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Author Topic: Jimmy's New Babysitter by Baby Bobby  (Read 37927 times)

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Jimmy's New Babysitter by Baby Bobby
« on: February 20, 2006, 03:44:11 AM »
Jimmy's New Babysitter

Author: Baby Bobby, Sep/6/2004 14:20:50 [-04]



I could've died of embarrassment.

Melissa, the bossy, buxom senior from my school strode into Aunt Suzie's living room boldly, looking me up and down disdainfully. She wore a tight pink halter top with a low scoop neckline, generously revealing her deep cleavage. Below that was a bouncy white mini-skirt and her usual high heeled pumps. It was obvious from the look on her beautiful face that she held me in contempt and it was easy to see why.

I was still wearing the pink taffeta dress my mom had put me into this morning, not to mention my hair was in pigtails with pink floppy bows and my face and nails were still made up from visit to the salon. My shiny black mary janes contrasted with the pale pink knee high socks I had on my feet but worst of all was the thick, bulging diaper that was clearly visible under the lacy hem of my dress. It was soaking wet for the second time today and it clung stubbornly to my bottom and around my crotch thanks to the snug, shimmery, rhumba panties Aunt Suzie had made for me.

"Sis, meet my favorite babysitter, Melissa," my aunt said to my mom.

"Nice to meet you Ma'am," Melissa said in voice that was more polite than I had ever heard from her.

"It was so good of you to come over on such short notice Melissa. I'm glad to have the opportunity to finally meet you. Suzie's told me so much about you," my mom gushed.

"It's no trouble, I can always use a little extra money," Melissa replied.

"We'll I hope you don't mind, but I've got a bit of a special case here. You see, my son here is a bedwetter and a masturbator--and I've had it up to here with his childish behaviour. I've got him dressed the way he's been acting-like a little three year old girl, which I think is appropriate."

"I couldn't agree more," Melissa said smugly, "he's known as the biggest sissy in school, so it's about time he started dressing like one."

"Oh, one thing," my mom said almost as an afterthought, "if he should give you any trouble, any trouble at all, you have my full permission to take down his diapers and paddle his fanny."

Melissa pulled out of her bag a large flat wooden hairbrush and wielded it in her hand menacingly.

"Don't you worry about that, I'll make sure this little sissy knows who's in charge."

"Good, and please give me a behaviour report tommorow so I can discipline him myself when I get home," my mom added.

I quivered with dread at the thought of being entrusted to the care of this person who knew never liked me and constantly sought out ways to humiliate me.

"Make sure he's in bed by seven," my mom said as Aunt Suzie and her went out the door.

"No problem, Ma'am," Melissa said.

I felt some small relief since seven was only a half hour away. At least there wouldn't be too much time left for her to torment me.

"Melissa, there's a change of diapers for him in the bedroom closet, the one's he has on are soaked. You don't mind changing him do you?" Aunt Suzie asked from the door.

"Not at all! I'll get our little bedwetter changed into some nice dry diapers and then it'll be straight to bed for him," she answered eagerly.

They said their goodbyes and then I was alone with her. Standing with her hands on her hips, she towered over me in her high heels as she glared down at me coldly.

"Let's get a few things straight Baby-boy," she said sternly, "YOU are a sissy. You are the biggest sissy I've ever met in my life and that's saying a lot. I intend to humiliate you like you've never been humiliated before and if that means your bottom gets blistered along the way-so be it."

I quaked in fear and a little pee trinkled out into my already soaking wet diaper.

Without a word, she turned on her heel and walked out of the living room towards my aunt's bedroom. Her five inch heels clicked distinctly across the floor, purpose filled with determination. A moment later, she returned with a handful of thick cloth diapers, powder, diaper rash cream, and a changing pad, the latter of which she spread out on the floor.

"Sit down Sissy," she ordered me curtly.

"M-M-Melissa?" I asked tentatively.

"You will address me as 'Ma'am', Sissy boy," she said firmly as she tugged my glittery panties down my legs.

"Yes Ma'am," I answered meekly, "but aren't I going to bed soon?"

"I've got other plans for you," she said as she began peeling my clinging plastic panties down off my wet diaper and then down my legs. She left them around my ankles and then looked down at me with a frown creasing her pretty features.

"Just LOOK at you. Wetting your diapers just like a little toddler. How old are you? Fourteen? My three year old nephew is more mature than you," she scolded me.

I hung my head in shame, unable to maintain eye contact with her.

