had a spanking, we have some lost time to make up for. This will be a lesson you will not forget anytime soon, little boy, I promise you that.”

Rick’s butt has turned deep red and was showing some signs of purple in a few spots. He wiggled on her lap futilely, moaning and ouching loudly. She knew she was getting close. She spanked him as hard as she could, finally hearing some sniffling and feeling his body go limp across her lap. 

Gloria paused for a moment, resting the brush on his throbbing bottom. Rick sobbed softly, praying the blistering was over. 

Rubbing the brush in small circles around his sit spots, she indicated she was not done with him yet. She told him so. 

“We’re not quite finished here, young man. I am going to paddle you 20 more times. These will be hard and will hurt quite a bit. It’s ok for you to cry. After I’m done, you’ll go back in the corner for ten minutes. Do you understand?”

Rick was silent, other than his muffled sobbing and sniffling. Gloria reared back and smacked him hard. 

“OOOWWWW!! Yes ma’am!!” Rick yelled. 

“Good boy,” she said.

Without waiting another moment, she reared again and delivered the 20 blistering spanks. Rick bawled like a baby. Then, finally, it was over. 

Gloria let go of his wrist and gently rubbed his bottom. Rick lay limply across her lap, sniffing and sobbing. 

“It’s ok sweetie, it’s all over now. You took your spanking like a very good boy. You can get up whenever you’re ready.” She continued caressing his backside, taking stock of how warm it had become. 

Rick didn’t move for several minutes. His head was spinning, still trying to catch his breath. As he regained a sense of himself, he became aware of the gentle petting on his red hot ass. He had been punished thoroughly, given a good beating, but by someone who cared enough to give him what he so badly needed. She now reassured him with a gentle touch, telling him he was a good boy. 

It felt so good. 

Eventually, Rick rose to his feet. Gloria did not remove her hand from his bare bottom, and kept up her caress. She beamed up at him from her seat on the bed and smiled warmly. 

“You are a good boy, Ricky. And even good boys need spankings sometimes.”

Rick wiped his nose. “Yes ma’am.”

Gloria leaned over and produced a tub of baby wipes from the nightstand drawer. Removing a few, she reached up and wiped Rick’s nose and cheeks. 

With side-eyed wink, she then turned to wipe Rick’s mess from her bare thighs. “I have learned to keep wipes handy when spanking naughty big boys, in case of any accidents,” she smiled. Rick blushed. 

As she finished wiping up, she instructed, “Ok buster, in the corner for ten more minutes. Then it’s straight to bed.”

Rick stared for a moment. 

“Oh right. You can sleep right here tonight,” she patted the bed. “I’ve already contacted your mother and let her know you’ll be spending the night.”

Rick’s jaw dropped. She called his mother??

“Oh sweetie- don’t worry,” pinching his sore bottom, “this part is our little secret.”

He breathed a momentary sigh of relief, before she slapped his butt sharply. He jumped straight in the air. “Now go stand in the corner little boy!” she commanded. 

Pants at his ankles, Rick waddled across the room to endure the last part of his punishment. “And no rubbing!” she called after him, “hands at you sides.”

He did as he was told and faced the wall without reaching back to ease the intense pain in his rear end. He could hear Gloria shuffling around the room. She left briefly, and Rick had a chance to process what had happened. For so long, he had fantasized about this moment and now here it was. He relished every bit of it, even the throbbing soreness across his still-bare backside. 

The stillness of the moment was broken when Gloria came back in the room, and saw him standing there. She had gone to find some pajamas, and now from the doorframe of the bedroom, she witnessed Ricky. The boy from up the road, now 27 and fully grown - bare bottomed and well spanked, propped in the corner on display. The perfect picture of a naughty little boy. 

She laid the pajamas out on the bed. “Ok young man, come on over here. Time to get you ready for bed.”

Rick turned to see her sitting in the bed, with a set of flannel pajamas neat on the bed next to her. He waddled over, pants and boxers still about his feet. 

Gloria reached down. “Let’s get you out of these,” she said. Rick attempted to grab his underwear, but Gloria slapped his hand gently, and pulled his feet through both leaving him naked from the waist down. She rolled up the legs of the pajama pants and held them out for him to step in. 

Feeling like he was about four years old, Rick put his hands on Gloria’s shoulders and allowed her to pull the pants all the way up and tie the draw string. The soft fabric felt nice on his swollen butt, and also rubbed him in the right ways in front…

“Arms up,” she instructed. Knowing better than to even think about not complying, Rick lifted his arms. In a matter of seconds, Gloria had removed his t-shirt and replaced it with the matching flannel pajama top. 

“Ok, Ricky, now you are still being punished so it’s straight to bed,” Gloria said. “I’ve left to toothbrush on the sink. I want you to brush your teeth, use the toilet and get right back in here.”

As if in a trance, Rick methodically brushed his teeth, peed, and returned to the room. Gloria stood over the bed with the covers turned down. He smiled at her sheepishly and lay on the mattress on his side. 

Kneeling to tuck him in, she said, “I’ll check on you in 20 minutes. I expect you to be asleep.” Reaching over and patting his bottom, she emphasized, “It is lights out time, so don’t even think about getting out of this bed. I think you know now what will happen if you disobey me.”

Cringing as the somewhat gentle slaps sent waves of sting through his ass - but also sent vibrations to his cock - Rick meekly replied as he had all night, “Yes ma’am.”

“Goodnight sweetie,” standing, Gloria kissed him on the cheek. 

“Thank you, Mrs. C,” Rick said softly. 

Gloria smiled broadly. “Anytime sweetie,” she returned. Leaning down and spanking him several times, she chuckled and added, “in fact I expect I’ll get another opportunity sooner than later.”

Rick yelped. And giggled. And felt his manhood stiffening against the soft flannel pants. 

Gloria pecked him once more, then turned off the lights and closed the door. 

Left alone, he tried diligently to comply and go right to sleep. He was emotionally and physically exhausted. But replaying the night’s events in his head, he found it hard to sleep, and found something else hard as well…

Reaching down between his legs with both hands, Rick rubbed the soft flannel against his stiff member. The sensation was incredible. Closing his eyes he gripped his cock and pictured himself sprawled across Gloria’s lap, being spanked red by her hairbrush. 

Continuing to rub with his right hand, he reached back and touched his sore bottom. Rubbing the soft fabric against the bruises, squeezing firmly, his dick became immense and dripped with anticipation. It only took a few more minutes of stroking before he squirted cum down his leg and all over the inside of his pajamas. 

As the ecstasy of the orgasm wore off, his body finally gave in to exhaustion and he quickly fell deeply asleep.

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Rick groaned and stretched as he awoke from his deep, deep slumber on Sunday morning. Raising his arms above his head as he let out a long yawn, he rolled onto his back…

… then quickly shot out of bed grabbing at his backside. The sting from the night before had only partially subsided. As he gently rubbed out the soreness, he began to realize where he was, and the events from last night suddenly flooded his mind. 

Pressing on his bottom and feeling the pain return briefly, he thought, “Wow, it wasn’t a dream!” He had finally gotten a spanking. And what a spanking it was. 

Recalling his time spent over Gloria’s knee, his cock twitched inside his pants, and he was reminded of another part of the evening. His pajamas were crusted with cum and sticking to his leg. 

“Oh no,” he thought, “Mrs. C. will definitely see this and she’ll spank me again!” He noticed that her hairbrush had been left conspicuously on the night stand. His palms began to sweat. 

But then he noticed the baby wipes, still also atop the nightstand. Thinking quickly, Rick popped the top open, grabbed a handful of wipes and went to work trying to spot clean the pants. But all it did was spread the mess around. 

Finally, he remembered that the laundry room was just down the hall. He decided the polite thing to do would be strip sheets from the bed anyway, so he rolled up the pajamas in the bundle of sheets, pulled his clothes back on and headed down the hall, hoping he didn’t bump into Gloria on his way. 

He could hear her down in the kitchen, but when he arrived at the washing machine, he found it already running. With no options left, he left the pile of linens and pajama at the base of the washer and prayed Gloria wouldn’t notice the stain. 

“Good morning sleepyhead!” Gloria chirped as Rick entered the kitchen. “Seems like you certainly slept well.”

Rick had not realized it was passed 10 am already. Looking up at the clock he said “Oh, yeah, sorry. I guess I was really worn out…”

“In more ways than one!” Gloria smiled and winked. “How’s that bottom feeling?”

Rick blushed deeply and put both hands on his butt. “Um, pretty sore ma’am,” he said sheepishly. 

“Well I think sitting on a swollen backside on your drive home will be a good reminder, then, to behave yourself when you get back to the big city.”

“Yes ma’am.”

“Here, come have some breakfast,” she said, setting out a plate of eggs, bacon and fruit, and adding, “I put a cushion on the chair for your sore little tush.”

“Thank you, Mrs C.” Rick said, sitting gingerly on the padded kitchen chair.

Gloria poured two cups of coffee and sat with him. “So, I’m curious,” she pried, “did your first-ever spanking live up to your expectations?”

Again Rick blushed, but with the conversation returning to one of his favorite topics, his member started to strain against his boxers. 

“Honestly, Mrs. C., I didn’t know what to expect. I knew it would hurt, but you really let me have it…”

Gloria chuckled. “Well I’ve always believed that spankings are just as effective as punishments as they are deterrents. So I thought your first time should be memorable so we can head off any future misbehavior.”

“Oh it was certainly memorable,” Rick said. “I’m not anxious for a repeat performance anytime soon.”

“Yes, well, about that…” Gloria said. “I do think now that this door has been opened, you could benefit from a bit more regular discipline.”

Rick gulped. He did like the sound of that, but his stinging butt was telling him otherwise. “What do you mean by ‘regular?’” he asked. 

“As needed,” she replied shortly. Gloria was enjoying the boy’s nervousness and embarrassment at the idea of an ongoing spanking relationship, so she let him wriggle a bit more. 

Blood had rushed to Rick’s member, and he was now fully hard. He was apprehensive, but definitely excited about the notion. “Well…” he said timidly, “I… I guess that’s an ok idea.”

“Better than ok,” she snapped. She reassured him, “I’m sure I won’t have to punish you often, you are a good boy. But as I told you last night, even good boys need reminders once in a while.”

All he could say was, “yes ma’am.”

Knowing Ricky would be compliant, she elaborated on what she thought he would need. “I think if you come have a sleepover once every few months, that should be sufficient. But I will check up on you periodically, and come into the city to smack your bottom anytime I decide you need it.”

Rick couldn’t help but smile. He wasn’t exactly eager for another bruised bottom, but the thought of Gloria keeping tabs on him and holding him accountable made him feel warm inside. This could be the start of something wonderful. 

After finishing breakfast, Rick announced that he needed to get going. Gloria walked him to the door, then pulled him into a big bear hug. 

“I’m so glad you came over. It was really great ‘catching up.’”

“Me too. Thanks for everything Mrs. C.”

“Like I said,” she replied smiling, “anytime.”

Rick smiled back and kissed her on the cheek. 

“You behave yourself now,” she said in a firm tone, landing a flurry of spanks to his behind. 

————

Arriving home after the two hour drive, Rick had not come down from the high of his first spanking. He rushed to the bathroom and dropped his pants to examine the state of his butt. As he expected there were two large bruises, one on each of his sit spots. It appeared he’d be feeling the effects of his punishment for at least a few days still. 

His phone buzzed. A text message from Gloria. 

“Hi sweetie! Hope your drive was uneventful. Thanks for pulling the sheets off the bed! I appreciate it. However, I found the remnants of your little ‘accident’ in your jammies. I think next time we’ll have to take some precautions.”

Rick’s mouth went dry. What did she mean by precautions???

A second text quickly followed. 

“And of course… I’ll have to spank that bottom of yours, because you tried to hide it instead of coming to tell me you made a mess in your pants.”

“Oh my…” he thought, “what have I gotten myself into??”

————

Over the next few weeks, life more or less returned to normal for Rick. He kept up with both his job and his active social life, spending the week working hard and the weekend playing hard, often out at the bars with his friends.

He and Gloria stayed in touch via text every few days. Very casual, “how are things” types of conversations, but with Gloria regularly reminding him to be a good boy and what would happen if he didn’t. She also occasionally asked if he had been keeping his pants clean and dry, much to little Ricky’s embarrassment. 

About a month after his first spanking, Rick again began to crave the maternal discipline he had received from Gloria. One evening when she texted him to check in, he fished for an opening. He didn’t have to press very hard. 

“Hi sweetie, how is your week going? I trust you’re being good?” She wrote. 

“Hi! Pretty good week, thanks. Yes, being good… for the most part…”

“For the most part?? Do I need to come pay you a visit with my hairbrush, young man?”

Rick took a deep breath. “Well actually… I was thinking I might want to come for another sleepover sometime soon?”

There was a pause in the back and forth. Had he overstepped, inviting himself over? He quickly wrote, “If that’s ok of course.”

“Oh of course! I’d love to have you. And I think you’re right, a little maintenance is likely in order. Are you free this weekend?”

“Yes, I am, thanks.”

“Very good. Come for dinner this time. 6 pm on Saturday.”

Gloria was so pleased Ricky wanted to come back so soon. But she decided to keep him on his toes. “Don’t be late!” she sent. 

“Yes ma’am!!” Rick responded.

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The weekend seemed like it would never come. Rick was rife with anticipation, eager to once again be thoroughly spanked and put to bed like a little boy. He was nervous about how much it might hurt, but his excitement was far stronger. He couldn’t wait to be put back over Gloria’s knee. 

Saturday finally arrived. Heeding Gloria’s warning to arrive on time, Rick left home early in the afternoon with plenty of extra time to stop off for some wine and a bouquet of flowers. Arriving on her front porch just before 6, Rick took a deep breath and rang the doorbell. 

“Hello there Ricky!” Gloria boomed as she opened the door. “Aw what a sweetheart, are those for me?” She reached for the flowers. 

Rick smiled broadly and responded with what was becoming his default phrase around Mrs. C. “Yes ma’am!”

“Well thank you, honey. Come on in here and give me a hug.” She took the flowers from him and pulled him into the house with a warm embrace. Pulling back, she kissed his cheek, and sent him into the front hall with a firm smack on his rear. 

“Now you don’t think sweetening me up with flowers will get you out of the spanking you have coming, do you?” Gloria said wagging a finger at him as they walked into the kitchen. 

“No, Mrs. C.” Rick replied. “Just thought it would make you smile. I know I still need to be spanked.”

“That’s right, you certainly do. Should we attend to that straight away, so we can enjoy the rest of the evening without it hanging over us?”

