Back to School for Josh

　

Back to school for Josh


The late summer sun streamed in through the gauzy pink curtains of my nursery, illuminating the room brightly as it cast it's warm and welcome glow into the room. I was standing next to my crib, patiently waiting as my aunt Emily fussed over me in our normal morning ritual. As usual after a long night, my bulky diapers were completely soaked and I was anxious to have them changed. My aunt had long ago stopped needing to "check me" in the morning--she knew without question I couldn't make it more than a couple hours now without wetting myself, which was why she insisted on dressing me in such thick diapers all the time.

It was still embarrassing to be wearing diapers at the age of fourteen but I had little choice. I was certainly no match for my aunt Emily's determined will and she was insistent upon treating me like a little toddler girl, right down to the frilly panties and dresses, of which I had aquired about a dozen by now.

I watched her now with detached admiration as she busied herself, removing my soft ruffled nightey and hanging it back up in the closet.

From any angle, aunt Emily was nothing short of amazing. With an utterly flawless body, she never ceased to arouse me with her sexy, curvy presence and today was no exception. Taking my hand, she led me over to the changing table and began peeling my clinging wet plastic panties down off of my diapers. Despite myself, and knowing I shouldn't--I found myself gazing longingly down the front of her snug top, mesmerized by her incredible breasts that were stuffed into her yellow halter top that was one size too small. Her delicate white lacey bra could be plainly seen and predictably, my weiner began it's usual futile expansion within the hard plastic confines of my chastity tube. I grimaced in pain--although by now I was getting used to it--and sighed in frustration. It was going to be another long day.

Unpinning my heavy wet diapers, aunt Emily pulled them out from beneath me and plopped them into the large heavy duty diaper bin that contained my previous soiled underclothes. The pungent, stale, and humiliating smell of urine wafted over me, further reinforcing my feelings of insecurity about my perceived level of maturity. The diaper pail served as an adverstisement to anyone who wallked into the nursery of my absolute need to be constantly diapered.

However, aunt Emily paid it no heed as she hummed merrily to herself, wiping my cool skin with a baby wipe, her ministrations loving and gentle.

"Looks like your diaper rash has cleared up Joshy," she remarked happily.

"That's good Mommy," I replied.

Aunt Emily insisted I refer to her as 'mommy' which, for all practical purposes, she was.

"There," she said as she finished, "now I'll just get you a nice, soft diaper for this morning, okay Joshy?"

Aunt Emily often asked me questions that she didn't expect an answer to, just as she liked to verbalize what she was doing to me as if I needed an explanation. But I didn't mind, really. Aunt Emily, besides having a body that would make a Victoria's Secret model jealous, was also a total knockout. I never tired of gazing at her drop dead gorgeous face with her big, enticing green eyes and sumptous, full lips. Who could ask for a better looking mom?

Grabbing three from the nearby stack, aunt Emily brought over my cloth diapers and slid them underneath my raised rump. I resented her making me wear these infantile clothes and it only added to my inner doubts that I really was a sissy. After all, who else my age was still wearing diapers and plastic pants? After slathering my bottom with diaper rash ointment, aunt Emily generously shook baby powder between my legs, creating a cloud of fragrant, infantile essence that surrounded me. The scent was a further humiliating reminder of my babyish status and unconsciously, I pushed into the back of my mind, the realization that other guys of my age group had stopped wearing diapers 12 years ago. After several spankings and other inducements, I had come to accept my diapers as both necessary and even pleasant, and by now, I doubted whether I would ever be without their soft, clinging feel.

The thickness of the three diapers (all with additional soaker pads sewn in) forced my legs apart as aunt Emily drew them gently up and pinned them tightly with my pink clown safety pins.

"A nice big diaper for a nice big sissy, right Joshy?" she asked sweetly.

"Uh-huh," I agreed meekly.

Reaching over my head, my aunt sifted through my considerable drawer full of plastic panties until she found the one she was looking for. While she did, I took another opportunity to stare in amazement at her massive breasts, pressing tightly against the strechy thin material of her top and threatening to overwhelm the sexy push up bra that was struggling to contain her beautiful bosom. My penis ached with desire and it certainly didn't help that it had been six months since I last came. Oh, what I would have given for thirty seconds of uninterrupted access to my wiener. But of course, I might as well wish for the moon. Aunt Emily would no sooner unlock my chastity device than grow wings and I had given up trying to beg my way into getting her to reconsider. It was her strict policy that sissies shouldn't have access to their penises and she made sure that I couldn't.

Leaning back, aunt Emily held up a pair of white nursery print plastic panties with pink plastic lace around the waist and leg openings.

"Here you are Joshy," she declared happily, "These will look just precious on you."

I whimpered meekly as she passed the noisy waterproof panties over my raised feet and past my knees.

"Today's a big day for you Joshy," she remarked as she began stretching and working them over the soft bulk of my diapers, "There's a big 'back-to-school' sale going on today and I thought we'd go down and get you some new outfits for class."

My heartbeat lurched at this unexpected surprise.

"Cl-class? School?" I stammered, "I'm going back to school?"

"Well...not exactly a usual school, Sweety," she said as her long, creamy fingers surrounded my elastic waistband, working it up to cover the cloth of the diapers, "But I found a school that will be just perfect for a big sissy like you."

I gulped at the thought of going back to school while still wearing diapers.

"B-but, what about...you know..." I couldn't bring myself to say it, "...my, um, underwear?"

"Oh don't worry Honey--you'll be fully diapered, and the place you'll be going will have plenty of spares to change you into too," she assured me.

That wasn't what I was worried about at all and I bit my lip in frustration.

"But...aren't people gonna see my diapers?" I complained weakly.

Aunt Emily giggled as she sat back to look at me.

"Of course Joshy--what--did you think I was going to send you to school in training pants or something?"

The look on her face suggested that would be the most ridiculous thing in the world but I blushed hotly at the prospect of being seen amongst my peers while being obviously diapered.

"I dunno...I guess I just sorta thought..." my voice trailed off uncertainly.

"Well you can just get that thought out of your head, silly," she said with finality, "Your diapers are here to stay."

My heart sank as she patted the fat, cushiony front of my plastic panties to emphasize her point.

"These are your underwear from now on," she added.

"Now, what can we find as an outfit for you today?" she said half to herself, obviously finished with any further questions about my being diapered at school.

