Disclaimer:

First NSFW and you better be over 18.

A good boy spanking is one where the man-boy being spanked has an erection, orgasms, or just ejaculates sometime during the spanking scene. That is a little clinical and it isn't an official definition. I stole the term from another blog post (strictjuliespanks.blogspot.com) that seemed to be the closest things to what happens to me (or I would like to happen to me).

This is my travelogue as I explore this part of myself. Enjoy!
Showing posts with label paddle. Show all posts
Showing posts with label paddle. Show all posts

Tuesday, December 31, 2024

Julie & Johnny: Mommy Finds Her Naughty Little Boy

"Your little soldier is all big and brave!" she says in her most patronizing tone. She is sitting on the "spanking chair" fully clothed and holding a thin teardrop Lexan paddle. It is a stinger. Mommy used to start my spankings with her hand. She gave it to me as a gift after she broke a nail one time. She starts with it now. 

I am naked, nervous, and very erect. She probably assumes I masturbate all the time, but I haven't in a week. Since I knew there was a spanking coming today and since it is easier to wait for a spanking when horny, I just kept my hands off. My little soldier is very eager for action. 

"He's so cute!" she squeals. "Just adorable and he even has a shiny helmet and everything." I've been leaking pre-cum for days but since I had been sitting on the spanking chair for the past half hour waiting for her to come over, I busied myself with making sure every drop of pre-cum I leaked was captured and spread around my penis' head.

Playing with myself is allowed, but since she will spank me until I cum, popping while I wait would be a super bad idea; it might take a long time to cum again. She likes to spank me until I am crying. If I don't make during the spanking, I get a little break, and then she spanks me again. The spankings start almost gentle, but then build in intensity until I am crying.

We aren't a couple, just friends. We met when we both worked at the same company. During a company sponsored social time, we were both in a group of people talking about our families. I was the only single person and she also had little to add. We had a bonding moment being bored listening to how everyone else's significant other or children was doing. 

Julie was attentive enough and jovial even though she didn't share anything specific about her non-work life. I was curious and when we had a moment alone, I asked if she was single or what. Her answer was cagey but I must have looked honestly interested.

Turned out Julie was involved in a committed same-sex relationship. Her significant other was not yet out to her family or most people in the conservative town we lived and worked in. They were roommates as far as most people knew. She probably opened up to me because I had recently moved to this island of traditional family values from a city everyone associated with liberal ideas and debauchery.

Like everyone, she assumed because I moved from the city, I was probably one of "them". I wasn't and, in fact, I had moved from the city because as much as I wanted to hang out with the crazy people, I didn't fit in. When one lives in a place full of health food eating libertarians with gorgeous bodies and no hangups, being less attractive leads to a lonely life.

I am a small man in every respect. Not only short and skinny, but under-endowed as well. Every girlfriend eventually discovered what is inside my pants is a disappointment. I could get the job done but it wasn't enough when it seemed every other man in town was taller, built, and packing.

Had I stuck it out longer and maybe tried harder, the city life might have worked. Though true, a traditional girlfriend wasn't really happening, I wasn't really looking for a traditional relationship. What seemed natural would be to connect at an emotional and sexual nature before revealing what I was really looking for. This, it turns out, is a terrible idea.

When the opportunity to move to the small town appeared, I took it not only because it was a good opportunity, but to escape. The damage to my self-esteem, however, was already done. Also, in my new home, the dating options were slim unless I was a member of one of the religious organizations in town. No one was going to date outside of their faith.

Julie and I got along well and over time opened up to each other about our struggles fitting into the small town life. After I swore her to secrecy, I shared how things had gone sour in my old life. When I brought up how I was searching for my soul mate without revealing my true kinky desires, Julie just shook her head and said, "oh you poor sweet silly man."

Julie's tastes were unconventional and complicated. Though a "mostly" lesbian, she had a fascination with men. Specifically, she thought their idea of sex was strange, foreign, and entirely infantile. All males were just children to her. Babies, boys, teens, men, or whatever, she thought they were simple creatures driven by appetites and satisfied with only the basest of basic needs being met.

At a mutual work friend's BBQ one afternoon, we discussed what this meant to her. She was ruthless is her assessment of how a man's penis made all his decisions. The only difference between a teen boy and a grown man was how layered his manipulation of those who could satisfying his sexual needs would be. Boys with weights, sports, cars, and guitars gave way to money, positions, power, and stuff. Though maybe a little simplistic, she wasn't wrong.

At some point, I said I had to agree and shared my struggles to compete with the big, beautiful, and well-endowed men in the city. I even shared how I liked being treated like a little boy by a dominant woman had won me no points in the competition.

Suddenly, the conversation changed. She was super interested. Her focus was like a laser as she interrogated me. I was completely sober, with all my inhibitions intact, but my penis became erect as we talked about my sex life. I spilled it all.

I laid out my dommy mommy desires, my little boy persona, the little girl clothing collection, and even how I like wearing panties I've ejaculated into. She asked leading questions and listened intently, her drink forgotten.

"I'm wearing panties now, even," I said to reinforce a point about how strong my kink is. She raised her eyebrows and smirked. "They are still clean," I said with a wink.

After a short pause, she said softly, "I could be your mommy sometimes." The erotic talk had me erect. This offer made me throb dangerously in my pants. I blushed and shivered. She did too.

"Really?" I asked far too eagerly.

She nodded and I shivered again. My erection strained against the cotton panties inside my pants.

"I, um, I'm, I'm, really close to, you know, making my panties very messy," I whispered.

She smiled. "That is very naughty. Little boys who make naughty messes in the panties get big spankings," she teased.

It wouldn't take much more. "No, mommy, please. I don't want spanking," I whined.  We were at a picnic table in the shade. The party was winding down. Groups of neighbors or co-workers were still talking, but not mingling. Some children were playing croquet without following any of the rules. The light was fading. We were out of the way, alone, and ignored.

I made a big show of moving my right had to my lap.

"Then don't you dare do cum-cums in your panties."

"Mommy, please, it needs to come out," I whined. My pants for this gathering were loose fitting, casual, and a dark khaki. They were thin and breathable which made complete sense for the weather. Through the paper thin material and the cotton of the panties, my fingers found my skinny stiff erection's frenulum. I lightly flicked it and gasp.

"Are you playing with yourself too? So, naughty. You stop right now. I should spank you right here." She smiled as her eyes sparkled.

"I can't, mommy. Please don't spank me. I can't help it. Oh no, mommy, I'm sorry," I plead softly.

I've had enough orgasms in public to know hiding it is not easy even when no one is watching. Julie stared at me and told me later how my eyes dilated and I blushed. I kept eye contact. I wanted to connect with her while it happened, let her know what was happening to me.

Like most of my public orgasms and even those at home before I leave the house in my cum-filled panties, I always try at the last second to stop. As the point when I can't stop approaches, it isn't the shame and embarrassment as much as the logistics surrounding my sticky mess making me doubt. Everything about what I am doing is perverted and deviant, but when my semen leaves my penis, it isn't just a grown man having dirty thoughts, it is a grown man having a sexual experience.

My fingers tickle me slowly over the edge as I hold my breath. I pull my pants away from my straining member and freeze. Every part of me stops moving except for what is inside the panties. My bottom hole, perineum, scrotum, and shaft all pulsate in unison forcing sperm laden semen through my urethra. The warm liquid immediately registers on my lower stomach. It feels wonderful all over but my penis tip is the center of my being. Even the friction of the thick liquid being forced through the tiny mouth is a pleasure I hope to never take for granted.

For such a thoroughly satisfying orgasm and what I was starting to fear was a copious ejaculation, it is over in just seconds. Like a teenager with his girlfriend in the back of a car having unprotected sex, the regret swept over me followed quickly by panic. Julie sensed the change and leaned into it.

"Did you make big squirts, baby?" she asked. Then adding before I could answer, "it looked like if felt nice. I hope it did because it earned you a spanking."

I was starting to panic. Logistics were important or I wasn't getting out of the backyard without everyone knowing what just happened. The shame overwhelmed me and I felt tears welling in my eyes.