Rick gulped. His palms began to sweat. He did want to get on with it, but he suddenly remembered how much it had stung the last time. 

Gloria could see the ambivalence on the young man’s face. She decided to take charge. Placing the flowers and wine on the counter, she picked up an apron and walked toward him. Without saying a word, she took Rick by the hand and led him to the kitchen table. 

She tied the apron around her waist. Smiling at him, she said, “In case of any accidents.” Rick blushed. 

Gloria pulled a chair from the table and sat down. “Let’s bare that bottom, little boy.”

Rick stood still as a statue as she began unfastening his pants. She let them fall to his ankles, then gently guided him across her lap and held him firmly there with her left arm around his waist. 

Patting his bare bottom with her right hand, Gloria told him, “Since this is just a reminder, it will only be a hand spanking. But I know you remember what the hairbrush feels like, and I will not hesitate to bring it back out if you need it.”

Rick breathed a momentary sight of relief, then she began slapping his butt in earnest. It certainly didn’t hurt as much as the hairbrush, but Rick was surprised at how much she could make his bottom sting with just her bare hand. 

Despite the spreading sting, the intimacy of Gloria’s bare hand against Rick’s bare bottom caused a stir in his loins. He cock began pressing against Gloria’s thighs, encased in the soft fabric of the apron she wore. He could feel himself dripping onto it as he grew more and more excited. 

Gloria took note too. She squeezed her legs together, causing Rick’s cock to throb in between them. She continued spanking him at a steady clip, his butt moving from pink to red. 

As the sting grew on Rick’s ass, so too the pressure grew in his cock. The rhythmic spanking caused his member to rub delightfully against the apron. Having been anticipating this moment for several days, he knew it wouldn’t be long before he had another “accident” in Gloria’s lap. 

She sensed this, and did her part to encourage his orgasm. Opening her thighs momentarily, she allowed his cock to slide deeper between them before clamping back tightly.

Finally, it became too much. Rick let out a low moan and shot ropes of cum into Gloria’s lap, absorbed neatly by the apron. 

Gloria kept up the spanking though. She slapped and slapped right through the orgasm, and didn’t stop for several moments after. She turned up the intensity and watch the young man start to squirm on her lap as his bottom got redder and redder. 

Eventually satisfied with the shade of crimson she had achieved, she stopped and began softly rubbing Rick’s backside. She felt his body relax as she did. 

“Good boy,” she cooed. “All done. You can get up now.” She helped him to his feet, still cupping his red, naked butt cheeks. 

Rick was on cloud nine. That spanking was far more in line with his fantasies than the hairbrush beating he had received last time. He wore a wide smile as he stood. Gloria returned the grin. 

“Ok, off the corner now,” she said, patting his rear and pointing across the room. “Your pants can stay down, I want to admire that little red hiney,” she added, slapping him sharply for emphasis. 

Rick waddled across the room and complied. Gloria stood and removed her apron, taking it upstairs to the laundry. She returned to the kitchen and once again stopped to marvel at the big boy propped in the corner of her kitchen with a red bottom on display. A delicious sight, indeed. 

She went about setting the table and finishing the dinner preparations while Rick remained in his timeout corner. With everything in place, she called him to the table. 

“Ok young man, you can pull up your pants and come sit down for dinner.” 

Rick did as he was told and sat on his tingling bottom. He smiled up at Gloria. “Thank you,” he said meekly. 

“Oh sweetie, you’re welcome. You are so polite, and I appreciate you thanking me. But it’s not necessary. I am very happy to spank your little fanny any time you need it spanked, or even if you just plain want it spanked.”

Rick just blushed and beamed back at her wearing a big dopey grin. He felt so cared for, so loved. 

Gloria filled his plate and his wine glass, then sat down beside him. The two picked up right where they had left off during the previous visit, catching up on their lives and reminiscing about the past. Gloria took occasion to offer motherly advice once in a while, but it was a generally warm and natural conversation. 

With both the dessert plates and the wine bottle empty. Gloria stood to clear the dishes. Rick jumped up to help, earning him a wink and a kiss on the cheek. With the dishes done, Gloria suggested they watch a movie before turning in. 

“But why don’t we get you ready for bed first, just in case you fall asleep on the couch,” she said, much less a question than a directive. “I trust your brought your own PJs and toothbrush this time?” Rick nodded, and went to fetch his duffel bag from his car. 

Coming back inside, he didn’t see Gloria about, so went upstairs and found the lights on in the room with the twin bed where he’d stayed last time. He entered the room and noticed a few things neatly stacked on the nightstand. 

First he saw the same tub of baby wipes that had been there before. But next to it was a large bottle of baby powder. And on top of the wipes… a puffy white diaper with pastel prints of block letters, pacifiers, diaper pins and baby bottles. Atop the diaper sat Gloria’s infamous hairbrush. 

Rick stood frozen in the doorway. He began to put two and two together - this is what she had meant by “precautions.” She expected him to wear a diaper!!

And the placement of the hairbrush left no doubt. He was to be spanked again before his diapers went on. 

Suddenly he felt Gloria behind him. She put one hand on each of his hips and led him into the room. She took the bag from his shoulder and set it on the ground. Taking him by the hand, she walked over to the bed and sat down. He stood over her, feeling about two feet tall. 

“Ok Ricky, now as I told you, we need to deal with the little ‘accidents’ you’ve been having. You had another one across my lap before dinner. I certainly don’t mind - it’s natural for big boys like you to make messes like that. But I want to make sure your messes are easy to clean up.”

She reached for the diaper and set it in her lap. “So I’m going to have to insist that you wear these when you sleep over from now on.”

Rick couldn’t speak. Diapers??? He had been relishing the maternal attention he was receiving, so… maybe it wouldn’t be so bad. But he had a hard time wrapping his head around it. Where did she even get a diaper that big? With cutesy baby prints and pastel colors??

Gloria knew this was hard for the boy to process. She gave him a moment to let it set in. Then she tried to reassure him. She took him by both hands. 

“It’s ok Ricky. I know it seems strange. But i promise you will get used to it. Just think of it as thicker underwear that will soak up any messes you make. They’ll help make sure your pants stay clean and dry, and nice and comfy. Ok?”

He was apprehensive, but he trusted her. She had been so kind to him, he decided he’d go along with whatever she said. “Ok,” he answered. 

“That’s my good boy,” Gloria cooed. Setting the diaper down on the bed. She picked up the hairbrush. “But before we get you into your bedtime diaper, I think you need a little lesson about sneaking around and trying to hide your accidents.”

She wagged the brush at him and scolded, “When you have an accident, I expect you to come and tell me right away. Your pajama pants were nearly ruined by your last mess. And heaven forbid if it had leaked onto the sheets or the mattress.” 

Rick suddenly had forgotten all about the diaper, his eyes transfixed on the hairbrush wagging in his face. He dreaded what was about to happen, and contemplated trying to talk his way out it. But deep down, he knew he had been disrespectful and should be punished. He hung his head and resigned himself to his fate. 

“Now you are going to be spanked young man. Not because you had an accident, but because you tried to hide it.” Gloria unfastened his pants and leaned back on the bed slightly. “Get over my knee,” she instructed. 

Rick did as he was told. With his torso supported by the bed, he suddenly came face to face with the diaper that would soon be wrapped around his well-spanked bottom. Gloria wasted no time tugging down his pants and underwear and administering the brush. 

His bottom was still a bit red from earlier, but quickly became far redder as she paddled him soundly. There was no warm up - Gloria spanked him hard from the first smack. 

Rick writhed and wriggled over her knee. His manhood was flaccid and the intensity of the beating made him immediately wish it was over. He began to whimper, knowing that any cries for mercy would fall on deaf ears. He went limp over Gloria’s lap and began to cry softly as he took his medicine. 

Gloria knew the lesson would sink in from the spanking alone, but wanted to drive the point home. She scolded him as she slapped. 

“I know boys like you have a hard time controlling themselves, but if you make a mess you need to come and tell me right away so I can clean you up. Now that you’ll be back in diapers, you are not take them off without my permission, is that understood? When you have a wet or messy diaper, you come and ask me to change you, got it mister?”

Through his sobs, Rick simply said, “y.. yesss m.. ma’am.”

That seemed to satisfy Gloria, and she stopped spanking. “Ok sweetie, shh sshhussh. You’re ok, it’s all done. Come sit on my lap.”

Rick instantly pulled himself up to a sitting position on her lap, wrapping his arms around her, burying is face in her shoulder and crying softly. Gloria ran her fingers through his hair with one hand and rubbed his red bottom with her other. 

The spanking had not been nearly as intense as his first spanking, but something about being punished for an actual transgression - and a childish one at that - made him feel truly like a little boy who needed his bottom smacked. He eventually stopped crying, but held onto the embrace as long as he could. 

Gloria continued to pet him, shush him, and rock him gently in her lap. It has been so long since she’d cared for someone in this way. She relished every minute of it. 

Eventually, she said softly into his ear, “Are you ready to put your diapers on, honey?” 

Without lifting his head or pulling away from the hug, Rick nodded his head. He surprised himself a bit with his quick response - he of course was just being compliant, not wanting another trip over the knee, but perhaps he actually was ready to put on a diaper. How bad could it be?

“That’s my good boy,” she said reassuringly, patting his bottom. “You’ll see it’s no big deal. I think you might even find them rather comfy. Come lie down on the bed.” Gloria guided him onto the mattress flat on his back. She decided to move quickly to remove any doubt about what was to happen.

Gloria put her fingers in Rick’s waistband and removed his pants and underwear together. Tossing them aside, she grabbed up the diaper and unfolded it. 

Then, rather than asking Rick to lift his butt himself, she scooped up his ankles and put his feet in the air, exposing his spanked bottom. In doing so, she knew the boy would feel like a helpless child. 

She was right. Rick couldn’t have possibly felt more like a baby as she slid the thick diaper under him. He was tremendously embarrassed, but he felt a strange sense of calm and comfort as Gloria lowered his sore bottom onto the soft padding. The accompanying crinkling sound almost made him giggle. 

Gloria tugged the diaper up between his legs and up to his tummy, checking to make sure it was aligned properly. As it connected with his genitals, a different sensation came over him… his member began to awaken. 

Picking up the baby powder, Gloria reopened the front of the diaper and found Rick’s cock beginning to throb and drip. 

“Oh my,” she remarked, smiling, “it seems like someone is really enjoying diaper time!”

Lifting his legs again, she applied powder liberally to his backside. The scent wafted around the room. 

As his bottom connected with the diaper again, his cock had become rather hard. Before applying powder to his front side, Gloria gently slid her fingers over Rick’s shaft. 

“I can’t very well diaper you with this big boy in the way can I..?” she asked rhetorically. Rick gasped and moaned eagerly. Grabbing a few wipes, Gloria rubbed them up and down his member, around his balls, even dipping into his crack. His cock was hard a a rock and nearly ready to burst. 

Gloria quickly grabbed him and stroked rapidly. With her free hand, she pulled the diaper up against his balls and fondled them gently. 

The sensations were too much. Rick’s member exploded into the diaper, which quickly soaked up his cum. “Gooood boy, good boy,” Gloria cooed at him as he relished his orgasm. 

As he relaxed back on the bed, she quickly cleaned the last drips of cum from his tip with a wipe, powdered him and secured the diaper around his waist. 

“There,” she said. “Not so bad, is it?”

Rick responded only with a wide smile, still basking in his orgasm. Patting his front side, Gloria instructed, “Stand up, let’s have a look at you.” She grabbed his wrists and pulled him to his feet. 

Rick suddenly felt vulnerable and embarrassed again, as she tugged on the waistband and ran her hands along the leg cuffs, making sure everything was snug and neat. 

Sensing his discomfort, Gloria became playful hoping to put him at ease. She took his hips and spun him halfway around. “Let me see that cute bottom.” Pulling up the back waistband with one hand, and patting and pinching all over Rick’s padded rear end with the other, she teased, “Aw look how cut this tush is! And see, it won’t even hurt if I spank you!”

She slapped his butt loudly. Rick jumped, but noticed that he barely felt the smack, even having so recent been paddled. A half smile curled on his lips. “Wow you’re right. They’re so thick!” 

Baby powder had wafted out of the back of Rick’s diaper. The sweet scent filled the air, and had a naturally calming effect on him. 

He was definitely also enjoying all the attention Gloria was paying to his most sensitive parts… Perhaps he could get used to this after all. 

Gloria put both hands firmly on his padded behind and spun Rick back around to face her. Taking his chin in one hand, the other still grabbing his butt, she asked him, “How do you feel, Ricky?”

“Good Mrs. C.,” he said with a warm smile. “Thank you,” he added. 

“It’s my pleasure, sweetie. Now should we go see about that movie?” 

Rick nodded. She started to lead him out of the room, but he pulled back to reach for his duffel bag. “I’ll just get my pajamas,” he said. 

“Oh no, sweetie, you’re fine in just your t-shirt and diaper. We can cuddle on the couch under a blanket, you’ll be warm enough. And besides, it will be easier to check and see if you need to be changed,” Gloria pinched the front of his diaper playfully. 

Rick simply giggled and let her lead him out of the room. 

Downstairs, 20 minutes into The Lion King, Rick fell asleep with his head in Gloria’s lap, curled up under a blanket with a big thick baby diaper between his legs.  

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Gloria gently woke Rick and helped him to his feet. The poor boy was so exhausted, she could tell he was barely awake. She threw his arm around her shoulders and supported him as she helped him up the stairs and into bed. He was asleep again before his head hit the pillow. 

He curled up on his side with his diapered bottom facing her. She took a moment to admire the view, and gently rubbed the plastic backing spread across his butt. Gloria then pulled the covers up and tucked him in, patting his bottom several times for good measure. 

Retiring to her room, she changed into her night gown and lay on her bed, replaying the evening’s events in her mind. 

She thought about how willingly, even eagerly, Rick had submitted for each of his spankings. She had a feeling their relationship would continue in this way for some time. 

A warmth grew between Gloria’s legs as she imagined the young man’s rough and muscular body laying prone across her lap. 

“He has such a cute, plump tush,” she thought to herself, picturing him standing in the corner with his red bottom on display. Her fingers worked their way between her thighs. Her panties had grown noticeably damp. 

She thought about how easy it had been to convince Rick to let her diaper him. “And his cock got so big and hard,” she thought, sliding a finger inside her panties. 