"Believe me, I'm going to make sure everyone knows what a big sissy you are," she said as she unpinned the sodden diapers that were now hanging from my hips. They fell to the floor with a splat and she pushed them aside.

Doing only a cursory job of wiping my damp bottom and genitals with a baby wipe, she held my legs up in the air and slid the thick stack of fresh diapers under me. But before letting me back down, she picked up her hairbrush from the floor and swung it harshly, smacking each of my bottom cheeks soundly.

"OWWW!! OW-HOWW!!" I wailed.

Her big boobs jiggled within her top with each stinging slap of the hairbrush.

"THAT was just for being a sissy," she announced with a cruel smile.

I howled in pain and kicked but she held my legs while I struggled as if I were just an infant. I couldn't believe how strong she was!

Taking a big handful of diaper rash cream, she smeared it across my pink bottom with little care taken to ensure it was an even coating. At last she let my legs down and she powdered my pen-is and between my legs until a white cloud filled the air around me. Grasping my diminutive white pee-wee in between her thumb and index finger, she held it like it with obvious disgust.

"What the hell is this?" she asked mockingly.

I didn't know what to say and I feared a spanking if I said the wrong thing so I just kind of shrugged.

"I'll tell you what it is...it's pathetic! But then, it goes with your prissy personality," she laughed scornfully, showing off her beautiful teeth and sensual lips.

"But don't worry, I've got just the thing you can prove to me that you're good at." Reaching into her bag, she pulled out her monster sized strap-on dil-do, its fleshy veins bulging from around its thick shaft.

I whimpered in fear as she pulled the thick, constricting cloth between my legs and pinned it tightly on either side. The bunny soft diaper caressed my skin as she yanked my still damp plastic panties up my legs. She had to wrestle with them to get them over the fat, bulging diaper but at last, it was all contained.

"There, at least you won't be wetting on the furniture now," she said scornfully.


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Jimmy's New Babysitter by Baby Bobby
« Reply #1 on: February 20, 2006, 03:44:49 AM »
Jimmy's New Babysitter, part 2

Author: Baby Bobby, Sep/19/2004 15:27:15 [-04]



Taking the dil-do in her hand, she squeezed the rubber balls that were attached to the base and buried the head into a jar that I couldn't see the label of. When she released her hold on the balls, I heard a slurping sound as the dil-do suc-ked up whatever was in the jar like a bulb enema.

Taking off her skirt, she fastened the heavy rubber phallus in front of her, cinching up the straps around her hips and between her legs. After adjusting the fit, it stuck out from her groin obscenely, and I felt my bottom puckering in anticipation and fear.

"On your knees," she ordered me, "time to practice your co-ck suc-king for your future mate."

I blushed and rose to my knees as I stared at the leviathan pointing at my face. The end of it was now covered in a milky white substance from the jar and I could only wonder what it was.

"Ma'am?" I tried to say but as soon as I opened my mouth, Melissa shoved the slippery dil-do straight past my lipstick covered lips, choking me with it. My hands windmilled in the air and my eyes went wide open as I squealed in distress. My mouth was filled with the giant rubber co-ck and I was forced to taste and swallow the creamy substance that covered the end of it. It tasted somewhat salty and I gagged several times as she rammed the dil-do forcefully in and out of my mouth. My checks were stretched wide trying to accomodate the massive co-ck and she hammered the back of my throat with the bulbous tip.

"That's right Sissy, suc-k it like a good little boy," Melissa said mockingly as she thrust her hips forward and humped my aching mouth, "this is what you'll be doing from now on. I'm just getting you trained for the real thing."

I slurped and slobbered at the dil-do as it slid in and out of my mouth. She never took it out enough to leave the head exposed before she plunged it back in as far as it would go. She went on at a moderate pace for about ten minutes and then she began to speed up.

"Get ready Sissy-boy, I'm about ready to come, so that means you'd better get ready to swallow!" she snickered.

I moaned and whimpered as she pumped me back and forth until at last, she drove the dil-do all the way into the back of my mouth and squeezed the ball sack. I felt creamy goo shoot into my throat and mouth and I struggled to avoid gagging.

"Better swallow every drop or you'll be going over my lap, Sissykins," she warned me as she held it firmly in place. Her hands gripped the back of my head firmly, preventing me from any escape.

I did my best to swallow but then she squeezed it again and more of the cream shot into my mouth, filling it with that salty taste again. I squealed like a little girl, my rouged cheeks bulging outward already from the gargantuan head of the co-ck as I swallowed again and again.

At last, she pulled the dil-do from my mouth and I gasped and heaved, trying to gather my breath.