"I, I, yes, but, I need, it will soak through my pants. I," and then I trailed off as I started to look for something, anything, that could save me. She had a napkin under her glass. "Can I have that?" I asked pointing.

She giggled, "sure," and handed it to my left hand. As quickly as I could with as a little motion as possible, I took the napkin and then reached down my pants as best I could, and placed the tiny square over my still leaking and twitching erection. I could only hope it would provide enough of a barrier to keep a dark wet spot from forming on my pants.

I got my hands back on the table as quickly as I could. "Such a naughty little boy," she tsk'd as I glanced around to see if anyone noticed. "Someone is going to be sleeping on their tummy tonight."

As is usually the case, a spanking didn't sound like much fun now that my sexual energy was drained. Still, I knew enough to know talking my way out of the spanking was wrong, and I would regret it later. Still, a frightened look on my face betrayed my resolve eliciting a chuckle from Julie.

"Why don't you leave first. I'll leave in a few minutes and meet you at your house, OK?" she suggested breaking character. It took us a few minutes to trade addresses and discuss logistics. In the end, the plan worked pretty well. She got up first and walked over to some work friends. I tried to look a little uncomfortable--which I was--got up, picked up my glass, and headed for the kitchen. After leaving it there, I snuck out the front door and to my car.

For the entire walk, I was acutely aware of the sticky mess being pulled by gravity down my stomach. When it seemed I was alone and not being watched, I ventured a quick glance at my crotch. There was a dark spot but it wasn't glaringly obvious. The short drive home was uneventful, but once there, it was obvious the quickly placed napkin had failed. Luckily, I was in the privacy of my own garage and just a short walk through my own backyard to my house's back door.

The laundry room is right by the garage so after taking off my shoes, I pulled off my pants and socks, and put them in the correct bins of the clothing sorter. My t-shirt seemed out of place so I removed it as well.

The napkin clung valiantly to the pretty white panties with tiny yellow flowers. I pulled it off to reveal a translucent wet spot from the waist band down to where my soft penis rested in repose. It was a vulgar mess, a perverted testament to my deviant behavior at the party, in public, and mere feet from children. The little girls at the party likely were wearing panties just like I was wearing and had defiled.

Quickly, I walked to the side door I asked Julie to use, and unlocked it. Then after a quick and tricky potty break and a detour to pick up a fluffy hand towel, went to the guest bedroom, and waited impatiently.

The house, by the way, is a massive and old monstrosity. Though originally just a three story square Colonial Revival built on a corner lot, various owners over the years modernized much of the interior. The front door faced a beautiful tree lined street. The side street is less trafficked and goes nowhere. It is where my garage entrance is. Like these small towns of old, the big house on the corner was the original farm house. The rest of the houses around the block were all built on the subdivided parcels when the town's growth swallowed the farm. As such, my house was a castle on my block, and the blocks bordering it as well.

The kitchen was updated by the previous owners who did a nice job. before I moved in, I had the trim, banisters, and other woodwork repaired or replaced and stained dark brown, almost black. The walls are mostly white on the main floor.

The house was built around the staircase straight up from the foyer to the second floor where the landing stretched around all sides with a loft like area at the front and a door out to a small porch. The much smaller stairs to the third story are tucked into the left side between a child's bedroom (that I had turned into a sadly rarely used exercise room) and the master suite. Someone had combined two or maybe three rooms into a master suite with a massive bathroom and closet. The other two bedrooms on the second floor shared what was the original but very updated bathroom.

On the main floor, most of the original walls had been knocked down to create basically two room: kitchen, dining and family room combination, and a 'formal' living room. I made the formal decidedly less formal.

The third floor had been an attic. The ceiling was low and sloped but it was entirely finished. I turned it into an office.

On the second floor to the right of the stairs and at the front of the house was a room the previous owners had decorated for their teen son. They had painted in blue and I left it that color. Dresser, desk with straight back wood chair, twin bed, night stand, and the rest were as generic as possible. It was the furnishings one would think a teen boy's room would have. It was sterile and cold with way too much open floor space. In other words, it was the archetype boy's room.

Julie's arrival scared me. No door bell or knock, just the sound of the side door open and close. Then footsteps as she slowly followed my cryptic navigation instructions through my house. 

She found the new occupant of the young man's room standing in a pair of semen soaked panties in the middle of the hardwood floor. Her eyes lit up as she took in the twin bed, blue walls, and sparse young-male style furniture. Nothing about the room belongs to any particular boy. Still, it was clearly not a little girls room.

It had been long enough for my refractory period to end, yet my penis was still flaccid. "Are you proud of your little show at the party? Mommy was having a nice time and then little Johnny had to have an accident. Oh, and it looks like you had a big accident today too. Mommy might have to buy more diapers if baby is going to make in his panties."

Buttons were being pushed. My penis stirred as the game restarted.

She glided over to the desk, pulled out the chair, and spun it around so it faced me. Julie is taller than I am but not statuesque by any means. Nor is she particularly thin or shapely. In fact, she is sort of solid in an athletic sort of way. At work, she makes a big deal about all the hiking and walking she does.

Her party attire was a shapeless sundress and floppy hat. It was all feminine but not at all sexy. As she threw her hat on the desk, I realized she was dressed like a mom and shivered. My penis flexed and I winced as the sticky goop pulled at my skin.

Waving me over, she sat on the chair. When I got within arms reach, she grabbed my hand and pulled me close between her spread knees. "Let's see if we can get these off without making more of a mess," she mused. Fingers in the waistband and then she slowly pulled them to mid-thigh. I stared over her head at the wall as I was bared. "Oh my, you are a very naughty little boy. Just look at how much you squirted into your panties today."

I willed myself to look down and was surprised to see my four inch penis mostly erect but also covered in drying and dried semen. In the gusset of the panties was big smear of still wet semen. My testicles were clearly also coated as was my tummy.

"So gross," she said as she continued to lower them to the floor. I stepped out of them and watched as she placed them to her left.

"Go get a wet washcloth so mommy can clean you up," she commanded. I willed my legs to move. On the walk to the bathroom, I realized I was going to be doing a lot of errands.

The water warmed up quickly thanks to a new system some previous owner had installed, and with warm damp washcloth in hand, I walked back into the bedroom to find Julie by the bed. The hand towel I had carelessly tossed on the bed was laid out near the edge. "Come sit here, baby," she said taking the wash cloth. "Good boy. Lay back. And now lift up your legs so mommy can clean your naughty bits."

It was horrifying but also exhilarating to be positioned like a baby during a diaper change. The wash cloth on my erection felt wonderful. Her movements were clinical and efficient. Just a couple strokes with the cloth on my penis, wipe over my tummy, then a gentle cleaning of my scrotum, and finally back to front wipes from my little crinkly hole over my perineum. More time was spent on my crinkly hole than probably necessary but I did not complain.

"OK, baby is all clean. Can't spank a dirty bottom, can we?" she almost sang. "Up you go," as she pulled me to my feet. "Go put the washcloth in the hamper for me, baby."

I scurried out of the room down to the master bedroom where my hamper was. And then I scurried back to the spare room. My freshly cleaned genitals and bottom so much more comfortable than the sticky semen from the panties.

Julie was sitting on the chair when I got back, the hand towel across her lap. This was clearly where she planned to sit while spanking me. I must have made a face.

"I know, baby. Spankings are scary and ouchie. But mommies need to spank their little boys when they are naughty or they won't grow up to be good boys. You want to be a good boy, right?" I nodded. "OK, the sooner we get started, the sooner it will all be over," she said leaning forward and taking my hand. She gently pulled me to her right and then over her lap. As my penis came to rest on her lap, I realized the panties were almost directly below my face and I was staring at the smear of my sticky mess in the gusset.

A firm hand on my bottom and a gentle hand on my lower back. Her right hand disappeared for just a second before a mommy started spanking her little boy. A sound like clapping echoed around the room as she did her best to teach a lesson. I gasped as the sting built. To my right, woman's feet in sandals. Above them, the hem of a sundress obscured the legs of a mature woman. A mother. A mommy. A mommy spanking a little boy.