Standing up, she pulled open one of my drawers and sorted through the onesies before pulling out a powder puff, baby blue one. I liked it because it was warm, soft, and fuzzy, and comfortable to play around the house in but I was absolutely mortified to have to wear it in public. It had a large lamb applique on the bodice and white fuzzy ruffles around the legs as well as puffy, elasticized shoulders.

Pulling it over my head, aunt Emily tugged it down and snapped together the four metal snaps between the legs. My diapers bulged out blatantly from around my hips as I sat in submissive acceptance of my outfit. I knew all to well that an argument would lead only to one place, and that was over aunt Emily's firm lap for a sound spanking.

"Perfect!" she exclaimed gaily and she swapped out my socks for some sky blue anklets with Winnie the Pooh on the sides. Next were my white Ked's sneakers and aunt Emily pronounced me ready to go.

After a breakfast of warm buttermilk and baby food, served to me in my highchair, aunt Emily put me in the back seat of her car and we drove across town. Before long, we were pulling into the parking lot of Missy's Dresses and Apparel, a store I was well familiar with since Lauren had first brought me here six months ago. Today I was alarmed to see big bold letters announcing their one-day-only back to school sale. I cringed as I contemplated the school outfits aunt Emily had in mind for me.

Holding my reluctant hand, aunt Emily strode into the store briskly, her tall high heels clicking crisply on the concrete sidewallk. The store owner, Barbara, saw us coming in and she came over quickly to intercept us.

"Well hello Emily!" she exclaimed excitedly.

The two hugged and I savored the brief moment in which their big breasts mashed together as they embraced. Barbara, while at least 8-10 years older than my aunt, was still very hot for her age. She reminded me of Faith Hill but with a much bigger bosom. And it was obvious that she paid a great deal of attention to her appearance because she was still in fantastic shape with a great set of legs.

After greeting my aunt, she turned her focus on me, bending down to greet me.

"Hi there little baby Joshy," she said sweetly, and she reached down and planted a big, wet, lipstick-covered kiss on my cheek, causing me to blush furiously.

"I just love your curls," she remarked glowingly, referring to the tight sausage curls that Lauren had made me get at the salon months back.

After taking us further back into the store and making small talk with aunt Emily, Barbara's conversation returned to me.

"How's his chastity program going?" she inquired.

"Excellent," my aunt replied with obvious satisfaction, "we had a few tantrums that had to be resolved with the paddle but I think he's come to accept his little cage and he doesn't even notice it anymore."

That was a statement that couldn't be farther from the truth but I knew better than to oppose her.

"And what do you think Joshy?" Barbara asked with interest, "Do you think sissies should be allowed to have free access to their weinies or should they be locked up and kept out of reach?"

I shuffled my feet and stared down at the floor as I tried to think of a proper response that would reveal my disgruntlement with the situation, yet not offend aunt Emily.

Sensing my discomfort, Barbara didn't wait for an answer.

"Don't you agree that if you were given the opportunity, you'd play with your little willie every chance you could?" she pressed.

I blushed again at her infantile appraisal of me and I realized that my audience had no symathy for me whatsoever.

"I guess...I guess, mommy knows best..." I mumbled at last, resentful at having to give my consent to my own enforced chastity.

"That's right Sweety. Mommy does know what's best for her little baby and she knows you need to be prevented from getting into any mischief and playing with yourself. Your little device there ensures that you'll be a good little boy, doesn't it?"

I hated her humiliating line of questions and I wilted under her obssessive focus on me.

"Yes Ma'am," I mumbled.

"A sissy that still needs to wear diapers just isn't ready for big boy responsibilities yet, are you?" she lectured me, "Maybe when you're all grown up, but I doubt it even then."

"Yes Ma'am."

I didn't understand why we were even discussing this and I found it humiliating to hear her condescending opinions.

"No, I doubt your aunt Emily will ever remove your chastity device--and given your personality, I think it should be made permenant."

I looked up at her with panic in my eyes and then to my aunt, afraid to see whether she'd be agreeable to such a proposal.

She smiled that beautiful smile and gently patted my thickly padded bottom.

"Oh I don't know...I think it might be worthwhile to unlock him long enough to give him some stimulation from time to time...not enough to actually allow him to cum mind you, but just enough so he doesn't forget the pleasure that big boys take for granted."

I gulped nervously, both at the thought of getting some kind of special sexual attention from aunt Emily, but also at the prospect of being locked back up without getting to cum. It was an idea that made my head swim.

"Hmm, yes, perhaps that does have merit," Barbara mused sagely, "After all, you wouldn't want your little baby to forget what it was like, would you?"

Aunt Emily giggled merrily at the thought and I stood there in humiliated silence. It was such a strange relationship I had with my aunt. On one hand, I feared her and respected her--she had absolute power over me and I was helpless, physically and mentally, to oppose her. Not only was she smarter than me, she was also much stronger, and in a battle of wills, I was definately no match against her. If she wanted to spank me, she needed only to order me across her lap and I'd meekly comply. On the other hand, with a face and body like hers, there was simply no way I could keep myself from falling in love with her--and I was, in fact, head over heels in love with her. I swooned whenever she smiled at me and my heart melted when she cuddled next to me in my crib to read me baby bedtime stories. I knew by now I'd never be able to enjoy her as an equal by I was happy just to get the warm, motherly love I received as her special toddler girl.

But I still had a very difficult time accepting the fact that my chastity was for my own good.

"Well we have some very special school outfits that will be just perfect for your first day in class," Barbara assured me excitedly.

I swallowed nervously as I imagined myself parading around school in some sissy baby dress. Sure enough, she took us over to a rack marked 'sale items' and selected a pink dress with eyelet lace and white polka dots. Holding it up to me, I could see the hem came down to right around my waist.

"What do you think of this, Sweety?" Barbara asked enthusiastically.

"Um...I dunno..." I replied uncertainly, but the idea of wearing such a babyish item was starting to sound more and more like something I should oppose. It was one thing to wear baby clothes in the relative anonymity of aunt Emily's house--quite another to wear them to school amongst other guys my age.

"I think it's just scrumptious," my aunt cooed, "Let me just remove his onesie so he can try it on."

She reached down to undo the snaps between my legs and I saw my last chance to avoid an escalation in public humiliation rapidly slipping away. This was my one and perhaps final opportunity to put a stop to my aunt's humiliating plans for me. It was either stand up now, or I'd find myself in school next week, earning the jeers and laughter of every student in school.