"Yes, that was quite a workout, wasn't it?" she said with a smirk, "and now it's time for you to assume the other position you'll be finding yourself in, more and more. This one should be very natural to you."


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Jimmy's New Babysitter by Baby Bobby
« Reply #2 on: February 20, 2006, 03:45:29 AM »
Jimmy's New Babysitter, part 3
Author: Baby Bobby, Sep/20/2004 10:26:18 [-04]

She pulled my plastic panties down and left them hanging on one ankle. Then she grabbed a few cushions from the couch and a pillow and put it in a pile on the floor. Grabbing me roughly, she maneuvered me over the pillow, bending me over it so that I was face down and my fanny stuck up in the air. She unpinned my diaper and pulled it back, exposing my sticky bottom, still slathered with white diaper rash cream. I whimpered fearfully as she opened a jar of vaseline and buried the strap-on into it, coating it generously before positioning herself behind me, on her knees. I felt a greasy finger poking into my puckering anus and I squealed again in panic.
"Better get used to this Bedwetter-boy, 'cause all you’ve got to look forward to for the rest of your life, is some stud humping you in the ass with his big c*ck. You have no business in a woman's bed but maybe you can learn to please a man," she said as she slipped a glob of vaseline into my hole.
"Please...please don't, Melis-Ma'am," I wailed, correcting myself at the last moment.
Ignoring me, she positioned the greasy head of the d*ldo between my cheeks, while simultaneously spreading them apart with her hands.
"No...no...no...please, please," I begged her piteously. My dress and petticoats had slid down and out of the way, gathering under my arms as my bottom pointed upwards, perfectly positioned to receive Melissa's big strap-on.
Fishing with the thick shaft, she directed it firmly at my hole, applying steady pressure with her hips while I struggled to try and escape. With her other hand, she reached over and grabbed her hairbrush, bringing it down in several harsh slaps to my naked, exposed fanny. Beating my bunched up fists against the floor, I wailed helplessly as I received my punishment.
Miraculously, the huge head finally slid past my sphincter and I sobbed in defeat.
"There," she said satisfied, "now, you're getting what you need."
Tears of humiliation trickled down my face as she slowly pushed the d*ldo in deeper and deeper, at last, bottoming out far inside me.
"Feel that Jimmy? That's what a man's c*ck feels like when he's taking you like his little girl. Don't you feel full and satisfied?"
"No Ma'am," I whimpered between sobs.
My hole felt like it was being stretched apart and I breathed heavily as I struggled to try and accomodate the massive d*ldo. She slowly withdrew it but then pushed it right back in again. I moaned deliriously as she began a slow steady rhythm, in and out, thrusting it deep into my rectum. She grasped my hips and held me tightly, preventing me from escaping her burrowing strap-on and forcing me to experience every millimeter of the titanic d*ldo. As if to echo her demeaning words, I sounded like a little girl getting humped, my high pitched voice squealing and moaning in synch with her thrusts.
Occasionally, she would stop long enough to take a smack at my bottom with her hairbrush before resuming her pumping. My poor anus ached and my fanny stung after five minutes. After ten minutes, I knew I'd be having difficulty walking normally.
At long last, she drove the d*ldo as far in as it would go and squeezed the ball sack, filling my rear end with another load of the creamy substance she'd refilled into the strap-on. As she withdrew it, I lay on the floor panting and heaving, exhausted from her efforts. I felt her pull the back of my diapers up and re-pin them tightly. Rolling me over, she held the leg hole of my pink plastic panties open and snaked them up my ankles and thighs. Gazing over the top of the gathered ruffles and lace of the hem of my party dress, I watched as she tugged the panties up and around my diapers. Unexpectedly, I felt a gooey substance of my own in the front of my diapers. Had I come and not even realized it? I blushed deep red at the thought and glanced up at my beautiful babysitter who was ignoring me. She seemed so powerful and strong to me. Yet, she was also one of the most gorgeous girls in my school. I feared her, yet I couldn't help admiring her every sexy feature.
She unstrapped the d*ldo and put it on the floor beside me.
"Clean that up," she ordered me tersely.
"Yes Ma'am," I replied obediently. There was no question in my mind who was boss around here. I got up shakily on my feet and had to waddle off to the bathroom slowly, partly because of the thickness of my diapers but also because my butthole ached from the long and thorough reaming I'd just received.