Gloria looked across the room and saw the large stacks of adult sized baby diapers neatly piled on her dresser. Having ordered two full cases, she thought to herself, “I thought surely it would take more time and cajoling, but the way he spurted cum into that diaper so quickly… that little boy is wrapped around my finger,” and that finger made its way into her pussy. 

“We’ll make good use of those big baby diapers,” Gloria thought, pleased she had ordered so many. She closed her eyes and pictured Rick’s lean physique laid out across a changing table, as she opened up his soggy diaper to find his cock stiff and throbbing. 

Her pussy grew wetter by the second as she rubbed her clit and fantasized about cleaning the boy with wipes, rubbing him down with lotion and making him shoot ropes of cum high in the air. 

Gloria’s panties continued to dampen as she pictured using scented baby wipes to mop up Rick’s jizz, cooing at him that he was a good boy, “Don’t worry sweetie, mommy’s here to clean you all up and put you in a nice fresh diaper.” She almost said the words out loud as she rubbed her clit harder and harder. 

Her mind wandered and returned to the sight of his plump upturned ass, turning bright red under the force of her hairbrush. She imagined scolding him, “You have been a naughty little boy, haven’t you? And naughty little boys have to have their pants pulled down for hard spankings over their mommy’s knees, don’t they?”

A low moan escaped Gloria’s lips as she got closer and closer to climaxing. An image flashed in her mind of Rick standing in the corner of her kitchen with his pants at his ankles, bright red, well-punished butt on display for the world to see. 

Then she began to instead picture him diaper clad in a timeout, with red splotches at the tops of his thighs peaking out of the edges of his cute Pampers. 

“Just look at you,” she thought, “standing there in the corner, a big grown boy who still needs baby diapers. And you also still need a mommy to paddle your little tush when you misbehave, don’t you? Just what am I going to do with you? Am I going to have to take your diapers down and spank your little behind every single day??”

Gloria opened her eyes and again caught site of the diapering supplies piled high across her dresser. She hammered her her fingers into her clit, rolled her eyes back in her head and moaned loudly. A thunderous orgasm poured out of her, soaking her panties as she climaxed. 

Basking silently in the glow of her ecstasy for several minutes, Gloria slowly became aware of the soggy state of her underwear. She giggled and said aloud, “Maybe I need a diaper too…”

The words hung in the air for a minute. She certainly had plenty to spare. Perhaps it would be fun to try one on. Gloria eased herself off the bed and approached the dresser. Running her fingers across the various stacks she contemplated what the padding would feel like wrapped around her bottom.  

Gloria had procured a variety of diapers. She thought the pastel baby blocks would look cutest on little Ricky (“and they sure do make his adorable little butt look even cuter!” she thought), but there were several other styles - some plain white with designs only across the front panel, others printed all over in blue, green and pink. 

Stopping at the pink stack, she picked one up and inspected it. The diaper was adorned with cartoon unicorns and princesses. She squeezed and crinkled it in her hands - this was definitely among the thickest diapers she had purchased. 

Feeling a tingle between her legs, and again noticing the cool dampness of her panties, she decided to give it a try. Gloria picked up a bottle of baby powder and unfolded the diaper as she walked back to the bed. She felt butterflies in her stomach. 

She lay back on the bed and slid the pink diaper underneath her. A tingle started in her butt and quickly spread to her pussy as her sensitive parts connected with the soft, thick padding. Gloria quickly dusted herself with powder and pulled the Pamper up between her legs, taping snuggly it in place. She was astounded at how good it felt. 

Running her hands along the edges and prodding the thickness, Gloria opened and closed her legs feeling the diaper crinkle around her. She soon realized it was so thick that she couldn’t even touch her knees together. Her pussy again grew wet. 

Wasting no time, she plunged her hand down the front of the diaper, furiously rubbing her clit. Her other hand gripped her butt through the thick padding. 

She closed her eyes, again imagining the big boy down the hall, sleeping soundly with a well-spanked bottom covered snuggly by a thick Pamper. She felt her juices soak into her own thirsty diaper. 

Gloria shuddered, moaned and arched her back. Slamming her fingers against her clit, she reached a massive climax, soaking her  thirsty pink diaper. She fell limp on the bed and passed out with her hand still down the front of her puffy pants.

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Gloria awoke the next morning still feeling high from the night before. Her dreams had been filled with sexy scenarios involving Ricky and his cute little behind. In one dream, he had even nursed at her breast while she patted his diapered behind. 

As she shifted on the bed, Gloria remembered that she herself was currently diapered. She enjoyed the cushiony feeling and snug fit around her most intimate parts. Then… she realized she needed to pee. 

“I guess I may as well not waste it,” she thought. She lay back on the bed and relaxed her bladder. It took some concentration, but she eventually was able to flood the thirsty diaper. As the warm fluid spread around and soaked in, she was impressed by how efficiently the padding wicked moisture away from her skin. The diaper swelled, but she noted that it likely could still hold a lot more. 

“Better take it off, though,” she thought. “We don’t want that little boy down the hall getting confused about who’s in charge around here…” Gloria got out of bed and stepped into her bathroom to remover her diaper and take a shower. 

A short while later, Rick began to awaken. He too had been dreaming about playing with Gloria, being spanked and even being babied. His cock had become quite hard and strained against his diaper. 

His diaper. He was wearing diapers… The events of the night before came rushing back to him. 

Being spanked in the kitchen and cumming on Gloria’s apron. 

Getting paddled to tears before bedtime. 

Willingly lying down to be diapered. 

Gloria stroking him to completion into the padding before taping it on. 

Finally falling asleep on her lap with a thick diaper between his legs…

He felt embarrassment and unease about some of it. But Gloria had been so kind and warm about the whole thing. And he’d had such an amazing orgasm when she diapered him… to say nothing of the hard on he had in that moment. Perhaps this wasn’t all that bad. 

Rick recalled begin given permission to “have accidents” in his diapers. In fact, that’s the whole reason he was wearing them in the first place. His cock strained against the thick, soft padding. He slowly put both hands between his legs and began rubbing. The sensations were incredible. Nearly all of Rick’s senses were engaged. 

The diaper crinkled loudly as he rubbed harder and faster. 

The scent of baby powder wafted around him. 

Looking to the nightstand, he saw Gloria’s hairbrush prominently displayed atop the tub of baby wipes. 

And as for touch, of course, the soft diaper encased his dick entirely and delightfully. His ass tingled slightly from last night’s spankings, as he pressed into the mattress. 

It only took minutes for Rick to explode, a pool of cum soaking into the thick padding between his legs. 

As he recovered and his eyes shifted downward. Lifting the blankets, he took in the sight beneath, pastel colors printed on a big, thick diaper twisted up between his legs. He had to smile. He thought he looked a bit silly, but he couldn’t deny how good the diapers made him feel. 

“I could get used to this…” he thought. “No sticky cleanup needed. And Gloria said it’s ok for to make naughty messes in them, so no risk of being spanked… These could be fun!”

He suddenly realized he needed to pee. And rather urgently. He jumped out of bed and darted out of the room toward the bathroom, still just clad in his diaper and t-shirt. Rick lifted the lid on the toilet and tore his diaper off just in time. 

Having just finished dressing, Gloria had been able to hear the rapid crinkling and grunting sounds down the hall moments earlier as Rick filled his diaper with cum. When she heard the bathroom door close, she walked down the hall and waited outside. 

Rick had been spanked the night before for hiding his messes, and had been told explicitly not to take his diaper off. This would be a good test to see if he remembered. 

Having finished his business. Rick scoped up the diaper from the floor and opened the door. Gloria stood in front of him, arms crossed and looking stern. He froze, naked from the waist down, holding the cum stained diaper. 

“Young man, what did I tell you about taking off your diapers?” she demanded. 

“I … no, I wasn’t trying to hide it I swear!” Rick stammered. “I just had to pee.”

Gloria only stared at him. Rick grew anxious. He didn’t know what to say…

Finally, Gloria said, “You just had to pee and…”

He gawked at her. Did she mean…?

“You just had to pee, and you were wearing a perfectly good diaper,” she said bluntly, snatching the puffy Pamper from his hand. “I see you managed to make at least a little mess in here.”

She did mean… she expected him to use his diaper. Really USE it!!

The realization had barely set in before Gloria snatched him by the ear and hauled him back into the bedroom. Sitting on the edge of the bed, she spread the diaper across her lap, followed quickly by Rick. She knew he was unlikely to have another accident, but involving the diaper in his punishment would help drive the point home that he was to keep them on. 

“How convenient that your bottom is already bared for me,” she commented as she reached for the hairbrush from the nightstand. 

She rained down six fast blows, three per cheek, to get his full attention.

“Now little boy,” she started, “when you were in this very position last night, I instructed you that you were not to take your diapers off, did I not?”

Rick didn’t answer quickly enough. SPANK!! The brush landed and he yelped, “yes ma’am!”

“And immediately this morning, you disobeyed me,” SPANK!!

“Yes ma’am,” Rick answered breathlessly. 

SPANK!! “So now let me make myself perfectly clear.” SPANK!!

“When I put you in diapers,” SPANK!!

“You keep them on,” SPANK!!

“No matter what,” SPANK!!

“If you have to go potty,” SPANK!!

“You either come find me and ask for help,” SPANK!!

“Or you just go potty in your diaper,” SPANK!!

“Do you understand me?” SPANK SPANK SPANK!!

“Yes ma’am!” Rick practically yelled.
 
Gloria stopped her rhythmic scolding and began spanking the boy hard and fast. He wriggled on her lap, making the diaper crinkle loudly. Rick’s bottom was bright red and growing redder by the second. Each smack felt like he was being stung by a dozen bees. He broke down. 

“I’m sorry! I’m sorry! Please stop! I won’t do it again! I won’t take off my diapers!! Owwww please!!” Rick began to cry. 

Gloria steeled her resolve. She believed him that he wouldn’t do it again, but wanted to leave no doubt. She continued beating him without saying a word, simply holding him tightly across her lap and letting the hairbrush do the talking. 

Rick finally lost his will. He went limp over her lap and sobbed heavily. Gloria felt him break, but wanted this to be another memorable lesson. She continued spanking for several more minutes. 

The young man continued bawling across her lap. He watched as his tears and snot dripped onto the carpet. This was by far the hardest spanking he had been given yet. 

Finally, Gloria showed mercy. She held the boy across her lap while he sobbed. She gently and silently rubbed his back. After a few minutes, Rick’s crying subsided and Gloria helped him come to sit on her lap, his backside caressed by the crinkly diaper still spread across her thighs. 

She rubbed his tender bottom while he nuzzled into the crook of her neck, his chin resting on her ample bosom. She rocked him gently as he continued to sniffle. 

After a few moments, she took his chin in her hand and lifted his head to meet her gaze. “I want you to tell me why I had to spank you this morning.”

Rick sniffed and wiped his nose. He felt like such a little boy sitting on Gloria’s lap like this, having to explain why he’d just been punished.

“Because I took off my diaper without permission,” he whimpered. 

“That’s right,” she returned quickly. “What are you to do when you’re diapered and you need to go potty?”

“Come and ask you to take off my diaper.”

“Or…?”

Rick hesitated. He didn’t want to say it, but he knew he couldn’t take anymore of the hairbrush. He didn’t want to risk a trip back across her lap so soon, so he gave in. “Go potty in my diaper,” he said, his cheeks blushing almost as red as his bottom. 

“Good boy. That’s what diapers are for, after all. Now I don’t expect we’ll have to have this conversation again will we? Have you learned your lesson?” she tapped his bottom for emphasis. Rick quickly and vigorously nodded his head. “Ok, ten minutes in the timeout corner, then we’ll get you dressed and go have breakfast.”

Rick pulled himself to his feet and trudged over the the corner. Gloria lingered a moment to enjoy the view, her crotch growing warm and damp, then tossed the slightly soiled diaper to the floor and left the boy alone in the room with his thoughts, closing the door behind her. 

Returning to her bedroom and the tall stacks of diapers, Gloria decided she had an opening to keep Ricky in diapers all day, and maybe even send him home in one. She reached over and picked up a handful of the baby block diapers, with her other hand finding it’s way down her pants to her pussy. 

She again pictured his young muscular body splayed out on a big diaper changing table, totally naked and exposed. As she imagined lifting his legs above his head to find a bright red bottom, she massaged her clit rapidly. In her mind, she teased and scolded him. 

“Aw look at you, aren’t you embarrassed? A boy of you age with a sorry sore spanked bottom about be put back in diapers? Well you should be embarrassed, you are way too big for this. But since you can’t act your age, we’ll just have to treat you like a baby, won’t we? Time for your diapers mister!”

Her fingers went to town on her clit, causing her knees to buckle and an orgasm to pour out of her. She squeezed the stack of diapers in her free hand and gasped. The intensity of the orgasm brought her to her knees. 

She was certainly enjoying having young Ricky around and under her care…

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Down the hall, Rick’s head swirled as he stood facing the wall. His ass was on fire, and aggressively tried to rub out the sting. He knew he supposed to keep his hands at his sides, but with the door closed, he decided he could risk the consequences. The sting was too much to bear. 

He contemplated the turn things had taken, Gloria insisting he wear diapers and furthermore suggesting he actually USE them. Was this a bridge too far? 

But, Rick had relished the regressiveness of his experiences with Gloria so far. He thought about how he’d felt just like a little boy from the very first time Gloria stood him in the corner and subsequently bent him over her knee. He had enjoyed the maternal attention she showed him, texting frequently to check in on him. And then, last night, drifting to sleep lying in her lap as she pet his head, while wearing a thick diaper, he felt so at ease, so cared for and loved. 

If getting all that affection meant a few diaper changes, Rick thought he might be able to handle it. “They do feel kinda comfy…” he thought to himself. “It can’t be that bad, can it?”

Suddenly, the bedroom door opened. Rick quickly stopped rubbing his bottom and put his hands at his sides. Gloria entered the room, and Rick could hear her shuffling around. He was tempted to turn around when he heard his duffel bag unzipping, but his sore butt reminded him to keep still. 

Gloria finished arranging things in the room and sat on the bed. Crossing her legs and leaning back, she admired the view - little Ricky’s cute behind, bright red and bruised, propped in the corner, ready for a fresh diaper. “Mmm, mmm,” she thought, almost aloud, “how delightful!”

“Ok buster, sit your little buns right here next to me,” she ordered, patting the bed. 

Rick did as he was told, wincing as his bruised butt hit the bed. Looking around, he noticed that the nightstand had been replenished, now with a stack of the baby-print diapers about five high. The hairbrush also still sat on top of the tub of wipes. A bottle of baby lotion had appeared as well. 