I felt the metal snaps coming undone and as the last one came free, I abruptly pulled back away from her.

"No," I said quietly, even as the soft, fuzzy material sprung up to fully reveal my shiny plastic panties and fat diapers.

For a moment, aunt Emily gazed at me in confusion.

"No?" she asked perplexed. She was so unaccustomed to my defiance that she didn't know what to make of my response.

"I won't do it," I said petulantly, crossing my skinny arms over the smiling pink lamb applique on my chest. I knew I must look silly, my fuzzy blue onesie gathered around my waist and my fat, bulging diapers on display for everyone to see as I tried in vain to be taken seriously.

"Now Honey," Barbara interceeded, "You'll be just the cutest little girl in your brand new dress...isn't that what you want?"

I shook my head stubbornly, my lower lip jutting out defiantly.

"Joshy," aunt Emily said, an ominous tone entering her voice, "Do you need a spanking? Because you're this close to going over my lap."

She held her slim finger and thumb together as she eyed me gravely.

"No," I said as I stomped my foot to emphasize my point, "I won't do it."

Aunt Emily sighed and turned to Barbara.

"I'm sorry, but do you have a room I can borrow? I'm afraid my little boy has just earned himself a sound spanking."

Barbara suppressed a giggle and gestured to the room behind us.

"This one will be just fine," she replied, happy to accomodate her.

"No!" I shouted angrily, as I saw my defiance being so easily dismissed and brushed aside.

Aunt Emily snatched my wrist and pulled me behind her as she walked briskly past Barbara. Because of her long legs and height over me, I stumbled to keep up with her even as I tried in futility to wrench my hand free.

"Nooo!!" I cried desperately, "No Mommy!"

"Joshy, you're becoming a spoiled little brat and I'm going to teach you a lesson in manners," she said tersely.

Dragging me into the room behind her, I felt tears welling in my eyes and I realized the huge miscalculation I'd made.

"Please, Aunt Emily--please don't spank me," I wailed, "I promise I'll be a good boy."

"It's too late for that now, Sissy-boy. You've got an appointment with my paddle that can't wait."

"P-p-please," I begged her as she calmly took a seat on an armless chair, "please don't spank me, Mommy."

Barbara had come in behind us but she made no attempt to close the door. Apparently she didn't have any problem with any of her patrons hearing me getting punished.

By this time, my fighting had been reduced to whimpers and pleading and I stood there submissively as my aunt tugged my plastic nursery baby pants down off my diaper. Feeling them slip past my knees, I stomped my feet in despair and anguish, pouting like a child as she continued to scold me.

"Maybe this will teach you a lesson about minding your mommy," she told me as she effortlessly pulled me over her lap.

I sniffled and whimpered, fidgeting nervously as I felt her unpin the sides of my diaper and pull it back to expose my bare, defenseless bottom.

"Mommy...oh Mommy," I squealed anxiously.

I felt the cool air on my buns and knew the moment of truth was close at hand. Looking down I gazed at her sexy high heels as she steadied herself to support my weight. Reaching into her purse, she pulled out her favorite oval paddle, a fearsome instrument made of stout oak that I'd felt many times before.

"This is what happens to naughty little boys who disobey their mommies," she told me.

No sooner did she finish speaking when I felt the paddle slap my bottom like an explosion of angry hornets. My pathetic, sissyish whimpering was cut short and suddenly I gasped for breath, kicking my feet as my eyes bugged out like saucers. Before I could let out the howl that was in my throat, the paddle came down again twice in quick succession, slapping each round cheek with stinging vengance. Bursting into real tears, I hollered frantically in anguish. As I bucked wildly over her lap, aunt Emily gripped the back of my onesie to hold me in place as she swatted me repeatedly.

Barbara stood watching me, her arms crossed over her impressive bosom as she smiled with satisfaction at my punishment. Apparently, my wailing had also caught the ear of her young assistant because she showed up a moment later to observe the spectacle of my spanking.

Blistering swat followed blistering swat as my aunt methodically paddled my helpless, tender bottom. Wet tears streamed down my face uninterruptedly as I bawled uncontrollably, kicking my feet uselessly as my cheeks received each painful slap of the hard wood.

By the time she'd finished, the doorway was crowded with several onlookers who had heard the commotion and were curious to watch a 14 year-old teenager being spanked like a child.

Pausing my punishment, aunt Emily kept the paddle raised over my cherry red rump.

"Are you ready to be a good boy now?" she asked steadily, hardly out of breath.

"Y-y-yes Mommy," I sobbed miserably.

SMACKK!! SMACKK!!!

Once more on each flaming, stinging cheek, she brought it down to teach me her final lesson.

To my utter relief, I saw her putting the paddle back in her purse and then to my surprise, I felt her removing the pins from my diapers.

"Hold your diaper in place Joshy, I'm going to stand you up now," she instructed me.

Uncertain what she wanted, I felt her strong, slim arms raising me up and my diaper seperating from underneath me. Realizing everyone present would be able to see my privates, I snatched at the cloth and held it in place to cover myself, even as I bawled like a baby.

"I want you to apologize to Miss Barbara for your rude behavior, Young Man," she scolded me as I stood there crying.

Between sobs, I blubbered out an apology as everyone watched me, several of them giggling and others shaking their heads in disbelief.

My face burned bright red with shame.

"That's okay, Sweety," Barbara said with a condescending pat on my head, "It's all better now."

"Joshy, I want you to stand in the corner there so everyone can see your naughty red bottom and know what happens to disobedient sissies," aunt Emily instructed me.

"Y-yes Mommy," I sobbed as I trudged over to the corner she was pointing at. With both my hands holding up the diaper to cover my privates, my blazing red buns were on full display for everyone in the room and I heard numerous chuckles as they left one by one.

Between my sniffling and crying, I heard aunt Emily's cell phone ringing from inside her purse. My punishment forgotten, she answered it in her usual cheery and feminine voice.

I couldn't hear who the caller was but it was obvious that it was someone she was happy to talk to and who she cared about. I burned with jealousy and resentment at whoever it was. It was silly considering my position, but I resented anyone who got some of her attention or affection, however small.

"That sounds fun!" she exclaimed excitedly to her caller.