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Jimmy's New Babysitter by Baby Bobby
« Reply #3 on: February 20, 2006, 03:46:03 AM »
Jimmy's New Babysitter, part 4

Author: Baby Bobby, Sep/22/2004 07:48:48 [-04]



When I got back into the front room, Melissa was just hanging up her cell phone.

"Come here Sissy, let's get your prissy panties on, it's time to go," she said as she held my rhumba panties open for me to step into.

"Huh?!? Where are we going?" I quaked.

"We're going to a little party, you and I,'' she said with a smug look, "so I want you dressed as pretty as possible."

I immediately started pouting but Melissa would have none of it.

"Come on Sissy-boy. You're coming whether you like it or not. The only difference is whether you leave here with or without a spanked bottom," she informed me impatiently.

I stomped my feet in frustration as I reluctantly put one foot at a time into the panty leg holes, allowing her to slide them up my hairless thighs and over my pink plastic panties.

"But my mom said I was supposed to go to bed," I whined.

"I don't care what she said," Melissa said as she unrolled a stick of pink lipstick from her purse, "it's time people started seeing you as the prissy sissy that you really are."

It was all so unfair!

As I pouted like a four year old, she applied two thick coats of pink glossy lipstick to my lips which had lost most of their previous coating on her strap-on d*ldo. She handed me a big bottle of warmed milk and ordered me to finish it so she could refill it before we left. Looking at her big breasts within her tight halter and seeing the determined look in her dark eyes, I knew better than to refuse. I suc-ked from the bottle teat until only air bubbles came out. She snatched it out of my hand and quickly refilled it, zapping it in the microwave before returning it to me.

"Okay, let's go," she said as she grabbed her keys.

I wanted badly to stand up to her but the idea of defying her was just too frightening. I knew she wouldn't hesitate to yank my diaper down and paddle me severely and then I'd still have to do whatever she wanted anyway. In addition, I knew she'd tell my mom and I'd face another hard spanking in the morning. My bottom had already been paddled numerous times within the last 48 hours so the last thing I wanted to do was to tempt my stern babysitter.

Swallowing what little pride I had left, I followed Melissa out to her car, dressed like a three year old girl still in diapers.

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Jimmy's New Babysitter by Baby Bobby
« Reply #4 on: February 20, 2006, 03:47:07 AM »
Jimmy's New Babysitter, part 5

Author: Baby Bobby, Sep/23/2004 13:52:27 [-04]



We drove for about twenty minutes in which time I had finished (with some persuasion) my baby bottle of milk. Melissa pulled into the parking lot of a busy AM/PM store and told me in no uncertain terms to get out and purchase some more milk from inside. I begged and pleaded with her not to make me go in dressed like I was but I gave up when she retrieved her hairbrush from her bag. Fearfully, with my empty bottle in hand, I stepped out of the car tentatively, which she had parked right in front of the store's main door. As I passed cautiously by the hood of Melissa's car, she honked her horn loudly, and I gasped as everyone inside and out in the parking lot turned to stare at me. From behind the wheel, I could see Melissa laughing uproariously at my predicament and I blushed a deep shade of red.

With tears of shame in my eyes, I opened the glass door and walked inside. All eyes were on me and a buzz of conversation erupted from the patrons. Snifling to myself, I waddled over to the drink case and quickly grabbed a carton of milk. The lace on the legholes of my rhumba panties kind of tickled my thighs and I tried in vain to pull my dress down to cover them. There was really no point though, because the hem of my party dress only covered the waistband of my panties and diapers. Everyone stared at the ruffles adorning my thickly padded bottom and several young women giggled aloud at me.

"Oh my god!" one exclaimed as she stared open mouthed at me.

"Did mommy's wittle baby run out of milk for his ba-ba?" another asked.

I tried to ignore them but I could feel my ears getting hot and my cheeks burning fiercely in shame.

Facing the woman behind the counter, I placed the milk and my empty bottle next to the register.

"I'm supposed to ask you to warm this in my bottle," I mumbled under my breath to the saleswoman.

"Sure Honey," she replied with a wink as she took the carton of milk and poured it into my baby bottle. She walked over a few feet and placed it into the microwave, setting the timer on for half a minute.

I stared straight ahead trying to shut myself off from what was going on behind me but all of a sudden, I felt the seat of my diapers getting squeezed in someone's hand.

"Oh!" I cried out in sissyish surprise.

"Looks like baby hasn't wet herself yet," one of the young girls behind me said with a smirk.

"What a sissy!" the other said disgusted.

"Leave me alone, please," I said meekly.

The second one repeated what I said in a mocking tone.

"Leave me alone, please," she sneered.

