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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.