I knew I was forgotten and I felt the stinging on my punished cheeks all the more acutely. I wondered who it might be, whether it was one of her many girlfriends or a man. Aunt Emily was very popular and I knew it could be just about anyone. But I was green with envy to think of the fun she was looking forward to, whereas all I had to look forward to was being babied and trying on some sissy dresses.

After hanging up her phone, she turned to Barbara excitedly.

"What is it, Dear?" Barbara asked, sharing her enthusiasm.

"That was Mark," she said breathlessly, "He's in town and wants to meet me for lunch. Is there any way--"

"--Don't say another word," Barbara assured her with a smile, "You go have fun with your man--I'll see to it Joshy here gets all the outfits he needs for school. Just give me a dollar limit and I'll take care of the rest."

Aunt Emily beamed with joy, her pretty smile crushing me like a stack of bricks. The last thing I wanted was to be left alone and the thought of her spending time with a real man was devastating for my fragile ego. I burst into tears all over again and wept like a baby girl.

"Joshy, I'll be back in a couple of hours and Barbara can take care of you while I'm gone," she told me.

"Barb--do you have anyplace he can take a nap later on? I don't like him to be up all afternoon or he gets fussy, you know?"

"Don't worry about a thing," she repeated, "I'll take care of your baby like he were my own--you run along now," she said shooing my aunt out the door.

Aunt Emily giggled merrily and I heard her high heels clicking into the distance.

I felt so childish--left with a babysitter who was given absolute authority over me while my idol went off to have fun with a real man. It was so frustrating!

Barbara returned almost immdiately and she fixed me with a sympathetic gaze.

"Aww, poor little baby," she said soothingly, "Mommy had to go away but don't you worry, I think I can make you feel better."

My face was wet with tears and as I sobbed, I felt abandoned and depressed.

"I know just the thing to make my little sissy happy," she told me in a sing-song voice.

Going over to an a lingerie drawer, she pulled out a lacy pair of glittery pink panties that had soft ruffles around the legs and a pretty satin bow on the waistband.

"Here you are Joshy, a pretty pair of panties for you to wear."

Taking my diapers away, she put them down and then returned to hold open the panties she'd selected for me.

"Do you like these Joshy?"" she asked sweetly.

I nodded grudgingly even as I swiped my arm across my tear stained face.

"Now let's get these on you and then I have another treat for you that will help stop your crying," she said as she worked them up my skinny, smooth legs.

I saw that they were see-thru when she pulled them up over my hips and my chastity device was still clearly visible.

Walking over to close the door, she returned and took my hand, guiding me to lay down next to her on the sofa. My heartbeat began to rise excitedly as I started to realize what she had in mind. Still sniffling and crying softly, I watched as she began unbuttoning her straining blouse to reveal a deep, plunging cleavage that caused my mouth to water.

"Would baby like some milk, hmm?" she asked in a syrupy voice.

I sniffled and nodded my head enthusiastically.

Taking my head in her arms, she gently pulled me onto her lap and positioned my head in front of her big, delicious breasts, my face just inches from the smooth, pink satin cups of her bra. My penis woke up with a vigor and it throbbed frantically in it's chastity tube as it struggled in vain to become hard.

"There now, is this what baby wants?" she cooed musically and I vigorously nodded my head once more.

"Say please, Sissy," she told me.

"Please?" I whimpered helplessly.

With a cute smile, Barbara unclipped her satin bra and offered her big right breast before my lips.

"Give it a kiss first, Sissy," she instructed me, "Right on the nipple."

Panting with desire, I smooched her big pink nipple and licked it's damp firmness. I was amazed at the size of her aureolas, bigger than silver dollars and my breathing became labored as my penis ached desperately within it's plastic prison.

"Okay, baby boy, you may put it in your mouth now," she informed me.

I didn't need to be told twice! I immediately began nursing from it and was delighted to taste her sweet milk enter my mouth but unexpectedly, she raised her finger to stop me.

"Uh-uh," she tsked me, "You may only have it in your mouth. I'll tell you when you're allowed to nurse."

I whimpered in sexual frustration as I savored the taste of her plump mammary in my mouth. My tongue roamed across her hard nipple and it was only with great effort that I didn't suck hungrily from it. I loved the scent of her chest and it felt wonderful to be so close and cuddling in her warm, comforting arms. At the same time, it made me feel babyish and controlled to have her dictating the pace at which I nursed fom her big, beautiful breasts. She looked down at me giggling, her beautiful face inches from my own.

"Okay," she said softly after a suitable pause, "you may now nurse, Baby."

I didn't need any other encouragement and I quickly began sucking from her firm, warm nipple, my mouth filling with her nutricious milk.

"That's a good baby," she cooed to me in her buttery voice, "that's mommy's little baby."

I mewled with contentment, my spanking all but forgotten as I drank my fill from her wonderful plump breast.

"Isn't that much better now?" she asked rhetorically but I nodded anyway.

Suddenly she pulled her breast out of my mouth and I whimpered weakly, my mouth still pursed in the shape of an 'O'. Looking into my eyes, Barbara giggled, beeped my nose, and then stuffed her breast back into my mouth, silencing my cries of protest.

"Mommy's little sissy boy needs his breastmilk, doesn't he?" she asked.

I nodded silently and she switched to her other breast as she shifted me over in her lap.

"Nurse from the other one now, baby," she whispered in my ear.

I continued for another ten minutes until she pulled her breast out of my mouth and sat me up.

"Okay Joshy, I think we better get you changed before you wet yourself. All that milk has got to go somewhere," she chuckled to herself.

Reluctantly, I sat up while she began preparing my diapers on the floor, getting some baby powder before calling me over.

"Come on Joshy, it's diaper time for you now," she said in her motherly tone.

I knew my time in the panties would be short lived but I was disappointed to being put back into diapers so soon. I was thinking maybe she'd let me wear the panties for the whole afternoon but that was obviously too much to hope for.

With a heavy sigh, I trudged over to where she was waiting and sat down on the thick stack of diapers.

"Sorry Honey, but these have to come off now," she said as she peeled the silky pink panties down from my hips.

I squealed with protest and she responded by slipping my rubber pacifier between my pouting lips.

"There, there Baby," she shushed me, "Sissy babies like you just aren't ready for big girl panties, now are you?"

I whimpered in frustration as I sucked feverishly on the fat pacifier filling my mouth.