"Little sissies like you shouldn't be out this late. It's past your bedtime," the first one warned me.

Just then the dinger on the microwave went off and the lady handed me my milk. I snatched it out of her hand and bolted for the door but not before one of the girls slapped my diapered bottom as I went past her. Their laughter rang in my ears as I ran for Melissa's car, tears filling my eyes.

When at last I was back in the passenger seat, she was still laughing at my spectacle.

"I want you to make sure you finish that before we get to the party," she told me once she was able to contain herself.

"But I'm not thirsty," I complained.

"Maybe you'd like another session with my strap-on before bed, hmm?" she threatened me.

"No Ma'am!" I replied quickly, and immediately began suc-king from the nipple of my bottle.

As we made our way across town, I could feel the milk sloshing around in my stomach and the first indications that I would have to go pee soon. Maybe I'd be able to sneak into a bathroom when I got there, I tried to tell myself, but I didn't think that was very likely. Much more likely was that Melissa would force me to wet my diapers in front of a number of people. The thought made me cringe with anxiety.

We parked along the street and got out near the house that was having the party. I could really feel the pressure in my bladder now that I was standing and I walked slowly behind Melissa down the sidewalk. Her heels clicked with self assurance as she led me up the driveway toward the house and I noted the sensuous curves of her calves and her powerful, but smooth thighs above them. Like her or not, she certainly was all woman.

She rang the doorbell of the house and a pretty teenager answered, another one of the girls from my school. She saw Melissa and was about to say something but then she caught sight of me and broke out into gales of laughter. Pointing at me, she slapped her hand on her knees as she doubled over, her humor consuming her.

I felt like I was wilting, still standing out on her sidewalk where everyone could see me and it didn’t feel any better to have another one of the school’s cheerleaders laughing her butt off at me. When she could finally speak, she called out to her friends inside to have them come take a look. The hallway behind her filled up with young women as they took a look at me and joined the first one in laughing loudly at my appearance. I was completely humiliated and I couldn’t help it, tears started streaming down my face.

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Jimmy's New Babysitter by Baby Bobby
« Reply #5 on: February 20, 2006, 03:47:48 AM »
Jimmy's New Babysitter, part 6
Author: Baby Bobby, Sep/24/2004 14:02:41 [-04]

Most shook their heads at me but a few others started mockingly try to comfort me.
“Aww…come on inside baby, we’ll get you a new ba-ba.â€
“Did the wittle baby wet her diapies?â€
“Poor wittle sissy, he just needs a diaper change.â€
We went inside and I felt several hands squeezing the thick seat of my diapers. My bottle was taken from me and I was led into their living room and made to sit down.
Strangely, I noticed some lights set up and an area cleared out in one corner of the room.
"Melissa, you're just in time, the show's about ready to start," one of the girls told her.
Some dance music started and from an adjoining room, one of the school cheerleaders came out. She was wearing a white push up bra, high cut panties and high heeled sandals, and she sashayed out with a sexy walk, modeling the outfit for the girls present. I had never seen a girl this undressed except for a Playboy magazine I'd been shown and I was completely mesmerized.
Another girl started describing the outfit, who made it, and how much it cost. Apparently, this was one of those lingerie parties I'd heard about but until now, had never dreamed I'd actually see one. Watching the sexy girl saunter around, swinging her hips in a sassy way, I felt my little pee-wee start to harden. I couldn't believe how erotic she was, and the soft folds of my diaper only increased my excitement.
Melissa sat down near me and handed me my bottle which was once again filled with warm milk.
"Better finish that in the next five minutes," she ordered me.
"Yes Ma'am," I said quietly.
Several of the girls looked at me and giggled so I kept my eyes downcast.
The next girl that was modeling came out in a black bustier, her substantial breasts spilling over the top creating two delicious mounds and a deep cleavage. The girls around me ohhed and ahhed and unconsciously, I found myself rubbing the front of my diapers.
"Go get me a beer out of the fridge," Melissa demanded.
"Yes Ma'am," I replied.
As I got up slowly, I could feel the insistent pressure on my bladder ready to burst. I limped slowly to the kitchen but a trickle slipped out and into my diaper. Crossing my legs, I danced in front of the refrigerator but the effort was too much. In a moment, I was flooding my diaper, peeing uncontrollably as I sobbed in defeat.
I felt someone patting my pantied bottom and turned to see the first model smiling down at me.
"There, there little boy, wet your diapers like the big sissy you are," she said soothing, yet patronizingly.
I pouted helplessly as I continued wetting, the pee saturating the front and seeping down between my legs. As more and more pee went into my diaper, the seat started taking the excess and I felt the wet cloth pressing against my cheeks.
"Why don't you come out into the living room now and tell your babysitter what you just did," she said as she patted my bottom gently.
I shook my head no pleadingly but she just nodded and took my wrist, leading me into the other room. I waddled out behind her, my warm, wet diapers clinging closely to my skin.
"Excuse me ladies," the scantily clad cheerleader said to her gathered friends, "but Jimmy here wants to make an announcement."
I shook my head no but she squeezed my wrist painfully until I aquieced.
"I, um, kind of, um, wet myself," I mumbled almost inaudibly.
"Speak up, we can't hear you!" the busty model wearing the black bustier shouted.
"I said, I wet my diapers," I said, barely louder.
"We still can't hear you!" several others chorused.
"I wet my diapers!" I practically shouted in exasperation.
The room broke out in gales of laughter and my ears burned with the sound of it. Hot waves of shame washed over me and a tear trickled down my cheek. These pretty girls all realized by now that I was nothing but a diaper wetting sissy, no better than a two year old toddler. As I looked around the room, I saw that the only girl not laughing was Melissa. She was staring at me with a stern look on her face and I felt my knees get weak as I watched her take her hairbrush out of her purse.
"Michelle, it looks like I have a little business to take care of here," she told her friend as she pulled a straight backed chair out into the middle of the floor, "can someone get me a towel to put over my lap?"