"Mommy, ow, I'll be good. I promise. Ow. Please, mommy," I chanted in my highest little boy voice. It was an act. The spanking didn't hurt enough or didn't hurt enough yet. She knew this.

"Oh please, we are just getting started," she retorted. I wiggled and squirmed while I complained. My penis against her thighs tingled and hummed.

Suddenly, she stopped. "Good enough for a warmup," she seemed to say to herself. "Up you go," as I was encouraged to my feet.

"You need a good spanking with the wood spoon," she said point at my face.

"No, mommy, I'll be good," whined the little boy.

"Oh hush. Go fetch mommy a nice big wood spoon."

Of course, there is a big wood spoon in my bedroom. I retrieved it from my closet before making a big show of going downstairs to the kitchen. All the drapes are open and even some windows. The naked boy scurries through the house with a vicious looking wood spoon in his hand. Pink bottom already spanked, erect penis bobbing lewdly.

In his bedroom, his mommy waits impatiently for her naughty boy to return. "Here," he says insolently clumsily handing the spanking implement to her.

"That is enough of that bad attitude, little boy. You just earned a paddling after I am done with the spoon."

The little boy is more vocal during this spanking. Though she only spanks for a few minutes, his eyes begin to water and drip onto the panties. The sting builds but is not overwhelming. He twists, wiggles, tenses, and relaxes. Through it all, his penis hums, prostate purrs, and testicles churn. The naked little boy protests even as as his body responds to the rhythmic percussion, woman's hand on his back, and female genitals nearby. Her soft thighs beneath him could just as well be on either side of his body as he impregnates her.

She stops. "OK, put this back in the kitchen and bring me the paddle."

His penis is an angry red and the tip is blue. The towel has a slight wet spot where pre-cum has seeped out. At first, he runs out the room and down the stairs and to the kitchen, but then he seems to realize the more he hurries, the sooner the spanking resumes. He puts the spoon into the jar on the counter with the others. It is conspicuously larger, less used, and sturdier.

The climb up the stairs starts in the open space by the front door. A mirror on the wall reflects the worried boy as he comes out of the kitchen. He is thin, skinny even. His dark hair is disheveled, clean shaven face flush, but his body is pale and hairless. From his groin, a delicate appendage protrudes irrationally proud. It is also skinny and though at its fullest length, girth, and veiny glory, only 10cm long. Its owner prefers to use metric for this measure since four inches seems smaller. Beneath the phallus, a purse containing two precious testes is drawn up close to the body and out of danger. As if to communicate its readiness to perform, the erect penis flexes producing a single drop of clear lubricant at its tip where it defies gravity and remains in place above the tiny mouth.

The boy twists so his back is to the mirror and glances over his boney shoulder. His pink buttocks catch his gaze. "All this spanking, and they aren't even red," he thinks. His lack of bravery shames him as he bows his head and mounts the stairs.

The paddle is in the master bedroom's closest. It is right out of a highway tourist trap gift shop. Unlike the fraternity paddles or near weapons of the S&M crowd, this paddle is intended for a child's bottom. Long enough to spank two cheeks at once, wide enough punish the whole cheek, but not so heavy as to bruise delicate behinds. It feels right when held by the handle. It feels like the sort of implement one could swing hard.

And it is an antique. Well worn before it was bought be the current owner, its surface shows so much use, the pithy saying are unreadable. The walk to the boy's room with the instrument which raised a chorus of crying over the decades is as slow as he thinks he can get away with. The paddle seems to gain weight with each step as does his certainty it will bring him to tears. Spank after spank will sting his cheeks, reddening them, punishing them, punishing him, and there will be no escape as the righteous work is done. A slippery drop lands on his thigh as his penis flexed again.

Mommy looked impatient but was standing by the bed. The hand towel was laying over a pillow which had been placed by the side of the bed. She reached for the paddle which I reluctantly handed to her.

"Stand here, baby. You can put your naughty on the pillow. The towel will protect it!" she said.

I moved into place. The bed would have been too low but with the pillow, the shaft of my penis pressed against the side, and the head poked over the top. If felt warm, soft, and wonderful.

"Hold still, baby, even if you start to cry." I shivered in nervous anticipation.

As it turned out, the large surface area of the paddle, its light wood, and likely my arousal all conspired to dampen the effect of the paddle on my cheeks. Though it cracked loudly, the sting didn't match the volume. I rocked forward with each spank which caused my erection's most sensitive part to rub gently on the soft towel. The tingle was urgent, needy even.

After only ten spanks with the paddle, I knew I was going to orgasm soon. "Mommy, mommy, stickies, mommy, I, they, going to come out again," I said in my best little boy voice.

"Don't you dare," she said but kept spanking. "I will blister your bottom with the hairbrush if you make another naughty today."

"No, mommy, please. Not the hairbrush," I protested.

"Then keep your stickies inside. I can't believe you. Getting a spanking and still ready to make another sticky mess. So naughty," she seemed to be speaking to herself.

I had a real problem. As much as I tried to stay still, my erection was still getting stimulation. Keeping my ejaculation from happening was not going to work. With new desperation, "mommy, please, it needs to come out. I can't help it mommy. It's going to happen. Please, mommy." To be honest, I wasn't sure what I was asking.

She stopped immediately and threw the paddle on the bed.

"Stand up this instant," she said pulling me by the elbow away from the towel I so desperately wanted to caress. She spun me around to face her then bent over and with two hands, carefully picked up the soiled panties touching only the clean waistband of the sides. She moved it directly beneath my throbbing erection and commanded me, "OK, make your squirts onto your panties. Go ahead."

As God as my witness, I tried, I really did. I willed my penis to deposit my ejaculate onto the still wet gusset of my panties. I whined in frustration and humped the air. Nothing happened. I was close but not that close.

"Mommy can you, um, touch it. Just a little. Please."

"Oh, you disgusting little boy. No, your mommy is not going to help you ejaculate."

"Can I, mommy? It just needs a little tickle."

"Ugh, no, gross. I am not going to have my little boy masturbating in front me." Pretending to think for a minute, she moved to the bed and gingerly placed the panties on the towel covered pillow. Then she guided me back into position. "You are getting this paddling. And if you squirt, you will get the hairbrush too, understand?"

"Yes, mommy," I squeaked.

She tried to position the panties so if I squirted, it would likely be on the back of the panties. My testicles immediate stuck to the now paste-like smear in the gusset. The sensitive parts of my penis rested again the soft fabric which hugged my pale cheeks just an hour ago. It felt wonderful immediately.

Wood tapped my bottom and then a crack that made me jump. I caressed the cotton beneath my erection. It caressed me back. An "ooo" sound escaped my mouth. Each spank stung but pushed me against the pillow. After only five spanks, my orgasm was within reach. "Mommy, it's happening, mommy. Oh, oh, mommy, please, oh, oh, oh," and on and on.

My hands which had been trying to grip the comforter clenched as I arched my back to bring the sensitive tip more contact. My orgasm announced by moaning and groaning. Julie huffed and threw the paddle on the bed as I thrust forward and up. We both watched the semen erupt onto the back inside of the panties.

The sting and burn of my bottom wasn't so much forgotten as transformed. For a moment, I wasn't a failed man or a naughty boy. I was my pulsating penis majestically delivering my very genetic material into the world.

And then it was over. I was a little boy in a little boy's room squirting sticky semen onto a pair of little girl's panties while his mother who had been spanking him watched. It was naughty. I was very naughty.

"All done, Johnny?" mommy asked with irritation and annoyance in voice. The orgasm hadn't completely run its course, the good feelings were still pouring over me. Still, there was a right answer.

"Yes, mommy. I'm sorry. I couldn't help it," I whispered.

"You've earned a dose of the hairbrush. Go get it." Then she crossed her arms. The conversation was over.

On the wobbliest of legs, I stepped away from the bed being careful to leave the much more soiled panties in place. I walked in a daze to the master bedroom, to the closest, and opened the drawer containing the sacred object, an object I feared like no other. My hand shook as I picked it up.