"I know...I know Baby Joshy," she said as she began sprinkling baby powder over my privates and tummy, "But I can't have you wetting your panties, now can I?"

Just then, Barbara's cute young assistant Suzie came back in and she caught sight of me on the floor, my legs spread out as Barbara continued to shake baby powder over me. It was a humiliating pose to be caught in, giving me the infantile appearance of a helpless baby getting put back into his diapers. Suzie was about 17, with long blonde hair and an athletic, trim figure that couldn't be ignored.

She giggled as she looked down at me, a look of total superiority on her face,

"Barbara, that shipment of dresses came in, do you want me to take care of it?" she asked without acknowledging me.

"Would you Hon? I've got this baby boy that I need to take care of, if you don't mind watching the store for me," she replied.

"No problem, I'll get it for you," she said casually as she stared down at me one last time before walking out.

Returning her attention back to me, Barbara gently pulled the diapers up between my legs and pinned them snugly on either side.

"There, there, Sweety," she said, "Isn't that better?"

I didn't think so but I didn't say anything.

"This is what all bedwetting little sissies need--a nice thick diaper and plastic panties."

Taking my discarded baby pants, she gathered them together and fed them over my Ked's and up my legs until they were bunched around my thighs.

"Upsie-daisy, Joshy," she sang as she began working them over the bulky cloth diapers.

"Your mommy sure diapers you thickly, doesn't she, Joshy?" Barbara remarked in astonishment.

I nodded my head as I continued to suck my pacifier.

"But then, we all know what a heavy wetter you are, don't we?" she said conspiratorily as she beeped my nose again playfully.

Soon, the noisy panties completely enclosed the soft cloth and after powdering between my legs, she began pulling my onesie up and over my head.

"Sit up now Joshy, let's see how this first dress looks on you," she told me.

I grumbled to myself as she brought me the original pink dress that had prompted my spanking and lowered it over my upraised arms. Moving behind me, she deftly buttoned the row of buttons securing it and then took my hand to stand me up.

"Oh, that is just perfect for you, Joshy," she exclaimed, "Come and look in the mirror!"

I cringed as I beheld the picture of sissy baby finery that this dress bestowed upon me. It's high lacey collar surrounded my neck and the bodice was a multi layered pattern of waves of more delicate lace. Barbara stood behind me, puffing out the shoulders but the elasticized cuffs ensured that they remained very puffy anyway, billowing out like something on Snow White.

Below the bib-like bodice, a playful pattern of white polka dots covered the rest of the pink material, right down to the super short, frilly hem that was lined with yet more lace. I tried to pull down on it anxiously but my diapers remained humiliatingly exposed.

"Oh, don't worry Joshy, I'll get you some pretty panties to go with your new outfit."

I fidgeted in place, standing there in front of the mirror as I chewed my pacifier anxiously. I didn't have long to wait before Barbara came back with a filmy pair of see-thru panties in pink with white ruffles around the legs openings.

"Here you are," she said as if I'd been waiting my whole life for these panties.

I whimpered weakly as I put first one foot, and the the other through the panties. She slowly pulled them up, past my knees, up my thighs and then slid them effortlessly over the slippery plastic panties.

"Isn't that just wonderful?" she exclaimed, "You can still see the nursery print of your plastic panties through these."

I couldn't remember ever seeing anything so babyish in my life.

"Now, why don't you sit here, and I'll bring you some blocks and dollies to play with, okay Joshy?"

I was happy to sit down because I was starting to feel the inevitable effects of drinking all that milk and I knew a heavy wetting was not too far off.

Barbara encouraged my every babyish move, from stacking the big plastic blocks to talking toddler gibberish, no matter how humiliating it was for me. In fact, she kept me so busy that I didn't even notice the gradual wetting I was doing until I sat back and suddenly felt the warm, wet cloth squish against my bottom.

"Oh!" I cried in my high pitched voice.

"What's the matter baby? Do you want a different dolly?" she said in her made-for-babies tone of voice.

"I-I wet my diaper," I whined miserably, as my eyes brimmed with tears.

"Awww, my sweet little sissy," she cooed as she leaned forward and took me in her arms to coddle me. I was easily consoled as she held my face against her big soft breasts, allowing me to breath deeply of her intoxicating perfume. Taking my pacifier, she slowly worked it between my lips and I sucked contentedly on it.

"I'll just get some fresh diapers and then it'll be nappy time for mommy's little baby," she told me.

I nodded and before long, I found myself once again on my back, getting a soaking wet diaper pulled off me to be replaced with a fresh one from the diaper bag that aunt Emily had thoughtfully brought along. After changing me, Barbara tucked me into her crib and sang lullabies to me as I slowly drifted off to sleep, my soft teddy bear from home safely tucked into my arms.





　

　

　

　

　

Belted securely in the childseat of aunt Emily's Lexus, I fidgeted nervously as we made our way to school for my first day. My aunt was very excited for me and she told me I was bound to make new friends but I wasn't so sure. In my present outfit, I could hardly imagine anyone doing anything other than mocking me and making my life a total hell.

Aunt Emily had dressed me in a special baby dress we'd gotten from Barbara's store, a pale purple ensemble with delicate lacey frills everywhere; on the hem, the bodice, and the huge, puffy short sleeve shoulders. A fluffy, ruffled petticoat flared out the hem, leaving my diapers embarrassingly displayed for everyone to see. And the front had colorful building blocks giving the dress an undeniable babyish appearance.

Because today was such a special event, aunt Emily had put me in glittery pink tights to give me the look a of a little girl going off to Sunday school. I wasn't used to wearing anything on my legs and it took some getting used to as the clingy material embraced my smooth, skinny legs. Lastly, I was buckled into a pair of shiny gloss black Mary Janes which further dressed up my outfit. Aunt Emily beamed with pride as she led me to the full length mirror that morning; she said I was going to be the fanciest baby girl in the whole school!

All too soon, we arrived at the imposing gate of the Francis Merrimont Boy's School and we found a place to park not far from the door. I chafed at the purple satin bows aunt Emily had used to tie my curls into pigtails and for the third time that morning, I complained to her about it.

"Mommy? Can't I take these bows out of my hair, please?" I whined.

"No Joshy--now you leave those be. You look just darling with your hair all done up and I won't have you messing it up and making a bad impression," she informed me.