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Jimmy's New Babysitter by Baby Bobby
« Reply #6 on: February 20, 2006, 03:48:21 AM »
Jimmy's New Babysitter, The End

Author: Baby Bobby, Sep/25/2004 21:43:11 [-04]



Within seconds, a girl returned with a towel which Melissa draped over her lap. Several girls behind me started pushing me towards her but I tried to resist them, digging my mary janes into the carpet and putting my hands out. They easily overcame my efforts and I stumbled next to Melissa who was gazing at me with unconcealed disdain. Seeing the cold look in her beautiful eyes and the hairbrush in her hand, I let go with another stream of pee into my diaper as I trembled in panic.

"I think the problem your mommy is having at home is that she doesn't punish you when you wet yourself," Melissa told me as she yanked my glittery rhumba panties off my diaper and down my skinny legs.

"No Melis-Ma'am, please don't spank me," I begged her in desperation.

"Maybe if you got your bottom paddled everytime you wet your diapers, you'd learn to grow up," she continued.

"Please--please don't, I couldn't help it," I whined.

"Well tonight, I'm going to help you grow up a bit," she said as she peeled my pink plastic panties down my thighs past my knees.

I whimpered as the girls all got themselves comfortable to watch me get soundly spanked. I stared down the dark line of cleavage between Melissa's big boobs as she tugged me over her lap. Meekly, I situated myself so that my fanny was properly available and she began unpinning my soaking wet diapers, commenting to others about them.

"Do you see why his mommy has to put him in such thick diapers? Just look at how much he's peed into these."

The girls within my field of view shook their heads in disgust at my childish display and my face turned a deep shade of red.

Melissa pulled back the sodden cloth and pushed it between my legs. I waited fearfully for the first smack of the hairbrush but Melissa reached over and grabbed my right arm, forcing it up behind my back painfully. I squealed in protest to which the girls all laughed at again.

The first hard slap of her hairbrush landed squarely on my damp cheeks with an electric shock. I howled in pain and she smacked me again in the same spot. As I kicked my mary jane clad feet in helplessness, she spanked me harshly, slapping my cheeks in a punishing rhythm. Almost immediatly, I burst into tears and I struggled frantically to get off of her lap. My efforts were in vain because she only held my arm firmer and spanked my bottom harder. I wailed like a three year old as the girls around me smiled, some nodding their heads as I got the just punishment they obviously felt I deserved.

The wooden hairbrush landed again and again, turning my fanny into a blazing red hot bed of coals. I sobbed and cried, the tears streaming down my face in profusion and my breath coming in short gasps. Each angry slap of her hairbrush made me think I wouldn't be able to stand the next but then it would land and I would cry out even louder. I looked through tear filled eyes at her high heel pumps, which easily supported my light weight, despite all the flailing around I was doing.

As I bawled like a baby, I realized with certainty that I really was just a big sissy. I knew for certain that my future would be filled with wet diapers, dresses, and hard spankings for the discipline I so badly needed.



(sniff) The End

 

The more you give, the more I can give back.

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