“I’m sorry our morning got off to a rough start. Let’s start over with a hug.” Gloria put her arms around Rick’s shoulders and pulled him in close. Petting him gently, she said, “you know why I had to spank you, right?”

Rick just nodded. 

“Now I know we were going to do diapers only at bedtime, but I think it would be good for you to get more comfortable with wearing them, given your little escapade this morning. So we’re gonna put another one on now, and just keep you in diapers for the rest of the day. But first I want to hear you tell me the rules one more time so there’s no more issues.”

Rick again instantly felt like a small child. The persistent sting in his backside and the hairbrush conspicuously in his line of sight made sure he didn’t hesitate, though. He hung his head and answered. 

“Once you put me in a diaper, I am not allowed to take it off by myself.” He held off on elaborating about using the “potty,” hoping the issue wouldn’t come up. 

Gloria waited a moment before prodding him further. “That’s right, it stays on. Even when…?”

Rick sighed. No avoiding it. “Even when I have to go to the bathroom.” Somehow he thought he’d maintain some dignified sense of adulthood by not saying ‘go potty.’ But then again, he was about to be put in diapers, so the maturity ship had likely sailed. 

“Correct,” Gloria said sharply. “In fact, I think for today, the potty is going to be off limits. That way you don’t have to worry about making it there in time, or rushing to come ask me for help. You just go ahead and use those diapers. That should help us avoid any more spanked bottoms, too.”

Still unsure about using his diapers for their intended purpose, Rick glumly nodded. Despite any trepidation he felt about wetting in a diaper, he knew for sure he wanted to avoid another spanking. 

“Good boy. Now I want you to lay on your tummy. I’ll put some lotion on that sore little tushie for you before we get you situated in your Pampers.”

Rick cringed at the word ‘Pampers.’ Did she have to refer to them in such a babyish way?? He blushed bright red as he lay on the bed, grateful for the opportunity to hide his face in the pillow. 

Gloria opened the cap on the baby lotion and squirted a liberal amount onto her hands. Rick flinched as she began to rub the cool lotion on his burning bottom. But he quickly relaxed as she massaged it in and soothed his skin. As his relief grew, so did his member, turned on by Gloria’s intimate and gentle touch. 

Gloria took her time, paying attention to every inch of his butt. After both cheeks were well slathered, she allowed her fingers to dip into Rick’s crack, teasing in and out, eventually working all the way down to his hole. The boy gasped and let out a low moan as she toyed with his most sensitive parts. Gloria massaged her fingers throughout, letting them dip inside him ever so slightly.

All this touching was having a significant effect on Rick’s cock. It has sprung to attention, pressing into the mattress and dripping uncontrollably. He was soon lying in a small, growing puddle.

Removing her fingers, Gloria gave Rick a few pats on his bare bottom. “Ok honey, turn over and let’s get you in a nice fresh diapie.”

As he rolled over, the combination of Gloria’s babyish tone and his massive hard on made him red with embarrassment. She took note of both and began teasing him. 

“Oh my, I think I was right last night… my big boy is enjoying his little baby diapie time!” she cooed at him in a sing-song voice. Wasting no time, she grabbed the baby lotion again. Filling her hand with the sweet smelling lubricant, she wrapped her it firmly around Rick’s throbbing member. 

As she began stroking, she continued her verbal tease. “Isn’t that right? Little Ricky likes being a big poofy Pamper butt? He likes having his little bottom wiped and lotioned and powdered and wrapped up in a nice fluffy baby diapie?? It sure looks like he likes it.”

As Gloria massaged his rock hard member, Rick’s emotions swirled. He didn’t exactly LIKE the baby-talk being cooed at him, nor the prospect of wearing and wetting a diaper, but… he didn’t DISlike it either. He definitely DID like the sensation of Gloria’s lotioned hand stroking his throbbing cock. His brain began to connect the two - the intense pleasure in his dick and the sweet maternal babying. 

Gloria could see she was having the desired effect. She wanted Rick to view diaper time favorably, even make him look forward to it. As he writhed on the bed and gripped the sheets, she went in for the kill. She quickened her pace. 

“Is my little boy about to make a big mess? Yes you are, aren’t you? You’re gonna make a big sticky mess all over the place. That’s why you still need to be in diapers, don’t you? You keep making messes for me to clean up, so we’re gonna have to keep you in diapers all the time from now on. You can be my cute little diaper boy, and I’ll just change you whenever you need changing.”

Rick’s hips gyrated on the bed. His eyes rolled back in his head as he arched his back and clutched the bedsheets. 

“Go ahead big boy…” she encouraged, “make a mess for momma. I’ll get you all cleaned up and in some nice fresh Pampers in no time.”

With a deep grunt, Rick’s cock exploded. He shot ropes of cum skyward. His jizz spilled all over his tip, onto Gloria’s knuckles and pooled on his groin and stomach. 

“Goooood boy,” Gloria said softly, “that’s my good boy. Make those sticky cummies for me, little diaper boy. Mommy will clean you all up.”

Rick’s body went limp. He closed his eyes and basked in his orgasm, as Gloria began cleaning up her hand and his cock. She smiled down on him as she mopped up the mess - he looked like he might fall back asleep. “Better get him diapered up before that happens,” she thought. She quickly finished her clean up, then unfolded one of the big diapers. 

When Gloria lifted his legs in the air to slide the diaper under him, Rick snapped out of his post orgasm bliss. He suddenly felt exposed and small again. He realized how his incredible cum had been induced by Gloria’s cooing baby-talk. She had even referred to herself as ‘mommy.’ He was embarrassed.

Meanwhile, Gloria made quick work of getting him padded. With the diaper in place under him, she dumped powder all over Rick’s butt and balls. Letting his legs fall to the bed, she powdered his front side and taped the diaper in place. 

“There,” she said patting his thickly diapered crotch, “all nice and fresh and snug.” She wore a big smile. At that moment, she noticed the wet spot Rick had left while she had been rubbing lotion on his butt. Pointing to it, she chided him. 

“Aw see, sweetie? You had another accident here on the bed. I think there’s no question, you need to be kept in diapers for a while.”

Rick just blushed. With the thick padding caressing his balls and cushioning his butt, he was reminded of the comfy and secure feelings that came with being diapered. Coupled with the exquisite orgasms he’d had, he was definitely coming around on the idea. 

“Alright, I’ll let you get yourself ready for the day. Come on downstairs for breakfast when you’re ready.” Gloria leaned in and kissed his cheek. Pinching is crotch, she reminded, “and don’t forget. No. Potty.”

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Rick looked around the room. Noticing the stack of diapers on the nightstand, Gloria’s words rang in his ears, “kept in diapers for a while…” What did she mean by a while? How many more of these did she have?

That’s when he remembered the sound of his duffel bag unzipping earlier while he was standing in the corner. The bag was still unzipped across the room, and he could see something white peaking out. He didn’t have to guess what it was. 

Rick darted across the room and pulled the bag open. Neatly piled next to his clean clothes and toiletries was a stack of no less than seven diapers, just like the one he currently wore. The bag also contained a package of Huggies baby wipes and a tall bottle of baby powder. 

“Wow…” he thought looking at the week’s supply diapering supplies, “she really does mean a WHILE. I guess I’d better get used to these.” He prodded the padding between his legs and ran his fingers along all the edges of his Pamper. 

“It is comfy,” he mused. “And it certainly feels good having Gloria take care of me.” He again recalled she had called herself ‘mommy’ while stroking him earlier. If that was where their relationship was headed, he thought he could get onboard. 

Grabbing his toiletry bag, Rick headed across the hall to brush his teeth. As he put the toothbrush in his mouth, he looked up and caught sight of himself in the mirror, still clad in nothing but a t-shirt and a diaper. 

Rick had to smile. He looked cute! A bit bow-legged because of the thickness in his crotch, he looked just like an overgrown toddler. He spun his hips to see how his butt looked. This time he let out an audible giggle. His bottom was so poofy, the cute pastel prints contrasting against the bright red splotches peaking out of the diaper’s edges on his thighs. “Oh yes,” he thought, “this is cute and fun.”

Having finished brushing his teeth, Rick looked over at the toilet. The lid was closed, and Gloria had plopped a big diaper right on top. A friendly reminder that he should not even think about using the potty. 

Feeling far more comfortable already, Rick decided to head downstairs with his diapers still exposed. He wanted to show his appreciation for all Gloria had done to care for him, and he thought she would be pleased to see him come down for breakfast like this. 

He was right. As he entered the kitchen with a distinctive waddle, she swooned. 

“Awwwwww look at you, waddling in here all cute in your diapers!” Gloria beamed at him. She approached him and pulled him into a warm hug. Patting his bottom with both hands, she asked, “Seems like maybe you’re getting used to being back in Pampers?”

Rick smiled and nodded. “Yes, Mrs. C.” 

“Good,” she returned. “And just in case you get any ideas, I put diapers on top of all the potties as a reminder that you just go right in here,” Gloria said, whacking his padded butt more firmly. 

“I know Mrs. C. I won’t take it off again,” Rick said meekly. 

“I know you won’t. You’re gonna be my good little diaper boy, aren’t you?” She kissed his cheek. “Ok go sit down for breakfast. I put a cushion down for you again.”

Rick waddled to the table and sat. He winced as he did - despite the cushion on the chair and the padding around his butt, the blistering he’d been given that morning still rang through. 

Gloria brought him a plate of eggs, bacon and fruit, and a cup of coffee. “Would you like some orange juice, sweetie?” she asked. 

“Yes please,” Rick said. 

“So polite!” Gloria cooed, kissing him on top of his head. Rick gulped down the coffee and started in on his eggs. Gloria returned with the juice. “Here you go, honey.”

Rick studied the cup she had just set in front of him. Adorned with Cookie Monster and a small handle on each side, the cup had a lid with a small spout. There was no mistaking it - she had given him a toddler’s sippy cup. He gawked. 

“Well? Aren’t you going to say thank you?” Gloria prompted him. 

“Tha… thanks.” Rick muttered. She was really going all in on this baby thing… he shrugged and put the cup to his lips, sucking out the sweet juice. Why not just roll with it, he thought. 

Gloria sat beside him with her own plate, coffee and ‘big girl’ tumbler of juice. She made small talk as if everything were perfectly normal - commenting on the weather, asking Rick about his week ahead - paying no mind to the fact that he sat there in a big baby diaper drinking from a sippy cup. 

“How soon do you need to get on the road today?” she asked. “Can you stay for an early supper?”

“Sure, that sounds nice,” Rick agreed. 

“Oh goodie,” Gloria cheered. “And now… about that drive back home… you may have noticed I packed up a few Pampers for you.”

It was more than a few, Rick thought. But he didn’t press his luck. “I did,” he answered simply. 

“Since we’ve agreed that you should spend some time getting better adjusted to wearing them, I’d like for you to be diapered for bed each night this week. I know I won’t be there to put them on for you, but before you go today I’ll show you how to get them on snuggly so they don’t leak.”

She continued as he hung on her every word. “I also packed you some powder and wipes. You can find more of those at any grocery or drug store, if you run out. But if you run low on diapies before the end of the week, you just let me know and I’ll bring some more right down to you.”

Rick’s apprehension was fading. He wanted to please Gloria. He wanted to be obedient and do as she said. He trusted her, and was suddenly looking forward to spending the week in diapers at her direction. 

“Yes ma’am,” he said with a smile, suckling on his sippy cup. 

“Very good,” Gloria affirmed, and she rose to do the dishes. 

Rick had been caught up in the moment and just now realized the coffee and juice had worked their way through him. He had to go. 

He instinctively stood and walked to the powder room adjacent to the kitchen. There on the toilet, sure enough, was a reminder of where he was supposed to pee - a big baby diaper. He stood in the doorway momentarily. From across the room at the sink, Gloria tsk, tsked him. 

“No potty, remember?” she chided. “You can go in the other room if you want some privacy. But you use that diaper for your pee pees, buster.”

Rick blushed more than he had all weekend. The moment of truth has arrived. He decided he did want some privacy and wandered into the living room. His bladder was starting to ache, but his potty training wouldn’t give in. 

He closed his eyes and tried to relax. Eventually, the need to go won out and his pee flooded into the diaper. As the warming sensation spread throughout his crotch, he felt a strange calm wash over him. 

He had just wet his pants for the first time in more than 20 years, but he felt oddly at peace. The mess was well contained within the plastic lining of his diaper, and it felt warm and squishy on his sensitive parts. “Not so bad…” he thought. 

But now came the hard part. Going and facing Gloria and asking to be changed. This would be humiliating. He stood fixed to the floor for a few minutes. 

“Everything ok in there?” Gloria called from the hallway. 

“Y.. uh.. yeah. Yes,” Rick stammered. 

Suddenly Gloria entered the room. Smiling, she approached Rick and extended her hand toward his crotch. Pinching the swollen padding, her smile grew. 

“Aw, there, not so bad is it? Just a wet diapie, no big deal.”

“Heh.. no ma’am. I.. guess not,” Rick said nervously. 

Gloria ran her fingers along the leg cuffs in the rear. Patting Rick’s bottom she said, “Ok but not quite wet enough for a change yet. These thick ones can last a few hours, you know.”

Rick’s jaw dropped. Did she say HOURS! He thought he would be changed right away!

Gloria dismissed his shock, “Why don’t you snuggle up on the couch and finish your movie from last night? I’ll go get your juice.”

She nudged him toward the couch with a few pets and pats on his rear. Sitting down as she left the room, Rick felt the soggy padding squish against his crotch and butt. It felt very foreign. 

Gloria returned with the Cookie Monster cup. Handing it to him she said, “Here I topped it off for you. Now, I paused the movie when you fell asleep last night. You can pick up right where you left off.” She clicked the remote a few times and soon had the Lion King queued back up. 

She tucked Rick under a blanket and tussled his hair. “I’ll be in the kitchen, so just call out to me if you need anything, or if there are any scary parts in the movie and you need me to hold you.” She smiled and winked and left to go finish the dishes. 

With the movie playing, what else could he do but suckle on his juice and enjoy the show.

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As the movie ended, Rick stretched on the couch. He had wet himself a second time and was hoping for a change soon. 

Gloria came back in the room as the credits rolled. “All done?” she asked. “Well let’s turn it off, don’t want to rot your brain with too much television.” She grabbed the remote and clicked it off. 

“How’s that diapie doing?” she asked bluntly. Not waiting for a response, she pulled back the covers and checked him. “Uh oh, looks like somebody had another accident.”

Rick blushed and averted his eyes. 