I sulked as she came over and let me out of the car seat but when I stood up next to her, my anxiety was renewed about my appearance. The dress she'd made me wear was ridiculously short and the sassy white ruffles on my rumba panties could be easily seen, no matter how many times I tried to pull down the lacey hem of my dress. I was sure that everyone would be able to see I was wearing diapers underneath and already, I was garnering the stares of numerous students filing into the school.

Aunt Emily took my hand and led me into the building even as several guys snickered at me from nearby. Seeing the panicked expression on my face and realizing she'd forgotten my pacifier, my aunt gently curled my hand into a fist and pushed my thumb into my mouth to suck. It also served to demonstrate, all too clearly, just who was in charge here. Deeply ashamed, my face was beet red as we entered the building.

I was in a haze as we walked past the other students, some of who stared openly at me while others were too distracted by aunt Emily's impressive figure to pay me any attention. Nevertheless, I heard all sorts of comments about my appearance and I kept my eyes downcast as we strode through the hall. Our progress was made worse by the fact that aunt Emily's high heels and my Mary Janes clicked loudly on the linoleum hallway floors.

At long last, we finally arrived at a door marked 'Mrs. Sterne--School Principal' on it. My aunt knocked on the door then walked us in, introducing us to a pretty secretary behind a desk.

"I'm so glad to meet you," she answered politely, "my name is Sarah Daniels, Mrs. Sterne's assistant."

As she stood up to shake hands with aunt Emily, I immediately took notice of her big round breasts, pressing tightly against her white, nearly see-thru blouse.

"Mrs. Sterne is having a one-on-one with a special student right now so unfortunately, I'm afraid she won't be able to meet you this morning. I hope you understand."

"That's no problem," my aunt quickly replied, "Can I just leave Joshy with you then?"

I hated it when she called my 'Joshy' in front of others but I guess that was the least of my worries today.

"Sure thing," she said with a big smile, "We have a playpen here that he can sit and play with some dollies while he waits."

"That's perfect. Thank you again, and it was nice meeting you, Sarah," she said warmly as she extended her slim hand in farewell.

Sarah shook hands once more and aunt Emily bent down to face me.

"Now Joshy--you be a good little boy today, do you understand me?" she said firmly, "I don't want to get a bad report that you've been naughty. You are to do what the teachers tell you, without question, just as you would with me--do you understand?"

"Yes Mommy," I bleated.

"Good. Now I'll be by at 3:30 to pick you up, okay Sweety?"

"Yes Mommy," I repeated, although I was terrified of being left alone in this strange place. Tears began to fill my eyes and suddenly I reached out to take her hand.

"Please don't leave me here, Mommy!" I quailed.

Aunt Emily sighed and reached into her purse for something. Sitting down on a nearby chair, she took me onto her lap and revealed a baby bottle with Minnie Mouse characters in her hand. As a tear tumbled down my cheek, aunt Emily eased the rubber nipple between my lips and unconsciously, I began to nurse from it.

"I'm sorry," she apologized to Sarah, "But he can be very needy sometimes..he's not used to being around strangers."

"Oh, no need to apologize--we see it all the time when mothers drop off their sissies. Sometimes they just need a good cry and then everything's fine after that."

I didn't like this Sarah's outlook on things, as a matter of fact, I'm not sure I liked her at all, even if she was totally hot. And I had the feeling she knew all too well how hot she was and was used to flaunting it to her advantage.

After a few minutes, aunt Emily stood up and placed me in the playpen, along with my bottle.

"Now Mommy has to go, Joshy," she told me as she bent over the padded rail to look down at me, "but Sarah here will take good care of you while I'm gone--okay?"

I nodded sadly and continued to nurse from the warm milk she'd given me.

"Okay, you have a fun day Sweety, bye-bye now."

I waved goodbye and then she was gone.

I could hear another woman's voice in the adjoining room and I grew apprehensive all over again. Why did I have to meet the Principal, I wondered.

Sarah was eyeing me like a cat eyes a mouse and it didn't do anything to make me feel comfortable.

"Um...can I just go to my class now?" I asked her tentatively.

"You are to address me as 'Ms. Daniels'," she corrected me, " and no, you may not. You are to wait here until Mrs. Sterne is ready to see you. All sissies are required to have an introductory meeting with her so you'll just have to wait."

Her nature did nothing to put me at ease and I sat back in uncomfortable silence. Before long, I heard what sounded like whimpering on the other side of the door that led to Mrs. Sterne's office. Listening closely, I heard the whining give way to sharp slaps, like a paddle swatting a boy's bottom and my heart froze. Sure enough, the unknown boy was bawling his head off now as the harsh paddling continued. I gulped nervously as I exchanged glances with Sarah.

"Wha-what's happening in there?" I quaked, my voice breaking.

"Little Ethan is getting his weekly spanking," she said matter-of-factly, a cool smile on her pretty face.

"We-weekly spanking? What's that?" I asked in consternation.

"All sissies get them--and so will you Joshy," she explained flatly, "All sissies need to be spanked regularly and you'll get your first one this morning, just as soon as she's done in there."

My mouth went suddenly dry and I felt the front of my diaper growing wet and warm.

'Bu-bu-but I haven't done anything wrong," I cried bitterly.

"Oh, I know. But that's just the way its done around here. You'll see," she told me.

I hated this woman for her casual way of explaining how I was about to be paddled as if she were describing where to hang your jacket. It was made worse by the fact that I knew she could read the terror on my face and she went blithely on, as if it didn't matter a whit to her.

"I-I don't wanna see--I wanna go home!" I wailed and tears began to fill my eyes again. At the same time, the spanking in the other room was still going on, and I listened in anxious trepidation to the young boy's wails of misery, knowing it would soon be me in his place. What kind of cruel school was this that aunt Emily had put me into? And did she know they paddled the boys every week without fail?

"It's really for your own good," Sarah went on, "Little boys like you who still wet themselves need strong and constant discipline. I'm sure that's why your mommy selected our school in the first place."

My mind was racing with possibilities of what I could do to escape. But where would I go? And would I be able to get away from this woman? Looking at her now, I really doubted it.

Just then, the door opened abruptly, interrupting my panicky thoughts.

A very tall woman with jet black hair came out, holding the hand of a guy roughly my age. He was crying his eyes out and rubbing the back of his obviously diapered bottom. He wore a frilly white diaper shirt that came down just past his navel and baby blue satin shorts that were so short I could clearly see his plastic panties peeking through the leg openings. He regarded me only briefly as he bawled helplessly before me, sobbing and bitterly stamping his feet as the sissy contended with the inferno raging inside his diapers.