This was stupid. I could stop this. My bottom was sore already. More spanking wasn't necessary. Two fabulous orgasms and a new friend. It had been a great day. Stop. End. Thank Julie for her time, patience, and attention. Then walk away.

I stopped in the bedroom and took a couple breaths. No, this has to happen. I have to see it through. It will be terrible medicine, but medicine all the same. As I started to walk, a lone drop of semen dripped from my soft penis and splattered on my left foot.

Mommy was sitting on the chair, towel covering her lap, and the panties with my fresh deposit of milky liquid on the floor to her left. She could sense how conflicted and scared I was. "Oh baby, it will be OK. Spankings are scary, huh? Especially without your brave little soldier.

"But mommy needs to give you a good spanking so you will be a good boy. She needs to spank away all your naughties. Make you a good boy again. Do you want to be a good boy?"

I nodded.

"OK, give mommy a kiss and say thank you," she said taking the hairbrush from my shaking hands.

I leaned over and kissed Julie's cheek. "Thank you, mommy," I whispered.

"'Thank you' for what, baby?"

"S-spanking. Thank you for spanking, mommy," I managed to say.

"You're welcome, baby. Don't be afraid to cry. Even big boys need to cry. Crying means the spanking is working.

"OK, over you go, baby," and with a pull of my hand, I was lead over her lap. For a moment, I had a good look--and smell--of the mess I made on the panties. Though a few little drops were near the waist band where I spurted, most of my emission formed a puddle almost straight down the crack. It was an impressive amount compared to the usual dribble in my toilet paper while standing in the bathroom. That all semen was on a pair of pre-teen little girl panties was perverted; the pretty innocent design obscured by my lustful sticky semen.

I was face to face with why I was being spanked. In that moment, it was real.

The hairbrush's hard back tapped my right cheek, disappeared, and then ignited a fire. I protested immediately with a loud 'ow' but even the monosyllable interjection was cut off by another spank. The pain was sharp, direct, unrelenting, and overwhelming. The tears came quickly as did the fight for control over the situation. It was a short fight I humiliatingly lost as I found myself truly crying tears of remorse, defeat, and pity. My flame engulfed bottom became my entire being, my entire world. 

At first, it was the pain. Then as I struggled for control, the powerlessness broke me. What I wanted meant nothing. I had to submit to mommy and trust her to do what needed to be done. I was over her lap because I was naughty. Because I needed this. The tears poured from my eyes and wailing from my mouth. The naughty was exorcised from my body and soul.

Mommy told me later she only spanked for about a minute but it felt like hours to me. After she stopped, I lay limp over her lap for just a few seconds after the last spank fell. I could hear myself crying, weeping, really. Then a shift under me and I felt mommy pulling me up. The last working part of my brain knew to do what she wanted because I might be spanked more if I didn't. 

She stood me up and then with a few moves and a "sit on mommy's lap," I was sitting on her towel covered lap hugging her and crying into her neck. She pet my hair, rubbed my back, and cooed, "all done, baby. No more spankees. all done." Her right hand left my hair and I felt it on my left cheek rubbing away the sting. Honestly, it didn't really help.

Later, I found it strange how I hugged and wept on the neck of a woman who not only was I not really in a romantic or sexual relationship with, but who had seconds before hurt me so thoroughly that I was weeping uncontrollably. I felt so close to her, so thankful for what she gave me even if there are few words which can describe it.

She held me tight and whispered the sweet things a mother would to her crying baby. I drank them in as my tears stopped and my head cleared. Finally, she patted my abused bottom cheek gently, and said, "OK, baby, all done. Let's get you dressed so you can go play."

The words confused me but my trust in mommy was infinite. She helped me to my feet, guided me to her left, and then reached for my panties. "Let's be careful putting these back on. We don't want to spill any of your precious stickies on my clean floor." Together we threaded my feet through the leg holes and gently pulled my panties up. The semen was cool against my bottom even as the elastic cut into my swollen flesh. "Perfect!" she exclaimed when they were on. "So pretty!"

Not that I wanted to sit down, but it wasn't an option until I changed or my semen dried. Pants also weren't a good idea. Even a dress or skirt was out of the question. In my mind, this was part of my punishment. It was a form of timeout. I felt the cooling semen between my cheeks. It would surely be drawn to the already overworked gusset.

Julie and I walked down the stairs and I saw her to the door. We thanked each other. I said, I couldn't wait to do it again. She smiled and said likewise. I closed the door and watched her drive away. Then, I went to the mirror and spent far too long transfixed by my bottom glowing through the panties.

Julie still becomes my mommy when necessary. 


Friday, December 27, 2024

Cold Walk Home

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

All that said, this story is about a precocious boy just discovering his sexuality and spanking kink, and his mother. The idea of being trapped by a set of simple decisions which lead to a situation where boundaries are crossed interests me. In this story, John manipulates his mother's rules and even religion to lure her into solving a sexual need he doesn't even recognize he has.

Like many of my stories, I wish I was little Johnny. Also, like all my stories, it is not autobiographical nor do I wish my mother or any mother would behave as she does.

Friday, May 6, 2022

The Pattern

"Please," I whine, "I don't want an ouchie cummie." The words make me cringe almost before they are out. I'm naked over her towel covered lap as she sits clothed on the bed with her legs out straight. A wooden spoon is making me hump her lap with each stinging impact. It stings but isn't overwhelming yet though I know that this spanking will end with the hairbrush and me crying like a naughty little boy because that is how it always happens.

"Not today, baby," she says softly and sweetly. "I'm not in the mood and I know it has been a long time since you made squirties. You know you can't last long enough if you are so horny."

She is right. I can't hide when I start to get horny. My need seems to ooze out of my pores. Hugs, kisses, errands, chores, favors, and flowers; basically telegrams I want sex. She really hates it when we spoon and my erect penis throbs against her bottom like it is trying to interrupt her sleep for a little sexy time.

And little it usually is. If I get my way, it will all be over in less than a minute and then she will be have to get up and clean up or risk getting a UTI. She is prone to those.

No, this is the pattern more often than not. She knows how long I can go between ejaculations before I get annoying, crazy, or just very naughty. She doesn't like it if I masturbate and she really hates if I have a wet dream. About once a week, this is how we deal with my annoying little problem.

"And you know the rule, baby: no cum-cums without crying, no tingles without tears. 

"Now hurry up, baby. Make your naughty squirts," she encourages. Funny thing is that she starts spanking harder.

"Ow, ow, please, too ouchie," I complain.

"Nonsense! I am just spanking you with the small wooden spoon."

Each crack of the wood on my bottom feels like a wasp stinging me. I try to focus on my penis rubbing against the soft towel on her even softer thighs. Though my penis is aroused and erect, the fire on my bottom eclipses any good feelings. I hump her lap mechanically hoping biology will take over and expel my seed from my body into the towel.

It doesn't help in the least that her left hand holding the hairbrush rests against the small of my back. As stingy as the spoon is, the brush will be so much worse. A whining 'ooo' sound escapes my lips as I flash forward to when it will be employed as her righteous tool of purification. Hopefully I will have a satisfying mind warping orgasm before that happens.

She spanks me out of time with my rutting keeping me off rhythm. If my eyes are open, I am looking at my "cry blankie": a soft baby's swaddling blanket that protects the quilt on our bed from any drool, snot or tears that I might leak. Its baby girl design is almost as emasculating as the rubber duck theme of the fluffy terry cloth towel beneath my hard but pink little penis.

I close my eyes and try to imagine that we are mating but abandon that in favor of a vision of a hairy male with a weapon emerging from his crotch approaching a hairless nubile and nervous virgin girl.

"Is your pee-pee hard? I can barely feel it," she says breaking the spell of the vision in my head. I mew in protest making a sound that is soft and pathetic.

The humiliation triggers the girl in my fantasy to shift to a mature woman whose sex is enshrouded in thick pubic hair. The adonis shape morphs into a soft hairless specimen with an eager but insignificantly skinny erection. He is the picture of pubescent awkwardness and sexual confusion.