“It’s ok sweetie. We’ll get you all cleaned up. I think maybe you should have a bath too.”

Rick’s face perked up. He liked that sound of that. 

Gloria took note. “You stay put, I’ll go fill the tub.”

A few moments later, she called to him from the top of the stairs. “Ok big boy, time for your bath!”

Rick waddled from the couch to the stairs. As he climbed, he noticed how much the diaper had swollen and begun to sag between his legs. It made him feel like a real baby, one who badly needed a diaper change. 

As he squished and crinkled into the bathroom, Gloria was turning off the water. The tub was filled with warm water and sweet smelling bubbles. She also had added a small plastic boat and some toy dinosaurs. 

“Ok Ricky, let’s get you out of that yucky wet diaper.” Rick held his arms out while Gloria tugged at the tapes and let the sodden Pamper fall away from his butt. She rolled it up and tossed it in the trash can. 

“Arms up,” she instructed, and quickly pulled his shirt off leaving him totally naked. 

“Ok buster, into the tub,” she sent him toward the bubble bath with a sharp slap on his bare bottom. That was enough for Rick to simply do as he was told - he nearly jumped into the water, wincing as his still-bruised butt hit the porcelain tub. 

Gloria soaped a sponge and went straight to work scrubbing him. She lifted his arms and washed his armpits. She spread suds all over his back, neck and tummy. Reaching down, she pulled his feet out of the water one at a time and scrubbed in between his toes. 

It felt strange to be washed like this, but Rick was also very relaxed. The warm water and sweet scent of the bubbles put him completely at ease, and he began to enjoy the babyish way Gloria was treating him. 

The sponge made its way up Rick’s legs to his package. Gloria gave him a knowing smile and winked. “We need to make sure my boy is allllll clean. Every last part.” His dick hardened as she rubbed him with the soapy sponge. 

With his cock now at full mast, Gloria ordered, “Ok get up on all fours so I can wash that tushie.”

Rick did as he was told and put his butt up in the air out of the water. 

“Aw poor baby with a sore bruised bottom,” Gloria commented. “Somebody had to get spankies didn’t he?” she said, dialing up the baby talk. 

She rubbed the sponge gently around his sore cheeks, then quickly ran it between them. Lathering soap all over, she got her free hand involved and worked it up and down his butt crack, teasing his hole as she did. 

Rick let out a low groan. The sensation on his ass was incredible. He was really enjoying the attention he was receiving. He gasped when Gloria’s finger slid inside him briefly. 

Tugging his hard on, she playfully scolded, “Naughty, naughty little boy.” She slapped his bottom and giggled, then said, “Ok sit down so I can wash your hair little one.”

She rinsed his hair with a pitcher and quickly lathered it with baby shampoo. The scent immediately transported Rick back to childhood. He felt so at ease and was thoroughly enjoying his bath time. His hard cock bobbed among the bubbles. 

“Close those eyes, time to rinse,” Gloria again dumped water from the pitcher on Rick’s head and rinsed away the shampoo. “Good boy. Ok, you can play for a few minutes while I get your diapers ready.” She left and crossed the hall to the bedroom. 

Left alone in the tub, Rick thought about her words, “get YOUR diapers ready.” They were HIS diapers. He wore diapers now. He’d be back in a diaper again in just a few minutes. 

And he was looking forward to it.

The affection he’d received in the tub had sealed it for him. This was downright fun. 

And very sexy. His hard on had not abated in the slightest. He was desperately hoping Gloria would let him have another ‘accident’ before putting on his next diaper. 

He decided to pick up some of the toys and play for a bit. He drove the boat around through the dissipating suds, and felt himself begin to really regress. 

Rick got so lost in his play, he didn’t notice Gloria come back in the room. She leaned on the door frame, crossed her arms and smiled. Her heart melted seeing this overgrown little boy playing in her bathtub. He seemed to be genuinely having fun, completely regressed to a small child under her care. How delightful!

Gloria knelt down at the side of the tub and began playing with him. The two giggled and splashed for several minutes, before Gloria told him it was time to get out. 

“We don’t want you turning into a little raisin, do we young man?”

Rick shook his head smiling. Gloria pulled the plug and helped him stand up. She wrapped him in a big fluffy towel and helped him out of the tub. Rick shivered slightly as the cool air hit his wet skin. Hugging him tightly, Gloria rubbed his back, shoulders and arms, drying and warming him. 

She dropped the towel to his feet, roughly dried them as well as his legs. As she dried his butt and groin, his hard cock bounced wildly. As she rubbed it through the soft towel, she chided him gently. 

“We’d better get your little bottom in a fresh Pamper before you have another accident, mister! Come on now, it’s diaper time for you, baby boy.” 

Rick’s knees buckled slightly at her touch. He took Gloria’s outstretched hand and followed her back to the bedroom. There on the bed lay a big baby diaper, all stretched out and fluffed up, waiting for his bare bottom. Rick eagerly lay down, the soft padding cupping his bruised cheeks, his cock pointing directly up at the ceiling. 

“Look at you!” Gloria praised him, “All ready for your little Pampers! What a good boy. I’m so glad you’re leaning to enjoy your diaper time.”

Rick smiled proudly and wiggled his butt, making the diaper crinkle beneath him. Gloria giggled and picked up the lotion. 

“This big boy’s in my ways again, though,” she said, nodding toward his dick with a wink. “Ready to have another accident?”

Rick nodded anxiously and breathlessly. Gloria went right to work. She spread lotion directly on his cock and pulled the diaper up between his legs. Stroking him quickly with one hand, she pushed the diaper against his butt and balls with the other. Already worked up from having been teased in the bath tub, Rick was gasping, his dick throbbing. She gave him some encouragement. 

“We need to make this big naughty thing go away so we can get you all snug and cozy in your puffy Pampers. Can you make a big sticky mess for me, sweetie? Can you? Come on baby boy, squirt that mess in your big diapie.”

It didn’t take long before Rick obliged. He spurted cum right into the thick padding. He moaned in ecstasy, enjoying every last drop. His entire body went limp as he lay sprawled out on the bed. He closed his eyes and came very near falling asleep. 

Gloria wiped Rick’s cock with the soft diaper and pulled the front of it up to his tummy.  She saw the boy starting to fall asleep. Patting him through the front of his diaper, she nudged him awake. 

“Can you pay attention honey? I want to show you how to put these on so you can do it yourself when you get home.”

Rick’s eyes opened and he sat up slightly. Gloria grabbed the baby powder and began narrating. 

“So you’ll lie down on it just like you are now, and adjust it to make sure the front and back are even around your waist. Then you’re ready for baby powder.”

Gloria opened the front panel and poured in a load of powder. Smiling at Rick, she said, “You’ll want to use plenty, we don’t want any nasty rashes do we?” She lifted his legs and added an equal amount to his rear end. 

“Ok now ready for tapes.” Gloria set his bottom back on the Pamper and pulled it between his legs. “Do each side on the bottom first, then pull it tight across your tummy and fasten the top tapes.”

She tugged up on the waistband and rubbed his crotch. “And there ya go! All Pampered up. Next time you need a change I’ll let you practice while I supervise.”

She helped him sit up and pulled some clean clothes from his duffel bag. As she dressed him, she said, “I know you are sleepy, and I think nap time is probably a good idea, but I want you to come downstairs for lunch first. After you get a full tummy, then we’ll put you down for a nap, OK?”

Rick was so tightly wrapped around her finger, all he could do was smile and nod. He knew she was not actually asking him if that sounded ok to him - he was going to have lunch, and he was going to take a nap whether he wanted to or not. 

“Good boy. Now do you want mac and cheese or chicken fingers for lunch?”

“Mac and cheese, please,” he answered. He couldn’t remember the last time he’d had mac and cheese. 

“Sounds good,” Gloria said as she pulled his feet through the legs on his jeans. “Up, up,” she instructed pulling him to his feet and yanking the pants up around his diaper. It took some effort, but she managed to button and zip them over the bulky padding. 

“There we go, all ready for the day,” Gloria cooed, patting his bulging crotch. “Do you wanna be my big helper in the kitchen, or would you rather watch cartoons?”

“I’ll help!” Rick said eagerly. He realized he didn’t want to leave Gloria’s side. He was craving her attention, her affection, her maternal watchful eye. 

“Aw, what a sweetie,” she purred. “Ok let’s go then diaper boy!” She whacked his bottom loudly as she led him out of the room. 

The two cooked together and ate lunch almost as if everything was perfectly normal. Gloria made passing references to Rick’s diapered state, and checked him once or twice, but they more or less slipped back into their warm and friendly conversation. 

Of course, Rick drank from a sippy cup and had his food cut up for him…

After they had finished eating, Gloria said, “Ok buster, it’s nap time around here for little diaper boys. Scoot your booty on upstairs and we’ll get you tucked in.”

Once again, Gloria’s authoritative tone and Rick’s state of mind left no room for any confusion. He did exactly as he was told and marched up the stairs, Gloria trailing behind him admiring the view of his diaper bulging out of his jeans. The back waistband peaked out above his pants - she had to stifle a giggle. 

In the bedroom, Rick reached to unfasten his pants, only to have his hands slapped away gently. Gloria unbuttoned and unzipped him and tugged on his jeans, exposing his poofy diaper. She pushed him back on the bed and raised his ankles in the air, sliding his pants all the way off. 

Feeling very infantile once again clad in only a t-shirt and a diaper, Rick lay back on bed with a yawn suddenly feeling very sleepy. He snuggled under the covers as Gloria pulled them up to his chin. His eyes began to flutter and close. 

As he drifted off to sleep, Gloria caressed his back and bottom, offering small pats to his padded rear through the blanket. “Goodnight my big baby boy. Sleep tight,” she whispered. 

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Hi! Seems like a few of you are still following along here. I’ve got more plans for little Ricky and his new mommy (and maybe a third character hinted below…) if there’s continued interest. 

Here’s a short dream sequence with a flashback to where it all started…

———

Rick fell quickly into a deep sleep. As he drifted off, he was aware of the thick padding between his legs and wrapping around his butt. His adult life faded away and he was transported back in time as he dreamt. 

Suddenly, he was 12 years old again riding in the back seat of Mrs. C.’s minivan, dressed in his soccer gear.

“I need to stop off for a few groceries on our way home, kids,” Gloria announced from the front seat. 

“Ok. Can we pick out soda?” came. voice from the passenger seat. Through the haze of his dream state, Rick couldn’t see the face of the passenger. But he knew it wasn’t his friend Aaron. The voice was a girl’s. 

“Sure you can. Just don’t go spoiling your dinner, Lynne,” Gloria stated. “That goes for you too back there, mister Ricky,” she added, looking at him through the rear view mirror with a stern glare. 

“We won’t Mrs. C. Don’t worry!” Lynne replied on his behalf. 

Lynne. It was his middle school crush. Strange… she had also been on his soccer team that year, but was never in Mrs. C.’s carpool. Rick had always wanted to ask her out. In high school, they were good friends but never got the romantic timing just right. 

The van pulled into the grocery store of Ricky’s childhood. Everything was familiar. The scent of the bakery section, the tint of the fluorescent lighting, the ladies at the cash register. A flood of memories enveloped him. 

“Ok you two, five minutes and meet me right back here,” Gloria instructed. “And don’t get lost,” she scolded. 

Suddenly, Ricky and Lynne were face to face in the soda aisle. He felt her hands squeezing his butt firmly, one hand on each cheek as she pulled him in for a kiss. He felt his cock swell and start to drip. 

The scene blurred, and they were now in the bakery section. Lynne giggled as the two stuffed donut samples in their mouths. 

“Wait I have to pee…” Rick said. He turned and saw the sign for the boys’ room. 

But his body was pulled quickly the other direction. He turned and saw Lynne tugging him by the wrist. 

“No we have to go! Mrs. C. said five minutes. We don’t want to keep her waiting!”

Ricky’s viewpoint instantly shifted to the checkout line. Lynne set her soda bottle on the conveyor, and he placed his down next to hers. 

As he did so, Gloria stacked two large bags of Huggies Diapers behind the soda bottles. Ricky stood transfixed as he remembered his need to pee. His bladder ached and he squeezed his legs together. 

Through the haze, he heard some indistinct chatter with the checkout ladies about how big they were making Huggies these days. “All the way up to size 10!” someone commented. “Those must be some big babies!”

Again a blur and Rick was back in the van, fidgeting in the back seat, desperately trying not to wet himself. The he heard a familiar conversation.

“Now don’t spoil your dinner you two, or else you’ll get your bare bottoms spanked.”

“We already accomplished that!”

“Getting your bare bottom spanked??”

“No! Spoiling our dinner! There were donut samples in the bakery.”

The car went silent. Ricky waited for Gloria to laugh it off. She didn’t. 

“Ricky is that true? You both already spoiled your dinner?”

“Yes ma’am,” Ricky chirped. He continued doing his potty dance, sitting in the rear bucket seat. 

“Well I suppose you’ll have to have your bare bottoms spanked then. Both of you.”

There was silence for a moment. Then Lynne giggled loudly. 

The van slowed. Gloria steered to the right and stopped the van on the shoulder of the long county road. Rick knew what his coming and his cock stiffened. 

“Ok little girl, get over my knee.”

Rick watched from the back seat as Gloria slapped Lynne’s bare butt, making it turn a deep shade of pink. Lynne giggled and yelped. 

“You’re turn buster,” Gloria said. Instantly Rick was upturned looking at the floor of the van. He felt Gloria smack his naked rear, and suddenly remembered how badly he needed to pee. 

The sharp slaps and jostling over Gloria’s lap became too much. He spurted pee into his soccer shorts, down his legs, and onto Gloria. He didn’t empty his bladder, but let go enough to relieve the pressure. 

“Oh my!” Gloria yelled. “Oh sweetie, you had an accident!” She pulled him upright. He felt the wetness all around him, as though he has spilled a drink in his lap. 

“Lynne, honey, can you helps us out? Will you climb in the back and grab some wipes and a bag of Huggies?” 

Lynne just giggled and climbed in back. “Good thing you bought these big diapers, Mrs. C.! They’re just the right size for little pee pants Ricky!” she exclaimed, still giggling. 

Next thing he knew, Ricky was on the floor of the van with his legs in the air being wiped clean. He looked down as Gloria pulled a giant diaper up between his thighs. She and Lynne each fastened one tape then rubbed his tummy and cooed at him. 

Another blur, and he was buckled back into the back seat with no pants and his baby diaper on full display. As they drove down the county road, each bump caused Rick to leak a little pee into his Huggies. 