The woman stood well over six feet in her tall heels and she looked down at me with a cool, appraising, yet dismissive regard. Now that I was face to face with her, I was even more terrified than before and I felt another strong stream of pee flow into my already damp diaper.

This woman had a commanding presence, exuding confidence, with a defiant jawline, yet pretty, feminine features. She wore a grey pencil skirt that hugged her slim, curvy figure and a smart white blouse in which I could make out the lace of her bra as her large, thrusting breasts pressed urgently against the fabric. My mouth hung open in awe and raw intimidation even as I briefly noted her firm nipples that couldn't be disguised. I could barely hold her gaze as she looked me up and down, obviously none too impressed with my own appearance, and her hard, steely gaze made me wilt.

Sarah took Ethan's hand and led the crying boy out of the room while I swallowed nervously, frantically wondering how I could possibly talk my way out of being spanked.

"You must be the new sissy, Josh," she said as more of a statement than a question.

I thought briefly about denying it but then realized she'd soon find out the truth and then there'd be hell to pay. As if there wasn't already!

"Yes Ma'am," I practically whispered.

"Come along then," she said as she put her hands on her sexy hips, "Its time you got aquainted with my paddle."

I began whimpering and crying crocodile tears as I slowly stood up, trying to stall the inevitable punishment. Reaching down, she swiftly delivered a harsh slap to my thigh, making me cry out in surprise and pain.

"Oww!" I yelped.

"When I tell you to get moving, you do as your told," she demanded sternly.

"Y-yes Ma'am," I whined as I led the way into her room. It was a typical office, with two other doors leading out and a large desk which belonged to Mrs. Sterne dominating the room. A single, straight backed chair occupied the center of the room, and a long, black Spencer paddle with holes in it lay on the desk, awaiting my bottom.

Mrs. Sterne wasted no time in taking her seat and she turned to face me, a strict, no-nonsense countenance on her attractive face.

"Josh, you are a sissy. I can tell that just by looking in your eyes," she said evenly, "I'd know even if you'd come in here, masquerading as a normal boy."

I shivered with her uncanny powers of perception.

"Don't think that you can hide things from me because you can't. I've dealt with bedwetters, masturbators, and sissy little babies like you and I can see through every one of them.

"And you should know that here at Francis Merrimont Boys School, we provide firm discipline for little diapered pansies like you."

"Bu-bu-but I didn't d-do anything," I wailed piteously.

"I know that. But it's important that you feel the sting of the paddle on your very first day, and every Monday from now on, to remind you of your place," she told me matter of factly.

"I-I don't understand," I pouted.

"You will soon," she assured me, "This first step will be painful but its absolutely necessary, believe me."

I shifted in my feet nervously as she reached over and slid my flimsy ruffled rumba panties down my hose covered legs.

"Such pretty panties Joshy," she remarked dryly, "I wonder how many other boys your age are wearing them."

I blushed hot red at her jibe but a glance at her paddle returned my focus with visceral urgency.

"Bu-but can't I just do without the spanking?" I pleaded as I put my hands down to try and slow her undressing of me.

"I'm afraid not. All sissies are required to get their maintenance spankings and you're one of the biggest sissies we've ever had here. Besides, a good cry will do you wonders."

Suddenly a strong flow of pee involuntarily escaped and my hands darted to my crotch as if that might somehow stem the tide.

Brushing my hands aside, Mrs. Sterne's fingertips sought out the snug elastic waistband of my tights.

"Hold your dress up, Sissy," she commanded me.

A tear trickled down my face as I dutifully obeyed, holding the lacey hem of my dress and petticoats up so she could more easily pull down my tights.

"Please don't spank me hard," I begged her frantically.

"I only spank one way, and that's the hard way, Sissykins," she said as she slid my strechy tights down off my diapers, "I don't stop for tears, bawling, or kicking. I only stop when I know the sissy has been thoroughly and completely punished."

"No...no...no..." I protested weakly as I stamped my foot on the floor and another tear tumbled down my cheeks.

"My, you certainly have smooth legs--just like a little girl's," she commented, "have you always had so little hair?"

"I-I-I've always had smooth legs, I don't know why," I sobbed.

Mrs. Sterne totally ignored me as she suddenly reached forward and placed the palm of her hand against my now exposed diapers and plastic pants. Feeling the warmth from my recent pee, she fixed me with her stern gaze.

"Josh? Have you wet yourself already?" she demanded accusingly.

I nodded miserably and she reached into a nearby drawer to retrieve a rubber sheet about the size of a towel before laying it over her skirted lap. I couldn't help but notice her big breasts jiggling with each movement she made, even though sex was the last thing on my mind at the moment. Nevertheless, Mrs. Sterne caught me in the act before I could look away and she delivered a harsh slap to my face that practically had me seeing stars.

"Ow-howw!" I howled as I held my hand to my face.

By now, I was crying openly before this strict, intimidating disciplinarian and I hadn't even been touched by her paddle!

"Don't let me ever catch you staring at my chest--do you understand me?" she snapped.

I nodded my head sorrowfully, wondering how many times in the future she'd probably catch me sneaking sidelong glances at her big, beautiful bosom.

"Hold your dress up," she repeated again harshly.

I did as I was told while Mrs. Sterne began snaking my clinging plastic panties down from my wet, heavily sagging diapers. Tugging them downwards, she pushed them, along with my tights, down past my knees which only served to effectively bind my legs together. There was certainly no escape for me now.

Without another word, Mrs. Sterne yanked me over her rubber covered lap where I landed with a squish and a squeal of distress. Unpinning my diapers, she pushed them back between my quivering legs and I felt the cool breeze against my dampened bottom.

"No, no, no!" I wailed but it was too late.

Mrs. Sterne's fearsome paddle slapped my cheeks with excruciating effect and I kicked wildly, my legs trapped within the tangle of my tights and panties. My right hand darted behind me to guard my buns but Mrs. Sterne quickly snatched it and pushed it upwards along my spine, forcing me back down and making me that much more helpless. The paddle swatted me again, just as hard, right in the same place as her first swat. I hollered at the top of my lungs, the tears streaming down my face as she wacked my soft buns again and again, the wooden paddle exacting a terrible toll on my dampened fanny. I felt completely at her mercy, hardly able to kick and I could barely move with her iron grip on my arm.