I moan in frustration at the humiliation my brain unleashes on me. The child's hard-on throbs and pulses as he positions himself above what I fear is his mother and then sinks effortlessly into her depths. Clearly she barely registers the intrusion as he nestles into her bosom. She hugs him maternally, not like a lover. He thrust once, twice, and on the third, freezes as his member pulses imperceptibly to her and dribbles out his vital essence.

"Uh huh, I'm trying. Ow, ooo, owie," I whine.

"Your little boom-boom is getting so red and I haven't even started using the hairbrush." She never wants me to forget about the hairbrush. I moan in impotent protest.

The man/boy in my fantasy lifts off his patient lover and her sex comes into a view again. The hairy forest protecting the entrance is matted down exposing her dark lips. "Now give mommy special kisses," she says as a rivulet of semen appears.

As he leans his face toward her sex, I finally feel a tingle just below the tip of my penis. An "oh" escapes my mouth and I redouble me rutting. Never when making love to my wife did I ever last this long. As if reading my mind, "you are lasting so long today," she says, "what a big boy you are becoming!"

From the initial tingle of sexual pleasure to orgasm is disappointingly brief. "Oh look at my big boy! Are you getting close?" she asks.

"Yes, I, um, ow, yes, I need to make squirties," I declare loudly.

"Good boy! Time for the hairbrush then." Though I couldn't see her face, I knew she was smiling.

There was just a slight pause as she switched to the hairbrush from the spoon. I tried to capitalize on the pause but it wasn't enough before the hard wood of the vicious little paddle set fire to my already stinging bottom. 

"Is it coming out, baby?"

"Almost, oh, ow, owie, ow, oh, ugh, please, just a, ohhhh," I chanted. It happened but all I felt was the friction of the thick fluid force its way through my shaft and through the little slit. No tingling goodness; just fluid transfer from deep inside me out and onto my fluffy towel.

Only seconds later, my fight was gone and it was her will being done. Though I kicked and clawed at the bed, my bottom absorbed her rage. She didn't keep the assault up for long but she didn't have to either. I was broken. The only sounds were the sharp crack of the wood against my abused flesh and my crying.

"Alright, get up," she said before I even realized she had stopped spanking. I know better than to not move quickly. Penalty spanks are a real possibility.

I pushed myself up with my arms and sat back on my ankles. The proud little erection was long gone as was the tight scrotum holding my testicles. The air felt cold on my semen covered tummy. Through my tears, I could see a yellow duck on the pink towel obscured by the translucent film of smeared semen.

"Wash your towel and put on some clothes. Let's go get some dinner."

Wednesday, April 14, 2021

My Perfect Spanking

I was asked (on Quora) what my perfect spanking or dream scenario is. The question is maybe a little icky coming from a stranger though perhaps more so coming from a friend. Anyway, here was my attempt at an answer.

Monday, February 22, 2021

The Naughty Chair

This is another post that is not going to be for everyone. Lots of dick pics and frankly, not very flattering ones at that. That is sort of the point, actually. As I write this, I still haven't pushed the Publish button and I not certain I will ever muster the courage to do so. I am not sure I am brave enough to post so many admittedly unflattering pictures of my most private parts.

The story is a mix of truth and fiction. The pictures are of me but staged in a re-enactment. I don't know why I feel it is necessary to mention except that I have been accused of "enhancing" reality to better match my fantasies.

Truth is it is always better in our heads no matter what we are recalling, writing about, or whatever. If we are the hero of the story, this is just how it is.

One last note: the pictures are from a couple different "photo shoots" as will be evident from my public hair. I wish I had the body of pre-pubescent boy complete with the body hair. Alas, I am not and have neither so I keep searching for what looks best on what I've got. 

Monday, September 7, 2020

The Game

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

Wednesday, September 2, 2020

One Boy's Journey -- Part 7

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

One Boy's Journey -- Part 4

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

One Boy's Journey -- Part 3

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

Tuesday, September 1, 2020

One Boy's Journey -- Part 2

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

One Boy's Journey -- Part 1

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

Hot Day

Disclaimer: This is a story of fantasy and is not only not intended to condone or approve of the behaviors contained herein, there is absolutely nothing about treating children as sexual objects that the author approves of, desires, or would dream of doing to an actual child. This work is written in the context of age based role play.

If you cannot understand this, have difficulty distinguishing fantasy from reality, or are in any way confused about what is appropriate and legal sexual expression, stop reading now.

Lastly, I am not a pedophile, don't approve of sexually assaulting children, and only use these themes in my writing because I empathize and identify with the victims of these stories; not the perpetrators. Some of us like to be embarrassed, ashamed, humiliated, spanked, and to be nervous, anxious, and afraid. Weird, right? To read more about why these stories were written, please see the "What This Blog is and is NOT -- READ THIS FIRST" post.

My New Mommy

I walked in the door and as soon as we could, I was up against the wall getting spanked through my pants with the thinnest and stingiest paddle. I used to wear jeans but they were too thick. This was just a warm-up spanking so that we could do the real thing as soon as the scene began. Her real spankings were always on the bare and always were very hard. It is essential to have a little warm-up or I just can't take too much. 

Once that was over, we could get down to why I was visiting my 'mommy'. "OK, baby, take off your clothes and tell mommy why you are getting a big spanking tonight," she commanded. I'm white and in my late forties. She is black and in her early twenties. Though I pay this nice young lady to pretend to be my mommy sometimes, she has admitted to enjoying our little games and has confessed that she has masturbated or booty-called her boyfriend after our sessions. Lately she has worn more provocative clothing when I come over and taken to shedding clothing as the night goes on claiming that it she is hot, constricted, or worried about something getting ruined. I've seen her in just a bra and panties but never anything less.

Tonight she was dressed in a simple loose and flowing lilac dress that reached almost to her knees. She was clearly not wearing a bra but there was nothing immodest about it and, in fact, she looked modest, chaste and even motherly. Her large but youthfully gravity-defying breasts swayed gently beneath the thin fabric. The dress hugged her young but full lines smoothly. She is not a small woman but not overweight either. Her very dark skin under the light lilac was beautiful and smooth and she wore her hair in a severe business bun. 

I peeled off my shirt and pulled down my pants and underwear revealing my hairless body and hard little penis to her. I left my pants around my ankles for the moment while I explained, "I was playing with a neighbor girl. We were playing mommy and daddy." The story I was about to tell hadn't really happened but was based on something that had happened decades ago. 

"Wait," she interrupted. "Is this neighbor girl younger than you?" 

"Yes," I whispered knowing that mommy was about to figure out how super naughty I was pretending to be. So far, the story was pretty accurate to what had actually happened. She was younger by a couple years but like most girls at that age, she was more mature. 

"How much younger?" she pressed. 

"She is in fourth grade." We pretend that I am in sixth and that she is not actually half my age but more than twice my age. The real story was more an eighth and sixth situation. 

"I do not like where this is going. What were you doing?" she asked sternly. This unfortunately made my penis bob a little. 

"We were pretending to make a baby," I said softly. She just made the 'go on' motion with her hand. "She had taken off her panties and pulled up her dress and I had pulled down my pants and underpants. I was laying on top of her rubbing my pee-pee against her tickle when her mom caught us." This was what I hoped had happened in real life but we didn't get nearly that far. 

Mommy thought for a second. "Did you put your pee-pee in her tickle?" she asked. 

"No," I paused, "we were just rubbing but..." I trailed off. She just looked at me sternly. "It went in accidentally just a little." Then quickly, "she didn't like that and told me to take it out but she was a little loud and her mommy heard, I think." 

"Did you make squirties on her tickle?" mommy asked angrily. Then, before I could answer added, "Or in her tickle, heaven forbid." 

"No!" I said quickly and then, "her mom caught us too quickly." I realized before she said anything what I had just done: clearly I had intended to squirt all over this little girl. 

"Oh my goodness," she said with disgust. "Did she know that you were going to do that?" 

I softly said, "probably." 

"Why 'probably'?" she pressed. 