Finally, the pressure grew too great and he flooded his diaper. He felt the warm pee spread around his butt and swell the padding between his legs. 

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Rick shot straight up in bed. It took a moment for him to realize he was soaked and still peeing. He threw back the covers about to instinctively jump out of bed and run to the bathroom, but he froze when he saw his diaper. 

A wave of shame crashed over him. He had just uncontrollably wet himself while sleeping! 

But he was in a diaper. As he finished soaking the Pamper, he spread his hands around the sheets finding them completely dry. Rick’s hands then moved to his diaper. It was completely sodden, swollen and squishy. 

Rick came to the realization that each time he had peed in his dream, he was probably actually peeing in real life. It has felt so real, he must have been spurting out streams of pee and didn’t wake up until his bladder finally emptied in a big gush. 

“But the bed is completely dry,” he thought. “I guess it’s a good thing I was wearing a diaper.”

Then his thoughts wandered back to the dream he’d had. Rick had fantasized about that moment for years - what would have happened if Gloria had pulled over to the side of the road and followed through on her teasing threat to spank his bare bottom. 

The dream had played out like many of his fantasies, but with some decidedly new wrinkles. Mrs. C. had not been buying Huggies at the store that day fifteen years ago. And Lynne had definitely not been there. 

Rick’s mind drifted to Lynne. He recalled their flirtations over the years, as well as their missed connections. There was definitely chemistry between them, but they never quite got it right. 

A soft tapping on the door snapped him out of his day dream. The knob turned and the door creaked slowly open. 

“Oh, you’re up… I’m sorry did I wake you?” Gloria said in a hushed tone, entering the room. 

“No, no I just was waking up.”

“Oh good. I was checking in because it’s getting close to dinner time.” She sat beside him on the bed. “Did you have a nice rest? Any good dreams?”

Rick blushed remembering the scene that had just played out in his mind. He felt awkward facing Gloria having just been dreaming about her. 

Gloria squeezed the front of Rick’s diaper. “Oh my! Good thing we had you diapered for your nap time. You would have soaked the bed!”

Rick just continued blushing, turning an even deeper shade of red. 

“Do you want to try changing yourself this time?”

“Ok, I guess so…” 

“Aw, do you like it better when Momma Glo does it for you? That’s sweet, but you should practice so you can do it the right way at home. We don’t want any wet beds because of leakies do we?”

“Yes ma’am,” Rick murmured. Mrs. C.’s reference to herself as ‘Momma Glo’ was sweet and endearing, but he was still unsure of whether to call her anything but Mrs. C. or ma’am.

Gloria handed him a package of wipes. “Ok go ahead, which part goes first?”

Feeling patronized, Rick stopped himself from rolling his eyes and tugged at the tapes. As they loudly ripped away from the front panel, he opened the diaper and began wiping himself. 

“That’s it,” Gloria encouraged, adding, “and don’t forget your backside.” She beamed as he lifted his knees to his chest and reached down to clean his tush, still showing deep bruises from her hairbrush. 

She pulled the soggy diaper out from under him and rolled it up. Handing him a fresh one, she instructed, “Now be sure to fluff up the middle and stretch out all the corners whenever you unfold a clean one.” 

Rick did so, and again lifted his ankles above his head to slide the diaper under his butt. Gloria couldn’t help giggling this time, 

“I must say that is one cute, well-spanked little bottom you have there!” She handed him the baby powder. “As long as that little tush is up in the air, might as well powder it.”

As Rick awkwardly dumped powder on his rear and into the diaper, Gloria couldn’t help herself. She extended her hand spreading the sweet smelling powder across his cheeks and rubbing it into his skin. Her hand on his tender ass felt amazing. Rick let out a contented sigh. 

“That feels nice doesn’t it honey?” Gloria cooed at him. “Ok let’s powder up the front side, tape you up and we’re ready for dinner.”

Rick lowered his bottom onto the soft diaper and dumped powder all over his front side. To his delight, Gloria again helped rub it in on his most sensitive parts. The sensation was heavenly. 

Before he got too worked up, she pulled up the front of the Pamper between his legs. “Naughty boy,” she chided with a wink, “time to get you taped up before you make another big mess.”

He took the top edge of the diaper from her and pulled it up to his waist. Rick noticed how he had begun getting used to and even enjoying the sensation of a diaper being pulled up tight through his crotch. 

Gloria leaned back on the bed to inspect his method as he did the tapes. He followed her instructions, taping the bottom two first, then the top. 

“Ok stand up young man, let’s have a look at you,” Gloria helped him to his feet. She pulled open the front waist band. “Not too bad,” she commented, “but you’ll want to make these tighter on the top next time. If it’s too loose, it’ll start to sag down when it gets soggy. And we don’t want these diapies sliding down off your little fanny, do we?”

Rick blushed again. Her constant baby talk was endearing, but also made him self conscious. His “soggy diapies” would be at risk of falling off his “little fanny.” There was no question that in Gloria’s eyes, he was just an overgrown toddler who needed to be taken care of. 

She tugged the diaper up around his waist, pulling it snugly against his bottom and crotch. She then popped open each of the top tapes, tightening them across his tummy. 

“There we go! All clean and dry in a nice fresh diaper.” She ran her hands along the edges around his crotch, fluffing up the leak guards. Spinning him around slightly, she inspected his backside, again running her fingers along the edges. “Very good, nice and snug.”

She gently patted his diapered bottom. Rick certainly wasn’t getting tired of that. 

“Alright, almost time for dinner. Can you be my big helper again and set the table?”

“Yes ma’am.”

“Good boy. Let’s go.” She thumped him on his rear end and then picked up the dirty diaper from the floor. 

“I may need to put a diaper pail in here at this rate, huh? If my big baby keeps making all these yucky Pampers…” Gloria commented with a wry smile. She tossed the sodden diaper in the bathroom trash with the other used ones, and the two made their way downstairs. 

Rick waddled into the kitchen pantsless, his Pampers still on display. Gloria went to the stove to finish cooking and pointed to a stack of dishes set out on the counter. 

“Here you go sweetie, can you set these out on the table for me?”

Rick picked up the plates and silverware, then noticed the cups. There was one stemless wine glass and one plastic sippy cup. But it wasn’t the Cookie Monster cup he had used earlier. This one had a cartoon drawing of a baby drinking from a bottle and wearing a comically poofy diaper. 

He smiled to himself. “Where did she get all this stuff?” he thought silently. “And so much of it! She was obviously very prepared to turn me into a baby. I wonder what else she has in store…”

Rick went about setting the table and Gloria soon came up behind him putting out the food. 

“Is your little bottom still sore? Do you need a cushion again?” she asked. 

Rick’s butt was definitely still tender from the walloping he had received that morning. He hung his head silently with embarrassment about his current state - thickly diapered and nursing a well-spanked bottom.  

Gloria just tapped his butt gently and tossed a cushion down for him. “There you go, sweetie.”

“Thank you,” he replied a bit glumly. 

“Now no need to pout,” Gloria chirped. “I know you didn’t like getting a spanking this morning, but we both know you needed it.”

“I know. I broke the rules so I needed to be spanked,” Rick replied, flinching as he sat down. 

“And, we also both know you’ll need it again before too long,” she said authoritatively. 

Gloria put a piece of chicken on his plate and began cutting it up for him without skipping a beat. “Speaking of which, I was thinking maybe you’ll need one last reminder before you leave tonight.”

“But… but.. another one??” Rick stammered. “I don’t need a reminder! I promise I’ll be good!” He was panicking. His ass hurt so much, he couldn’t possibly take another spanking!

“Oh relax now!” Gloria scolded. “I said a reminder, so just with my hand like you got last night before dinner.” She quickly added, “as long as you’re a good boy during dinner! Any misbehavior and I’ll drag you right back upstairs for another dose of my hairbrush.”

Rick took a deep breath. “I guess that’s ok… I guess I can handle a hand spanking,” he sighed, desperate to at least avoid that nasty brush. 

“Oh I’m glad it meets with your approval,” Gloria said sarcastically. “But just so there’s no confusion - around here, I make the rules, I decide when and how spankings are given, and I decide if any additional punishments are required. Little boys like you do not get a say. You simply do as you are told and get spanked when I say you need it.”

Rick sat in his chair feeling about two feet tall. He stared down at his plate as Gloria heaped vegetables on it. “Yes ma’am,” he murmured unenthusiastically. 

Gloria continued. “In fact, I think this might be just the right way to start and end our sleepovers from now on. You’ll go over my knee the minute you walk in the door, and you’ll be right back over for a reminder before you get in your car and drive away.”

He couldn’t argue with that. He had been the one to ask for a spanking in the first place. He had invited himself over that weekend knowing full well he was in for a very sore bottom. 

“Yes ma’am, you’re right. That’s a good idea.”

“Good boy. Then it’s settled. One more trip across my lap before your drive back to the big city.”

Rick blushed and grinned. 

“Now eat up before it gets cold. And I expect you to finish all your veggies before you ask me for dessert, buster.”

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The two turned to their dinner. Light conversation ensued, but it was difficult for Rick to forget that he had one more spanking coming. Gloria hadn’t really made him wait for it like this before. 

And she was thoroughly enjoying herself, watching the young man sweat it out. She had seated herself in a way that gave her a natural sight line to Rick’s thickly padded crotch, and she was really enjoying the view. Every so often, he shifted in his seat, certainly still feeling the soreness in his butt and making his diaper crinkle loudly and adorably. She couldn’t help smiling as he sipped his “grape juice” from his baby cup. 

Gloria was enjoying every minute, and she relished the fact that she had ensured one more opportunity before he left to bend the big boy over her lap and watch his firm, cute little cheeks bounce under the force of her bare handed spanks. 

The two finished their dinner and had some dessert (Rick was praised for having eaten all his vegetables). 

“Ok buster, we’d better get you on the road. I’ll take care of the dishes, why don’t you go pack up.” Rick did as he was told and waddled out of the kitchen. Gloria called after him, “Don’t forget to pack up your diapers!”

“Yes Mrs. C.!” he called back. How could he forget? His duffel bag was already loaded to the brim with thick babyish Pampers. 

As he packed up, Rick realized he needed to pee. He knew he wouldn’t be allowed to use the toilet, and he wasn’t sure he was up for another humiliating diaper change. He decided to hold it and find a bathroom along the road. 

Rick toddled back down the stairs a few minutes later, fully dressed (with a diaper underneath his pants, of course) and his bulging duffel slung over his shoulder. Gloria met him at the bottom of the stairs. 

“Ready for one more spanked bottom?” she asked. Rick wondered for a moment what might happen if he said no. But he decided he didn’t want to find out. He hung his head in defeat, his fate sealed. 

“Yes ma’am,” he muttered, reverting to his standard refrain. 

Gloria simply pulled his bag from his shoulder and set it on the floor. She took his wrist and led him to the kitchen. Sitting in a chair, she quickly unbuttoned Rick’s pants and yanked them to his knees, once again exposing his bulky diaper. 

“Now when I gave you your first ever spanking, a few weeks ago, I believe I told you I only ever give spankings on the bare bottom, did I not?”

Rick nodded. 

“So do you think I’m going to let you keep this diaper on covering up your little tush?”

Rick shook his head. 

“No, that’s right, I’m not. Your diapers will always come down when you need to be spanked. Turn around.”

Rick did as he was told. Gloria hooked her fingers in the rear waist band and rolled his diaper down over his cheeks. Spinning him back around, she pulled the front waist band up and poked the padding in his crotch. 

“We’ll keep it pulled up in front to protect against any accidents.”

Rick just stared back. He still didn’t want another spanking. And her reference to ‘accidents’ reminded him of his full bladder. 

“Ok little boy. Bend over my knee.”

Rick hesitated. Gloria didn’t wait. She grabbed his elbow and yanked him across her waiting lap, his diaper crinkling as he landed. Gloria tugged his Pamper further out of the way and got right to work. 

She slapped his bare bottom, not too hard, but right on his sit spots which bore deep bruises from her hairbrush. It was enough to make him squirm around on her lap. 

“Keep still little boy. You know very well that you deserve this. You have been a naughty little boy. And when little boys are naughty, they have their diapers pulled down for a bare bottomed spanking.”

The sting was real. Gloria’s firm hand coupled with Rick’s already sore bottom combined for some serious discomfort. But it was Rick’s aching bladder that was really causing him to wiggle. He wasn’t sure how much longer he could hold it. 

Gloria continued spanking at a steady pace, making Rick’s bare behind turn from pink to red. She kept up her scolding too. 

“This should be a good reminder about how I deal with misbehaved boys like you. You will never be too old for a trip over my knee. You’ll never be too big for me to spank you like a little boy.”

She stopped for a moment and tugged on Rick’s diaper. “You’re obviously not too big to make pee pees in you pants. If you still need to be kept in diapers, then you are certainly not too big to be put over my knee like a little boy and be given a good sore smacked bottom. Isn’t that right?“

She didn’t wait for an answer and instead continued spanking. “Yes, you’re just a little boy, aren’t you? You pretend to be a big grownup, but deep down you’re just an overgrown toddler who still needs his diapers changed. And who still needs his bare bottom spanked when he misbehaves.”

The references to wetting his pants only intensified Rick’s need to pee. The pressure on his bladder continued to mount, and the rhythmic spanking made it impossible to keep holding it. He let go a long spurt before managing to cut off the flow again. The pee soaked quickly into his waiting diaper. 

Gloria kept spanking for several minutes. Finally, with Rick’s butt showing a nice shade of crimson, she stopped. But she held the boy firmly over her lap for a moment. 

“Ok honey, your reminder spanking is all done, but I’ve been thinking…” Gloria paused a moment. “I didn’t like the way you tried to argue with me at dinner about getting another spanking tonight.”

Rick had an idea where this was headed, and he feared for his poor bruised backside. But he was still more focused on trying not to further wet his diaper. 

Gloria continued, “I don’t want there to be any confusion going forward. If I decide that you need a spanking, there is to be no arguing, no negotiating, no discussion. Just compliance and obedience. And a red bottom  

“Don’t forget, you were the one who came to me asking if I would spank you. You knew full well that a spanking from me would be unpleasant, but deep down you knew you deserved it and would benefit from some discipline, and so you asked me to spank you.”

A little more pee escaped into Rick’s diaper, but he was able to stem the flow again. Gloria pulled him up off her lap and stood him up. She looked up at him from her seat on the kitchen chair.