I was quiet for a second and then offered, "well, we didn't really talk about it but I thought she would know what happens. She's seen me squirt before." Something about having pants around your ankles makes you just say way too much. Or maybe it was all the blood in my penis instead of my brain. 

"She has!", mommy said with a gasp. "When did that happen?" 

"Um, a couple days ago," I offered. She seemed to want more and, well, I was in pretty deep. "We were playing doctor and she was fixing my pee-pee. Cindy was touching me and asking if that was making me feel better and I said it was. Then it just happened and went all over my tummy. She thought it was neat and wasn't mad at all." I quickly explained like it mattered that talking a pre-teen into giving me a satisfying hand job that hadn't totally grossed her out was somehow going to make this better. It didn't. 

Reality check: all different girls and different times. Lots of doctor happened over the years. I ejaculated a couple times during the 'sex play' years and usually it freaked me out more than anything or anyone else. I realize now that what I was playing with was risky and that if things had gone a little further, well, I might have done something really awful. It is that sense that I was always lucky--never smart--that makes me feel so guilty that I crave this punishment. Each time I visit my new mommy, I share another facet of the truth. Indeed, this isn't what happened but what I wish had happened. This story and others like it continue to fuel my masturbation sessions (when I'm not fantasizing about spanking). 

"What did her mother do when she caught you?" mommy asked. 

"She was real mad. I got up and we both tried to cover up our parts but she knew what we were doing. She said that she would tell my mommy what I had done if I didn't and then she gave Cindy a spanking while I was still there. I didn't know what to do so I just pulled up my pants and watched Cindy get spanked. 

"Cindy's mom doesn't spank as hard as you," I added, "but Cindy was really crying." I thought maybe it would make it less bad if I compared my mommy's spanking ability favorably to Cindy's mother's. That naughtiness was probably not going to go unnoticed, however. By the way, I was never caught though it was close a couple times and I am sure one time the adult totally knew what was going on but didn't want the hassle of dealing with us, thought it was normal, or didn't care. 

"Well, you certainly have earned a real bottom blistering tonight. Let's get a look at you, little boy. Take those pants off and come over here," she said as she moved to the wooden chair that she puts in the middle of the room for spanking. I kicked off my pants and then thought it might go better for me if I put them neatly someplace but, well, nothing really worked. I tried. Then I walked stark naked across to the room to the woman that was going to make the next hour or two extremely painful and humiliating. 

She started right in talking to me like I was a little naughty boy. "Remember the rules: if you have to make pee-pees or poopies, just tell me and I'll take you to the potty. No making squirties without permission either. I will use the hairbrush on your bottom if you do. You have to be polite to me at all times or you will get the punishment paddle on that little bottom of yours. 

"Now, we are going to spank you a lot tonight for doing sexy things to the that innocent little girl and making her have to get a spanking. Then, since you want to make squirties so bad, I am going to spank it right out of you. We'll do that later after your bottom is super ouchy. That will make you learn that you need to be older before you start doing sexy things with girls." 

She patted her thigh like I think she would when it was time to go over her lap and I felt my penis involuntarily pulse probably pushing out a little more pre-cum. No matter how many times I get spanked, it always surprises me that I create so much pre-cum that clearly goes to waste. I walked to her feeling the wetness at the tip of my penis feel uncomfortably cool. 

"He is a cute little guy," she said taking me in hand. 

"Oh, be careful; he really wants to squirt bad. He keeps leaking the slippery stuff. That happens before the nice squirties come out," I said trying to sound like a naive little boy. 

"Oh yes, I see you are leaking. Poor baby," she cooed. Her cool hand felt electric on my erection though she avoided touching me where I would be most stimulated. Instead, she felt around the base and stroked the top like she was petting a kitten. With her other hand, she caressed and gently squeezed my scrotum that was holding my testicles nice and tight just like when I am about to cum. "It is like he is crying already. Soon you both will get to cry together. Won't that be nice?" she asked hypothetically. 

I groaned from the faint stimulation and frustration it produced. "That makes your little pee-pee feel good I bet." Then she leaned in close so that her face was just inches from my throbbing erection and taunted, "yeah, this wittle-wittle teenie weenie pee-pee thinks it is a big boy cock. Oh no your not, no your not." She pursed her lips and raised her voice like she was talking to a baby, "look how cute you are. All hard and ready to squirt but you are so little. Little pee-pees can't cum like big penises. Oh no they can't." 

He just bobbed inches in front of her mouth. I was just a few strokes from orgasm and wanted nothing more than to cover her face with my cum. My hands were clenched tight at my sides. 

Looking up at me, she said, "I think he is about ready to pop." I nodded and then she returned to speaking directly to my little guy, "is baby ready to make? Does little baby want to have his little squirty? Of course he does but we can't have that. Nope. This little guy is just going to have to wait." Then, dangerously, she did actually kiss my penis right on the tip but above my slit. "Bye bye for now. 

"OK, turn around and let's make sure you are all clean," she commanded switching gears abruptly. I turned and faced away from her. I knew what to do before she asked but waited anyway. "Bend over," she said annoyed that I hadn't already. Hoping I was squeaky clean, I bent over as far as I could and then felt her pry apart my cheeks even further. The cool air on my pucker was followed unexpectedly by one of her fingers that poked and prodded the area. Then it was gone and when it came back it was wet. She pushed right into me. "Relax," she commanded, "I know what I'm doing." 

It is really hard to relax when anyone unexpectedly intrudes but I figured that it would be OK if I stayed in character; this would be especially difficult for a twelve year old boy passing through puberty. I whined a soft and elongated 'no' in what I thought would be an appropriate high pitch. She just shushed me and probed deeper eventually finding what I knew was my prostate and giving it a nice massage. 

"I have to be sure you are clean inside and out. This will help fill you up and make your squirt bigger too. I know this isn't very nice but it will be nice to make a big squirt later, won't it?" I just mewed because my character would and because I knew there was likely a big penalty to pay for making a big mess. 

She spent less than a minute probing me, extracted her finger and sent me to fetch her a wet washcloth. It was curiously uncomfortable walking after having been diddled and it also was very apparent that her ministrations had created even more 'tears' from my hard penis which were now sprinkled all over my legs. 

She wiped off her finger while saying, "you can't trust little boys. They say they don't have to poop and they look all clean but really they are just too embarrassed to admit it. I had to check, of course." Then, she put the rag on the floor and stood up. "OK, bend over the chair. Let's heat up that bottom of yours," she said just a little too happily. 

We switched places while she fetched the paddle we use for the warm-up time. On the bare and swung with purpose, it was going to sting blindingly. After such a build up, the spanking started with little additional fanfare. She didn't ask if I was ready or even say anything more. As I leaned over the back and held the seat of the chair, I felt the paddle tap my left cheek twice, disappear, and then a gunshot of sound and pain exploded in the room. It was followed by countless more as I struggled to stay in position. It probably only lasted a minute or two but it felt like an eternity. I questioned every decision that brought me to be naked in her messy little living room. 

To ground me in the moment and the real (though pretend) reason for why I was there, she asked rhetorically, "Do you think this is a little bit of how Cindy was feeling today?" Then, not waiting for an answer, "I am going to make sure you regret taking that poor little girl's virginity. Even with that little tiny penis of yours, I am sure that you hurt that little girl." 

With a flourish, it was suddenly over and the only sound in the room was her heavy breathing from the exertion and my mewing little boy getting spanking ouchy noises: ow, sorry, no, .... She never lets me recover and quickly directed me to the first chore: load and start the dishwasher. It is strange that I pay her but I'm the one that cleans the apartment. Our little sessions end usually when we are either out of time or more commonly, when her apartment is clean. It was pretty messy so I was thinking my bottom was in for a rough night. 

I was back in position after the dishwasher for a repeat with the paddle. The sting hadn't lasted long from the first round. This is part of the pattern where she works the meaty parts of my bottom until there is a lingering burning sting and then she moves on to other implements and techniques. 

I cleaned the kitchen (oval warmup paddle) and then vacuumed the living room (leather tawse), made her bed (more with that stingy wicked tawse), and even dusted (the tawse again though I was begging for anything else). Then I got working on the bathroom. The bathroom cleaning was interrupted by sessions with a medium size wooden spoon. She uses it to spread out the sting to the places that a flat paddle and that evil piece of leather just can't get to like down and inside my crack. During every spanking, she talked to me about Cindy. I heard how she could have gotten pregnant, how she was hurt, and how she wouldn't be virgin on her wedding night. It was awful hearing what a terrible person I could have been. 

My bottom was already sore and swollen when the punishment paddle came out while I was working on the bathroom. Mommy asked me to be sure to scrub the toilet and I said I would but I didn't say 'mommy' in the sentence. It is a strict rule when I answer a command: I have to call her 'mommy' every single time. I didn't notice the mistake until I came out after doing that chore (and doing it quite well, if I may say so myself) and saw the punishment paddle out next to the spoon. 

It is a terrifying implement consisting of a heavy hard wood oval that can cover an entire butt cheek. To add to its effectiveness, holes are drilled through it. The first infraction calls for two swats on each cheek and though that is a chilling thought, each infraction adds two more to the count. One time I was so bad that I got the punishment treatment four times. I started crying before the last session and mommy rubbed my back and whispered sweet things to me before giving me eight quick and hard spanks on first my right cheek and then eight more on my left. It was over in less than thirty seconds but left me in ruins. 

Four spanks with the monster wouldn't be too bad but she was in good form and I wasn't recovering between spankings anymore. At the beginning, the sting dissipates during the chore and I go into the next spanking like it was the first. After a few trips over the back of the chair, I start to feel the sting during the entire choir. After a few more, I am positively dragging my feet. My bottom already was burning and the sight of the punishment paddle ripped the apologies from my throat.

"Mommy, no, I'm sorry, mommy. Please mommy not the punishment paddle. I'll be good, I promise. Please mommy, no punishment paddle," I pleaded. I do plenty of pleading during my spanking time anyway but this was more desperate. Perhaps it was the memory of the night with so many punishment extras that made me so scared. Or possibly it was just that my bottom had taken a real beating already. Either way, she wasn't moved and, in fact, looked very pleased with herself for getting such a reaction out of me. 

"I'm sorry too, baby, but you didn't call me 'mommy' and we just can't have that. I have to give you extra punishment spanks or you just won't learn," she patiently explained to the little boy standing before her. "I think this lack of respect for your mommy is the same lack of respect you had for Cindy today so we are going to have extra spanks with the punishment paddle tonight. I think six on each cheek will do it. A nice even dozen." 

And that is when I realized that my fantasy was coming true. What I really wanted to be was broken, controlled, and pushed beyond what I could handle. It was more than the pain. The game was getting real and though I could say the safe word, if I stayed in the game, I was going to go to a place that I craved but didn't understand. Something was happening and if I let it, the punishment was going to be real for the first time. 

"Come on, baby, let's have your regular spanking first and then we'll take care of your punishment spanks," she said patting the chair. 

I shuffled closer slowly and heard myself say, "I'm scared, mommy," in a voice of a little boy about to cry. She took a step toward me, took my hand, and pulled me the last couple steps to the spanking chair. Instead of helping me over it, she instead pulled me close and hugged me tight. Never before had she done this and I let myself melt into her maternal arms. At first my penis hung free between us but her firm but gentle right hand rested on my left bottom cheek and she pulled me close and then patted the abused flesh. I let myself be hugged by my mommy. Her breasts pushed against my naked chest and my mostly soft penis pressed against stomach. 

"Baby, mommy has to give you a big spanking now. Your boom-boom is going to hurt real bad. You can cry if you need to. Spankings are supposed to hurt and everybody cries sometimes. You were very naughty today. That little girl cried because of you, right? I think you should cry too." 

It was all folding in on me for some reason. I was finally paying for all the 'naked games' I played when I was younger but it was like the weight was being lifted off me. All I had to do was let it go and accept my punishment instead of fighting it. I sniffled into her neck and it was like the sound triggered a chain reaction. I felt my face contort as I started to cry. "There-there, baby," she said patting my bottom for just a few seconds before pushing me away and helping me over the back of the chair. 

The world was all watery from the tears in my eyes and with my head down it was worse because the tears had nowhere to go. I felt a wooden spoon tap my bottom and her left hand caress my middle back and then push down slightly as if to hold me in place. A sob escaped me a second before the spoon produced purifying fire. 

My ouchy noises were louder than ever and mixed with crying as she reignited the fire on my bottom. I gripped the chair and danced my feet but stayed in position. In fact, I was at peace staying right there and letting it happen to me. It needed to happen even though it burned and stung with mind-erasing intensity. 

Then there was a pause and a new larger and heavier tapping on my bottom replaced the stingy spoon. Her left hand pressed down harder on my back and the wood disappeared from my bottom. "Hold still, baby," she said before the punishment paddle crashed into my bottom. Twelve quick but very hard strokes were over in seconds leaving the only sound in the room that of a well-spanked child crying. I was suddenly in her arms again but only briefly before she led me to her couch where she sat me down on the rough fabric. I wasn't looking at her so I didn't see her take off her dress before she sat down to my left. 

She pulled my shoulders so that I was facing to my right away from her and then pulled me back so that I would be lying on my back on her lap. "Put your legs up on the couch darling and just lay back on mommy's lap," she encouraged. I did and then rolled a little to hug her only to feel a naked breast on my face. I almost forgot about the rough fabric of the cheap couch torturing my bottom as I twisted. "Here you go, sweetie. Nursing always made you feel better when you were a baby," she said guiding my mouth to her nipple. 

We were never sexually involved and this seemed pretty close to the line but I was afraid to disobey here so I put her dark nipple to my lips and started to gently suck. She gasped but held me tight with her left hand. She cooed, "its OK, baby. You were so brave. That was such a hard spanking. Mommy is very proud of her little boy." Her breathing betrayed her own arousal. 

I tried to nurse on her breast like a baby but curiosity got the best of me and I explored her nipple and areola with my lips, tongue and teeth. I was suckling on her for only seconds before I felt her right hand on my thigh, then scrotum and then on my still very soft penis. He was still slippery and covered with pre-cum even though not erect any more. She gently fondled me and whispering encouragement: "that's right, baby. Let mommy nurse her little boy." I felt her shiver. 

Her words were stuttering a little as she taunted me, "see baby, this is why you need to wait to have sex. You are just a little baby yourself." I was probably a combination of the stimulation of her nipple, the hardening penis in her hand, and the power of a grown man, but she was clearly enjoying herself. "Is nursing from mommy making you feel better?" she asked breathlessly. I nodded and moaned. "Of course it does. Nursing always makes little ones feel better even after big spanking on their botty. Oh, and now your pee-pee is getting hard again. Mommy knows how to make baby's pee-pee nice and hard. It is so slippery; just covered with tears like your face is too. You've both been crying a lot. 

"Mommy had to spank you for being so naughty today. We can't let you be a naughty boy. You have to be punished when you are bad and you were very bad today rubbing your penis on little Cindy's tickle. You aren't old enough to do that. You need to have a big penis with hair all around it before you have sexy time with girls. This little pee-pee isn't ready to satisfy even a little girl and certainly not a woman. No, not yet." 

She sighed again and said, "baby nurses so nice but I think that breast is all done." She twisted away from my mouth and used the hand that had been holding tight to pull me away. Then, taking her right hand off my now completely hard penis, she guided her right nipple to my mouth and sighed deeply as I started to suckle eagerly. "Good boy," she breathed returning her hand to my bobbing penis. With her left hand, she held me tight again. 

"I think your pee-pee is ready to make squirties, isn't it?" she asked. I moaned the obvious answer. I was indeed enjoying her ministrations. "Mommy knows how to make her little boy feel better but because you were naughty, I can't let you squirt like this. Naughty boys only make squirties with spankees, right?" I groaned. "I know baby's botty is already very ouchy. More spankees are going to make it really sting but that will help you wiggle and squirt. Then you can clean up mommy's lap. That will be nice, won't it?" she asked knowing that I hate that part. I just groaned and tried to concentrate on her fingers softly gliding up and down my shaft. 