“So to make sure you understand, I’m going to give you a taste of what you’ll get the next time you try to beg or whine your way out of a spanking.” She took him by the arm and led him around the kitchen counter, Rick stumbling awkwardly with his diapers around his thighs and pants pulled down to his ankles. 

Gloria opened a drawer next to the stove and quickly produced a thick wooden spoon. Pointing to the counter top, she commanded, “Put your elbows down here and stick your bottom out.”

Rick quickly did as he was told, hoping to show a measure of obedience, but also hoping to get this over with so he could get on the road and find a toilet. 

Gloria adjusted his hips and pulled them back so his butt was squared up awaiting the spoon. She noticed him fidgeting and realized he may be trying to hold in some pee. She decided to drag things out a bit.

With her left arm wrapped around Rick’s waist holding him in place, Gloria squared up the spoon and tapped it against his red bottom.

“Now young man, I want you to tell me why it is you asked to come have a sleepover this weekend,” she prompted. 

Rick breathed a deep sigh. “So you would give me a spanking, Mrs. C.”

CRACK! The spoon landed sharply on his tender rear. 

“And why is it you wanted me to give you a spanking?”

“Because I’m a naughty boy and I deserve to be spanked.”

CRACK! Another explosive blow had Rick very near losing control of his bladder. 

“Who decides when you get spanked?”

“You do, ma’am.”

CRACK! By now, every spank from the spoon caused him to spurt streams of pee into his diaper. 

“Who decides how hard you get spanked?”

“You do, ma’am.”

CRACK!

“Who decides what you get spanked with?”

“You do, ma’am.”

CRACK!

“Who decides when you need to wear diapers?”

“You do, ma’am.”

CRACK!

“Who decides when your diapers get changed?”

“You do, ma’am.”

CRACK!

“Who decides when you have to stand in the timeout corner?”

“You do, ma’am.”

CRACK!

“Who decides how long you stay in your timeout?”

“You do, ma’am.”

CRACK!

“Who decides if you need any other punishments?”

“You do, ma’am.”

CRACK!

“Who decides if you need your mouth washed out with soap?”

“You do, ma’am.”

CRACK!

“Who decides if you need to be grounded?”

“You do, ma’am.”

CRACK!

“And who decides if you need to go over my knee for a reminder spanking, even if you’ve been behaving yourself?”

“You do, ma’am.”

CRACK! CRACK! CRACK!

Gloria spanked in earnest now, alternating cheeks and slapping Rick’s bruised sit spots with enthusiasm. 

Rick had given up his hopeless struggle to hold his pee. He began to cry softly as he flooded his diaper. 

Gloria resumed scolding. “This is exactly what you need, and you know it, don’t you? You’re just a little boy who needs a mommy. You need a mommy to teach you right from wrong. A mommy to punish you when you’re naughty. A mommy to clean up after you and change your little diapers when you have accidents. 

“You are just a little boy, and little boys need their mommies, don’t they?”

“Yes Mommy.” The words left his lips reflexively. Given how hard he was being spanked, it didn’t quite register with either of them what he’d just called her. 

Gloria delivered a finally flurry of spanks, then set the spoon down on the counter and rubbed Rick’s butt softly as he sobbed. 

“There, there, it’s ok. You’re my good boy again. You just had to learn a lesson about talking back to me. Now you know - if I say you’re getting a spanked bottom, there’s no getting out of it. And trying to beg or whine will only make it worse.”

Rick just sobbed and nodded. “I’m sorry.”

“I know you’re sorry, sweetie. In fact, we can skip your corner time this time. I think sitting on that sorry sore bottom in the car all the way home will give you plenty to think about.”

Gloria gently tugged his diaper back up over his beaten backside. Putting her hand between his legs, she confirmed her suspicions. 

“Well it sure seems a good thing I didn’t pull your diaper all the way down. You soaked yourself during your spanking!”

Rick just averted his eyes and kept sniffling and wiping his eyes. She patted his puffy butt, squishing the wetness against his sore cheeks. 

“How about I put you in a nice fresh dry diaper then you can hit the road?”

“Ok,” Rick sniffled. He followed her upstairs with his pants still around his knees and gently lay on the bed. 

Gloria made quick work of the diaper change, methodically and efficiently cleaning him, powdering him and taping him into a fresh Pamper. She helped him to his feet a pulled up his pants. Before fastening them, she wagged a finger at him and inquired. 

“Now what are the rules about diapers this week?”

“Put one on before bed each night.”

“That’s right, seven nights in diapers starting tonight. And when you’re wearing diapers and you have to go potty, where do you go?”

“In my diaper.”

“That’s right. And what happens if you don’t follow the rules?”

“I’ll get spanked.”

“Spanked over your diapers?”

“No.”

“Spanked where?”

“On my bare bottom.”

“That’s right. A long hard spanking over my knee, pants and diapers pulled down, with my hairbrush on your bare bottom.” Gloria reached behind him a swatted his diapered butt for emphasis. “Right here.”

As she fastened his pants, she said. “Now given how many pee pee accidents you’ve had since your nap, I’m not sure I packed you enough diapers for the week. You go ahead and load your bag in the car, I’m going to get a few more just in case. I’ll meet you in the driveway.”

Rick really didn’t think he needed any more diapers, and he knew none would fit in his duffel bag, but at this point he knew far better than to argue. He shuffled back downstairs, retrieved his bag and headed outside. 

As he tossed his bag on the back seat of his car, he looked up and saw Gloria walking toward him with a full, unopened pack of diapers. The packaging was clear, and left no question about what was inside - very big, very babyish Pampers. 

“Here you go,” she said, tossing the bag on the back seat next to Rick’s duffel, “I brought a full ten pack just in case. That should give you plenty to get through the week.” 

She slammed the back door of his car. Rick stood a bit stunned that Gloria had just paraded out her front door with a bag of big baby diapers in full view of anyone who may have been passing by. Fortunately, the country road in front of her house was quiet and deserted. Rick made a mental note to move them to the trunk and out of view when he stopped for gas. 

Gloria pulled Rick into a tight hug. “It was so nice having you here this weekend. I had fun taking care of you. I hope you had fun too.”

“I did, Mrs. C. Thank you for having me, and for taking such good care of me. I had fun, except for the spankings…” Rick trailed off. 

“Yes, well unfortunately those were necessary. I think you learned a few good lessons about how to be a good boy. And speaking of which, since you didn’t have a timeout after your last spanking, I want you to sit quietly for the first ten minutes of your drive. No radio, no music, no phone calls. You just sit there and think about why you had to be punished.”

Rick hung his head. “Ok, I will.”

“Good boy.” She kissed his cheek. “Ok drive safely. Text me when you get there so I know you’re home safe.” 

She turned to walk back in the house, but slapped his bottom hard as she did, adding, “And behave yourself little boy! Or else…”

Rick rubbed his smarting butt. “Yes mom- … Yes ma’am.”

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Rick drove down the wide county road, still diapered and abiding Gloria’s instructions to drive silently for ten minutes. He needed to stop for gas, and knew of a station about ten minutes up the road, so he figured he would turn on the radio after filling up. 

His mind wandered and recalled the many events of the past 24 hours. He had been put over Gloria’s knee on four occasions and was given a fifth spanking over the kitchen counter. He was sure he’d have bruises for at least a week. His ass hurt so much, he had to keep shifting and fidgeting in the car seat, even with the added cushioning from his diaper. 

His diaper. He had been wearing diapers all day. He had only used the potty once, and that one time resulted in a blistering hairbrush spanking. 

Rick was conflicted. It felt strange to wear diapers, and ever stranger to use them. But he truly did want to please Gloria and be obedient to her. He relished the relationship that was forming, that he had someone to look after him, tell him what to do, hold him accountable, punish him when he screwed up. Perhaps it was only natural that she would also baby him under those same circumstances. 

He didn’t mind the feel of the diapers. He definitely enjoyed it when Gloria rubbed lotion and powder on his sensitive parts. 

Wetting them was still awkward. But he hadn’t only just peed in his diapers… His diapers had been acutely involved several incredible orgasms since last night. The sensation of rubbing the wet squishy one against his hard cock first thing in the morning had been delightful, something he thought he could definitely get used to. He expected he would have ample opportunities for similar playtime this week. 

His hands drifted to the thick bulge between his thighs as his cock began to stiffen. “It’s awkward, and different,” he thought, “but I could get used to it…”

His mind drifted to Gloria referring to herself as ‘momma’ and ‘mommy.’ He had even called her mommy in the heat of the moment during his last spanking. 

“Mommy…” he let himself say out loud. 

It was pretty natural. Mrs. C. had always effectively been a second mom to him. Now, she had given him several bare bottomed spankings, scolded him, bathed him and even changed his diapers… she sure was acting like a mommy. 

The dashboard dinged, reminding him he needed gas, and snapping him out of his day dream. 

“Only another mile to the gas station,” he thought. “Then my ‘timeout’ will be over.” He had to chuckle. 

A few minutes later down the road, he stood outside his car at the gas pump. He felt the bulk of his diaper and was momentarily concerned that others at the gas station might notice his puffy bottom. 

Lost in his thoughts, at first he didn’t hear his name being called. The voice got closer and he was abruptly snapped out of his trance. 

“Ricky?! I thought that was you! How are you??”

Rick looked up. It was Lynne. His crush since middle school. The girl he’d dreamed about just that very afternoon. Walking right up to him. In the flesh. 

She looked amazing. Lynne was slender, but far from skinny. Her full, pert breasts bounced slightly as she approached him. They gave way to a flat stomach and round hips, supporting a firm and supple ass. With her should length wavy blonde hair and her million dollar smile, Rick stared across the gas station dumbstruck. 

“It’s me, Lynne!” she said, as he gaped at her. 

He broke his silence just in time. “Lynne! Oh wow, how are you? Sorry, I promise I did recognize you, I was just spaced out. These country roads, you know…”

“Ugh, don’t I know. I can’t wait to get back to the city and away from the stench of cow shit!”

Still a fiery spirit. And in the city??

“Oh? You’re in the city now? Me too!” Rick said eagerly. 

“Yeah I had heard from my mom that you were living there. I’ve only been out there a few weeks since I finished grad school at State. But had been meaning to look you up. And now here you are! What luck! Were you back in town visiting your folks?”

“Y.. yeah,” he stammered, caught off guard by the question. “Yeah, was seeing my parents. And I also dropped in on Mrs. C. You know her husband took off on her?”

“Yeah I heard about that. What an asshole. But how nice of you to check in on her!”

“Heh heh, well, it was my mom’s idea if I’m being honest. But yeah, she was always like a second mom to me, so was nice to catch up with her.”

“Aw that’s so sweet. You were always such a sweetie, glad to see that hasn’t changed.”

“What can I say, I’m a pretty terrific guy,” Rick said with a cheesy grin. 

It was as if he was back in high school flirting with her. He cranked up the charm. For a moment, he completely forgot what he wore under his pants. 

“Yeah yeah yeah,” Lynne said, nudging his arm teasingly. “And a pretty terrific smartass too.”

Her use of smartass reminded him that his ass was currently smarting quite a bit. He remembered the diaper around his butt. He started to sweat. 

“So you’re headed back to the city now?”

“Huh? Uh, oh yeah.. headed back.” Get it together man, he thought. 

“Ugh, we’re ships in the night I guess. I’m on my way in. I’m staying with my folks for a few days until I start my new job next week.”

Rick deflated momentarily. They never could get the timing quite right. 

“But I’ll be back downtown on Friday. We should grab a drink!”

Friday?? Friday. He could do Friday. 

“Yeah! That’d be great!!” Rick boomed. He realized he was maybe suddenly coming on too strong. Lynne let out a giggle. 

“Ok then, it’s a date.” She blushed. “Here, put your number in my contacts,” she said passing over her phone, “I’ll text you.”

Rick quickly typed in his number and handed it back. “Can’t wait,” he beamed. 

The two hugged, and Lynne turned to go back to her car. She looked back briefly as she passed Rick’s fender, and giggled again. 

Rick enjoyed the view as her tight ass swayed side to side. He still couldn’t believe his luck bumping into Lynne. And he had a date with her in just a few days!

He waved as she drove away, closed up his gas tank and drove off himself. He felt so light, he might as well have been flying. 

About an hour down the road, Rick felt the urge to pee. His reflex was to find a place along the way to stop and use the restroom. 

“Wait,” he said aloud to the empty car, “I don’t need to stop!”

He flipped on the cruise control, adjusted in his seat, spread his legs and relaxed his abdomen. 

This time, it only took a brief moment before a stream of pee gushed into Rick’s diaper. It felt weirdly satisfying to just let loose like that. And the warmth that spread around his crotch and down onto his butt was extremely pleasant. 

Rick smiled from ear to ear. He was actually looking forward to spending the week in diapers, and felt happy to have plenty on hand in the backseat. 

In the… backseat. 

On the side of the car where Lynne had been standing. 

Not just stuffed out of sight in his duffel bag. In plain view. 

A big bag of baby printed, adult sized diapers. In his car. 

His mouth went dry. His brow grew damp. 

“Shit!!! Did she see them?!?! SHIT!!” Rick screamed at his steering wheel. 

The rest of his drive was a blur. His mind raced. Did she look over that way? She couldn’t have noticed.. right? There’s no way she could tell he was wearing one. Right???

Safely parked in the parking garage under his building, Rick took a deep breath. Popping the trunk, he jumped out and opened the back door. He picked up the pack of Pampers and hastily tossed them in the trunk. He grabbed his duffel, locked the doors, and practically ran to the elevator and hustled into his apartment.

He tossed his bag on the coffee table and flopped down on the couch, his soggy diaper squishing beneath him. 

“Well,” Rick thought, “if she saw them, she saw them. She has my number and I don’t have hers. She’ll either text me or she won’t. There’s nothing I can do about it.”

Immediately, his phone buzzed. Rick shot up on the couch and snatched it. Was she texting already???

It was Gloria. 

‘Make it home safely?’

‘Yep, just walked in the door,’ he wrote back, quickly adding, ‘Was just about to text you!’

‘I’m sure you were… ;)   How did your diapie hold up on your drive?’

Rick felt his cheeks flush. ‘Fine. It’s a bit wet, but not ready for a change yet.’

‘Good boy, glad you’re following the rules! Pretty nice to not have to pull over and use a yucky gas station potty, huh? :)’

‘Hehe, yeah very convenient. I bumped into Lynne Z. when I stopped to fill up on my way out of town.’

‘Oh Lynne! How is she??’

‘Great. Just finished grad school and moved to the city. We’re going to get a drink Friday night.’

‘Oh how lovely! Tell her I said hi!’

‘I will,’ Rick hesitated before typing again. ‘I’m worried maybe she saw my diaper though… I wasn’t wet yet, but it was pretty bulky under my pants.’

Gloria smiled. She visualized him laying on his couch in nothing but a soggy Pamper. Her smile grew. 

‘Oh I’m sure you don’t need to worry, honey. Unless she was looking for it, she wouldn’t know any different.’

‘I guess so… but the extra pack you gave me was still out in the back seat. She may have seen through the window…’

‘Well she still wants to get together with you on Friday, right? So either she didn’t see anything, or she did see them and she doesn’t care.’

Rick considered this. More or less the same conclusion he had reached, but he was still very uneasy about the whole thing. 

‘I guess you’re right…’

‘Of course I’m right. Lynne was always such a sweet girl. If she did see your diapers, she definitely won’t give you a hard time about it. Who knows… she may even think it’s cute that you wear diapers!’

Rick had not even thought of that. Gloria was easing his concern significantly. 

‘Ok ok, maybe you’re right.’

‘Boy, don’t you know by now that Momma Glo is always right?’

‘Hehe, yes Momma,’ Rick took a long breath before pushing send. 

Gloria almost melted. She sent back an emoji with heart eyes. 

‘Ok buster it’s a school night so get your diapered fanny to bed. Good night my big Huggie Boy.’

‘Yes, Momma. Goodnight xoxo’

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The rest of that week, Rick thoroughly enjoyed his diapers. He found himself eagerly awaiting the end of each work day, then racing home and getting diapered as soon as he got in the door. The thick padding provided remarkable stress relief. 

And when they got wet and squishy, he rapidly pleasured himself, rubbing the warm mess against his throbbing cock, shooting loads of cum into the thirsty Pamper while imagining himself back across Gloria’s lap being scolded and spanked. 

His still-bruised bottom was another reason he was eager to leave work every day. Sitting at his desk and in meetings was more than a little uncomfortable. The constant dull pain in his ass was a steady reminder of what had transpired last weekend. And a reminder that he needed to continue following Gloria’s instructions, or face the consequences. 

On Wednesday night, Rick was relaxing on the couch in a damp diaper watching tv when his phone buzzed. 

‘Hey Ricky! This is Lynne. Was so nice bumping into you on Sunday. Still free to grab a drink on Friday?’

‘Hi Lynne! Great seeing you too. Yes, Friday still works, looking forward to it.’

‘Great! I’m looking forward to it too. I’m still getting my bearings, can you suggest a place to meet?’

‘There’s a fun pub in my neighborhood called O’Malley’s, good food too. Want to try that?’

‘Wait… That’s just around the corner from me! Are we neighbors??’

‘Oh wow, we must be! Meet there around 6?’

‘Perfect, can’t wait’

‘See you then!’

Rick breathed a sigh of relief. Gloria was right. She either didn’t see his diapers, or she didn’t care. Or… maybe she even thought they were cute, as Gloria had suggested…

He then felt the urge to pee, and simply just leaned back relieved himself. Letting go and wetting himself had gotten steadily easier throughout the week. 

As his diaper warmed and squished against his cock, he closed his eyes and imagined the scene from his dream… Lynne bent over Gloria’s lap, giggling as her sexy bare ass jiggled and turned pink under the slaps from Gloria’s bare hand. 

Rick rubbed himself as he imagined taking his own turn over the knee, feeling the hard spanks sting and warm his bottom. He fantasized about her scolding him. 

“You might think you’re too big for a spanking, but you are not, mister. You are nothing but a naughty little boy who needs to be taught a good hard lesson. This is what happens when you misbehave. You get your bare little bottom spanked bright red.”

His dick throbbed and he quickened his pace. His mind wandered to Lynne tearing open the bag of Huggies and handing one of the big puffy diapers to Gloria. She chided him. 

“Little boys who still wet their pants are definitely not too big for spankings, are they? And when you have an accident in my car, there’s only one solution. Big, thick, puffy baby diapers. If you can’t be trusted to keep your pants clean and the car seats clean, then you most certainly belong in diapers.”

An image from his dream flashes in his mind’s eye - Gloria and Lynne both leaning over him and taping him snuggly into a big Huggie. 

He moaned loudly and exploded cum into his soaking wet diaper. Laying back on the couch, he basked in the afterglow, still envisioning the scene in his new mommy’s minivan. 

His phone buzzed again, snapping him out of his fantasy. It was Gloria this time. 

‘Hiya Huggie Boy! How’s your week been? Are you getting your jammies and your bedtime diapers on?’

Rock wrote back eagerly. ‘Hi Momma! I’m already in my diapers, but probably gonna have to change before bed…’

‘Oh! You’re not just wearing them at bedtime?’

‘I’ve been putting one on when I get home from work every day. It usually gets wet (and sometimes sticky…) and I have to put on a clean one before bed.’

‘Aw what a good boy. Sounds like you’re enjoying being back in diapies (maybe enjoying it a little too much, naughty boy…). Are you running low on supplies?’

‘Hehe, yes I’m having fun :-)  I should have plenty to get through the rest of the week.’

‘Well you just let me know when your supply runs low and I’ll come restock you. Now go get a fresh Pamper and get your little bottom in bed before I have to spank it!’

‘Yes, Mommy! Goodnight!’

‘Goodnight honey, sweet dreams’

————

Gloria set her phone down on her nightstand. She leaned back and imagined the scene at Ricky’s apartment… the slender boy opening up his wet and sticky diaper, raising his legs in the air to clean himself, likely still sporting bruises on his little bottom from her hand, hairbrush and spoon. 

Her fingers spread out between her legs and gripped the thick padding of the pink diaper she herself wore. She rubbed it firmly against her pussy. 

Gloria reflected on how well everything had worked out so far. She knew Ricky would be hesitant about wearing diapers at first and expected she would have to coax him along. Requiring that he wear them under threat of spanking was sure to work, but she never thought after only a few days he would be willingly diapering himself outside of the time he was forced to wear them. 

For her own part, Gloria had also been wearing diapers fairly regularly since young Ricky left on Sunday evening. She loved the way they hugged her butt and crotch, and the warming sensations when she wet them were delightful. 

In fact, the warm, wet Pamper she currently wore felt amazing as her fingers massaged the front of it. She lay back on her bed, closed her eyes, and pictured Ricky’s naked ass splayed out across her lap. With her house empty, she pretended he was there and scolded him aloud. 

“I told you not to talk back to me young man, didn’t I? I told you what would happen, but you did it anyway. Now here you are, pants at your knees, across my knee being spanked like a toddler.”

In her mind, she pictured looking down at Ricky’s face, tear streaked with a thick bar of soap stuffed in his mouth. 

“Don’t you even think about spitting that soap out until your spanking is done, mister. We need to wash all that back talk right out of there.”

She pictured his butt cheeks bouncing and turning crimson under the forceful spanks from her hairbrush. 

“As soon as you’re done being spanked, your little bottom is going on the changing table so I can put you back in big thick baby diapers. Since you insist on acting like a little toddler, I’ll have to treat you like one.”

She reached to the nightstand for her magic wand and flipped it on. Pressing it tightly into her soggy diaper, she moaned and gasped for breath. 

Gloria looked across the room, eyeing the stacks of diapers, changing supplies and baby items strewn across her dresser. She imagined admiring Ricky’s cute little butt standing in the corner of her bedroom next to the stacks of puffy Pampers, a wet baby diaper sagging between his legs, pulled down in the back exposing a bright red, well-spanked bottom. 

Her screams echoed through the house as she drove the vibrator against her clit. In ecstasy, an orgasm poured out of her and further soaked the thick Pamper around her butt. 

Gloria lay in the afterglow silently for several minutes. Finally catching her breath, she commented, “Well it looks like young Ricky isn’t the only one who needs a diaper change before bed.”

She giggled and jumped off the bed to retrieve a fresh Pamper. She quickly changed and was asleep in a matter of minutes, dreaming about the next time she would get to spank and diaper her little Huggie Boy.

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  • 2 weeks later...

Rick’s alarm blared on Friday morning. He shot up in bed. It was finally Friday! His date with Lynne was tonight!

As he had become accustomed to doing that week, Rick leaned back in his bed and relieved himself into his thick diapers. He had not yet had an accident while sleeping as he had at Gloria’s last weekend, but he always woke up with an aching bladder and immediately filled up his Pampers. 

The swollen diaper sagged and crinkled loudly between his legs as he climbed out of bed. After filling up on coffee and cereal (and wetting himself one more time), Rick waddled into the bathroom to brush his teeth. 

Catching a glimpse of himself in the mirror, clad in just a t-shirt and sagging diaper, it dawned on him. He would still have to wear a diaper tonight, after his date with Lynne. 

Rick didn’t want to get ahead of himself, but what if he got lucky enough to be invited back to Lynne’s apartment for the night? Gloria didn’t seem to be the type to make exceptions to her rules. She would surely know if he skipped a night, and a absolutely would spank him if he did. His bottom twinged. 

And that reminded him of yet another complication … if he got really lucky and Lynne saw him naked, she might notice the lingering bruises on his butt. Rick popped the tapes on his diaper and turned to look at his backside in the mirror. Sure enough, they were fading, but definitely still visible. 

“Ok hold on… I’m getting way ahead of myself here. We’ll just take it slow.”

Saying it out loud did little to ease his anxiety. If he and Lynne hit it off, she was sure to see a bruise on his butt or find one of his diapers at some point, whether tonight or another night down the road. 

In fact, she may have already seen his diapers anyway… 

Either way, he had to get ready for work, so tried to put it out of his mind and just be excited about seeing his crush again. 

The work day dragged. Rick had such a hard time focusing, a mix of excitement and anxiety consuming him. 

Finally, the clock mercifully struck 4:30, and he shut down his computer. Gathering his things, he headed for the exit. It was a bit early, but no one would notice or care, he thought. 

Back at his apartment, Rick pulled off his work clothes to put on something more casual. He noticed the dwindling stack of big baby diapers by his bedside. He scooped them up along with the baby wipes and powder and stuffed them in the closet. “Just in case…” he thought. 

Pulling on his jeans, he felt a slight twinge in his bottom. He remembered his bruises. Rick shuffled into the bathroom, pulled his boxers down and turned so he could see his bare butt in the mirror. They were getting smaller, but there was no mistaking the two equally sized purple marks, one on each of his sit spots. 

Rick looked himself in the eyes in the mirror and shrugged. What could he do? He pulled up his underpants and jeans, and hoped for the best. 

Straightening up the rest of his space, he deemed it adequate to bring Lynne back to, should he be lucky enough. Ideally, they’d go to her place after the bar, but better to be prepared. He looked at his watch. Perfect timing, it was 5:50. He scooted out the door and hurried down the street to the pub. 

Lynne was already there waiting for him, seated at a table near the window. God, she was hot. Her auburn hair styled neatly and resting on her shoulders, she wore a plunging v-neck blouse that showed off her amazing cleavage. And that smile. She could melt butter with that smile…

“Hey!” Lynne waved to Rick enthusiastically. He approached the table, and she jumped up pulling him into a tight hug. “It’s so good to see you!”

“You too!” Rick said eagerly. 

The two sat down and began catching up on the last few years. College, jobs, family updates. It was as though they were back in high school. The rapport was strong and conversation effortless. It was also flirty. 

After sharing some pub bites and several drinks, Lynne said, “Well I’m having too much fun, I don’t want this night to end. Want to come back to my place for a nightcap?”

There it was. The invitation he had eagerly hoped for, and also anxiously worried about. No way he could shy away though. 

“Sure that sounds great, thanks,” Rick said quickly. He flagged the server and asked for the check. 

As they walked down the sidewalk to Lynne’s, she slowly and tenderly wrapped her arm around Rick’s waist. He smiled widely and threw his arm around her shoulders, hugging her tightly. 

Lynne giggled. She let her hand fall from Rick’s lower back to his butt, sliding her hand in his back pocket. 

“Mmm,” she said, “you always did have a nice ass. Glad to see that hasn’t changed!”

Rick laughed. His cock came to life as she squeezed his cheek. 

“I mean… look who’s talking,” he returned, moving his hand from her shoulder and taking a big handful of her pert, tight bottom. 

Rick was grateful the walk to Lynne’s place was so short. His member had stiffened considerably and was beginning to drip with anticipation. 

Walking into her apartment, Rick looked around. “Wow, great place. I love the kitchen, lots of counter space.”

“Uh huh…” Lynne answered, “the bedroom is even better…” She pulled him by his shirt into her room. 

The two began feverishly making out and pulling each other’s clothes off. With both hands on Rick’s chest, Lynne shoved him backwards onto her bed. His rock had cock pointed skyward like a tower. 

Lynne wasted no time jumping on top of him, straddling his hips. She kissed him deeply on the mouth, then the neck, then the chest. She worked her way down until she reached his throbbing dick, sliding it slowly between her lips. 

Rick arched his back and rolled his eyes back in his head and Lynne licked and sucked his cock greedily. She took her time, and worked him up until he was moaning loudly and gasping for air. Taking his member from her mouth, she began working her way back up his torso, kissing and licking as she went. 

As she neared his face, her pussy brushed against Rick’s cock, dripping as she moved. She didn’t stop, and soon brought her crotch up near his face. Rick didn’t need an invitation. He grabbed her ass with both hands and stuffed her pussy in his mouth, rapidly licking and sucking her clit. 

Lynne gripped the headboard as she fucked Rick’s face. Her juices spilled all over his chin. She moaned and screamed wildly. 

Moving her hips back down the bed, she sat on Rick’s massive cock, sliding it deep inside her. She dug her painted nails into his chest and rode him like a bucking stallion. Grinding back and forth, she continued her screams, crescendoing in an earth shattering orgasm. 

Catching her breath, Lynne quickly moved off the bed. Placing her elbows on the mattress, she stuck her ass in the air and gave Rick an inviting glare. 

Rick sprung off the bed and moved behind her. He grabbed her by the hips and thrust himself deep inside. As he pounded her pussy, Rick moved his hands back to grab her ample ass. He gave her a few playful but sharp slaps. 

Lynne showed her delight with the spanks, turning her head back and biting her lip. She moaned. “Harder!” she shouted. 

Rick increased the intensity of both his pumping cock and his slapping hands. He alternated cheeks, watching pink hand prints start to appear. 

With a final flurry and burst, Rick exploded cum into Lynne, groaning loudly and gripping her ass with both hands. The two collapsed in a heap of naked limbs. Lynne and Rick were both passed out in a matter of minutes. 
 

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