Then her hand was gone and she was pulling my mouth from her breast. The nipple popped out of my mouth and I moaned with disappointment. "Get up and bring mommy the hairbrush," she said with a little more joy than I was happy with. I got up slowly on shaky legs and immediately had a head rush and stumbled over to my spanking bag, crouched down and searched through it for the most conflicting spanking item. Something about this little brush makes for a blistering and blinding spanking but when my bottom is being spanked with it, I almost always have a fun little squirt and sometimes the squirt feels really good. 

When I turned around, my naked mommy was facing me but bent over in front of the spanking chair straightening out a towel on the floor. She stood up straight and my eyes stared straight at her crotch. Her pubic hair was trimmed but was long enough to still obscure what hid beneath. Still, her young frame was beautiful, feminine, and sensuous. She sat down primly and patted her thigh. Pointing at a bottle on the table right by me, she said, "bring over the slippery and make mommy's lap ready." 

I picked up the bottle, walked over, handed her the brush, and then froze staring at her naked lap. "Go ahead, sugar, make mommy's lap all slippery. It will feel good and make it easier for you to make squirties during your spanking." 

I knew all this, of course, but she was enjoying torturing me, I think. I knelt down, popped open the top and squirted the strawberry scented lube on first her right and then left thigh. I tried to gauge where about I would be making contact with her and focusing there. I didn't want to be inappropriate and put lube too close to her sex. Using my right hand, I spread the lube in a thin layer over her thighs. She took my hand in hers and brought it closer to her vagina. "Make sure you cover everywhere. I know how you wiggle when you get a spanking on my lap." I complied and even squirted a little more lube on her thighs. My fingers just grazed her pubic hair. 

"OK?" I asked. She nodded and asked, "are you ready to make?" 

I tried to look away but ended up just staring at the oily dark skin of her thighs and that mysterious tuft of black hair between them. I nodded shyly and whispered, “yes, mommy.” 

"Good boy," she cooed. "I'm going to give you a big spankee so that you make big squirties and when they are all out, it is going to be super ouchy. You are going to do some crying, I think but when it is over, I want you to clean up your messy like a good boy. Do a good job or I will put you right back over my lap. Understand?" 

In spite of the beautiful woman sitting naked in front of me, the promise of more punishment on my already very tender and abused bottom caused me very real concern. I remained in character but protested, "no, please, mommy, I just want to make stickies. No more ouchies. Please, mommy." My whining sounded childish and annoying in my own ears. 

She was patient but firm. "I know your boom-boom has had a lot of punishment today but mommy would be a bad mommy if she let her little boo-boo make squirts without a big ouchie spanking. You know little boys aren't allowed to make their squirties like big boys. You are just a naughty little boy." 

Her beautiful thighs had me mesmerized. I imaged what they would look like covered in my messy semen and what it was going to be like kneeling between them and licking it off. My penis pulsed excitedly. In spite of the impending torture awaiting my bottom, I nodded and whispered another breathless, "yes, mommy." 

"That's a good boy. It will all be over soon. 

"OK, over you go, baby." 

I was shaking with anticipation as I bent over her lap and slid effortlessly into place. She put her left around my waist and pulled me closer. I felt her left breast graze my back and the softness was electrifying. 

The wood of the hairbrush rested on my right cheek and I braced myself for what I knew was going to be a ferocious sting. I whined a last 'no' of protest as the hard wood tapped gently. 

I am terrible lover. My penis is a little shorter than average and on the thin side. I probably prematurely ejaculate three quarters of the time but sometimes I can go the distance and make my lovers happy. In spite of feeling like a hotdog in a hallway during vaginal intercourse, I still pop too quickly probably because of some biological drive to attempt procreation coupled with the sheer joy of finding a woman that will allow me to enter her. 

Anal sex is better because almost every woman is so tight. That is a rare treat for me and since I am so worried about hurting her, I seem to be able to hold out a little longer. 

Of course, if she is charitable enough to put my little guy in her mouth, it is an act of pure will to not immediately ejaculate. I always warn my lovers that if my penis is in their mouth, my semen will follow very soon after. One woman didn't believe me and laughed thinking that I was just being nice. To say she was surprised would be a gross understatement. It was our last date and clearly it ended poorly which upset me since I had been very honest. 

I say all this to make the point that I know what 'real' sex feels like; my mommy's thighs weren't the only lovers my penis had ever experienced. Still, they felt delicious, slippery and soft, but also uneven with the valley between them. I thought I could feel pubic hair on my shaft even but wasn't sure if that was just wishful thinking. My penis pulsed with anticipation and I tried to force myself not to start rutting right away. 

The wood disappeared and my need for stimulation overruled my stoic desire to prolong the moment. I dragged my raging erection across her skin and felt my bottom clench tight. The hairbrush crashed into my tensed muscles and I grunted in protest. The sting followed as did more spanks from the hard wood. I twisted and wiggled under the punishment. Soon, my bottom jiggled under each spank when I wasn't clenched tight and I was humping with abandoned trying to simultaneously escape the brush but also recapture the good feelings in the tip of my penis. 

My orgasm was upon me suddenly. I would love to say that it was mind-blowing fireworks but really it was more of a release. Like the ejaculation of a man being hanged, it was my body's last attempt at procreation. Semen sprayed from the tip of my penis onto the lap of my lover and I only registered the slightest tingling at the very tip as the thick liquid forced its way out. 

Sex was over and done. The good chemicals flooded my brain and mixed with the pain she was delivering. I went limp over her lap and felt my bottom cheeks jiggle and bounce with each strike. The hard wood lit a fire on my bottom that penetrated through my entire body. A boy was crying. All hope was lost. Fire consumed me. 

"OK, that's enough. Up you go," she said a second after the last gunshot of wood on swollen bottom cheek was heard. I was sobbing but knew better than to give her more opportunity to punish my naughty bottom. Struggling to my feet, I caught a glimpse of my sticky ejaculate stretch like glue between us for a fraction of a second. 

Crying still but quietly I stood on wobbly feet beside her and inspected the damage done to her beautiful thighs. Because she had pulled me close to her, I had indeed squirted my seed nearer to her crotch than normal. In fact, some of it was tangled in her pubic hair. Slowly and with ceremonious intention, she spread her legs revealing her young sex. Had I not spent myself seconds before, I would possibly had spontaneously ejaculated at the sight. Her dark skin shown through the sparse black pubic hair framing first deep dark red outer lips and then electric pink inner folds. Her clitoris poked out from under its protective hood like an erect penis. 

Her thighs were covered with semen and it was my final duty to lick them clean. Long ago I had admitted to her that this was something I hated but needed to do. Only once did I protest. I knew the penalty I was going to receive even for pausing not to mention ask for reprieve. Never again did I even pause. 

I was on my knees between her legs staring at her beautiful sex as much as I could as I started licking up the impossibly salty and tangy semen that thankfully also had just a hint of strawberry. With her hand on the back of my head she guided me in my task and forced me to complete it. As I felt the semen coating my soft, pale, and hairless genitals cool as it dried, she pulled me closer to her treasures and finally held me in place as she made me service her. 

It took less than a minute for her pleasure to be complete as well which surprised me because--like all of my skills with women--I am passable at best when it comes to cunnilingus. Perhaps it was the burning of my bottom or the threat of more that made me better that night. Perhaps she was excited by our game as well. Whatever the reason, I found myself with her clitoris between my lips as her muscles contracted under my chin and her still wet thighs covered in lube, semen and my saliva pressed hard against the side of my head as she groaned through her orgasm. 

She pulled me off of her when she had enough and I sat back staring at her beauty. I reached up to wipe my face but she stopped me. "No, baby, no cleaning up." Then, after a pregnant pause, "I want my boyfriend to see you." 

The doorbell rang and she said with a wink, "can you answer the door for mommy, please? You know how he doesn't like to wait."