Mrs. Sterne was relentless in her assault. She'd slap one check, then the other, then again on the same cheek so I never knew which one to anticipate. Every swat was delivered with maximum intensity and I sobbed piteously, kicking my Mary Janes furiously in frustration as she delivered her punishing discipline. Even though I'd never met this woman before today, she seemed as if on a mission of vengeance, determined to blister my bottom with her terrible paddle.

I lost track of how long she spanked me but it finally ended with me gasping for breath and my face wet with tears.

Always businesslike, she re-pinned my wet diapers and then stood me up where I tottered on my unsteady feet. Reaching down, she tugged my damp plastic panties up around my smooth legs and then roughly worked them over my heavy, pee-soaked diapers.

Reaching behind her, she pressed a button on her desk.

"Yes, Mrs. Sterne?" a feminine voice answered over my crying.

"Ms. Taylor? Can you come into my office? I have a new student for you."

"Right away, Ma'am," the woman replied crisply.

I remained standing, bawling my eyes out with my tights and rumba panties still down around my ankles as the door on the far side of the room opened.

In stepped a total knockout of a woman. She was in her late twenties, with silky, brunnette hair that spilled over her bare, soft shoulders and nearly down to her impossibly slim waist. She wore a simple, but snug dress that hugged her fabulous figure, going to about mid thigh and revealing a sexy pair of legs in high heeled sandals. Through my tear-filled eyes, I could still make out her bountiful bosom, and the deep line of cleavage displayed by the plunging cut of her dress.

And what a babe! It was rare to see such a creature of beauty but this woman had it all. Full, sensous lips, a cute button nose, and pretty, beguiling eyes that were stunning to behold.

Bending over, she looked into my crying face as I sobbed like a baby in front of her.

"And what's your name, Little Boy?" she asked in a sweet, feminine voice filled with love and hope.

"J-J-Jo-Josh," I sobbed bitterly, my throat choking as my chest heaved.

"Aww, that's a cute name. Looks like your mommy needed to put you in diapers, hmm?"

I nodded my head miserably.

"I'm afraid he wet himself before he was spanked," Mrs. Sterne informed her.

"Well don't you worry your little self about that, Joshy," she said cheerily, "I've got plenty of diapers in the nursery just waiting for you to wear and wet. Would you like to come see?"

Her eagerness was completely at odds with Mrs. Sterne but I was happy for the change in personality. I nodded even as I continued to cry uninterruptedly.

Taking my hand in her own soft fingers, she led me, shuffling unsteadily, into the next room. The nursery couldn't have been more different from Mrs. Sterne's utilitarian office. Warmly lit, it contained several cribs and playpens, an area dedicated to baby toys, a greaseboard with childish drawings scrawled on it, and an extensive changing area surrounded by diapers. I also made out the faint scent of stale diapers, no doubt from the other sissy I saw playing in his playpen. I recognized him as the boy Sarah referred to as Ethan and he waved playfully at me now.

However, I was in no mood for greetings and I followed Ms. Taylor over to the low, vinyl covered changing table that was against the far wall. As I stood next to her, I suddenly felt her soft hand caressing my bare legs.

"Oh my, you have such soft, baby smooth legs for a boy, Joshy," she exclaimed in wonder.

I hated when people noticed that and it had been a source of embarrassment for me since as long as I could remember.

"It seems such a shame to hide them in these tights," she said, referring to the ones still gathered around my ankles, "How about we take those off for today? I'll get you some cute little anklets that will go just wonderfully with your shiny Mary Janes."

"Okay," I mumbled weakly between sobs.

Carefully taking my shoes off, she worked my tights off my feet and set them down next to the changing table. Then she took my hand and guided me down although I sobbed anew as soon as my rear end made contact with the shiny padded vinyl surface of the table.

"You poor little baby," she said with genuine sympathy, "Here you are. A nice bottle of formula while I get those wet diapers changed."

I still hated the taste of formula but given my circumstances, I accepted it and began nursing while Ms. Taylor slowly peeled my plastic panties down.

"You know, we have another sissy that I'm taking care of here and after I've finished changing him, you can meet him, okay?" she asked as a way of making me feel better. I nodded as she unpinned the wet cloth of my diapers and pulled them away from me.

"And then if you like, you two can play together before lunch--would you like that, Joshy?"

"I nodded uncertainly. I'd never seen another guy dressed as a sissy baby like I was and I didn't know what to make of him.

Just then, she caught sight of my chastity device and she put her slim hand over her sensuous mouth to suppress a giggle.

"Looks like someone can't be trusted with his little willie," she beamed at me.

I blushed hotly with shame and looked away, unable to look back into her pretty eyes.

Despite herself, she giggled merrily at her discovery.

"That's okay, Joshy, I've met lots of little masturbators like you that needed to be put into chastity--it's only natural for a sissy like you."

I sucked wordlessly on my bottle and tried to ignore her.

"You see, your little penis is much too small for doing anything useful with it--the kinds of things a real man would use it for. It's best if it's kept locked away, where you can't get into any trouble with it."

I frowned and my face showed my general disagreement with her but she chuckled anyway.

"You'll see, Joshy," she assured me, her voice full of confidence, "Little sissies like you can live full, productive lives and never have another orgasm again."

I shook my head in frustration but she only laughed as if to show there was nothing I could do about it anyway.

"But we have lots of toys and dollies that you can play with," Ms. Taylor offered, changing the subject, as she carefully rubbed my bottom with a thick coating of diaper rash goo, "And I know you'll have a wonderful time playing together with Ethan. Maybe you can brush each other's hair--wouldn't that be fun?"

I nodded slowly, still thinking about a life without orgasms...there had to be something I could do about it, but what?

Ms. Taylor pushed a thick stack of soft diapers underneath me and then pulled them up between my legs. I whimpered babyishly as she pinned them up snugly on either side. Once again, a woman was making sure I'd be treated like a toddler for the rest of the day.

"There, you're all diapered again--safe and sound," she said as she beeped my nose playfully, "And now for your panties...would you like to wear the rumba panties you had on earlier, or do you just want to have your plastic panties on display?"

To think that this was the extent of my available choices...

"I dunno," I replied indifferently.

"Well I think such a special dress like you're wearing today deserves some special panties," she remarked, "I think we'll put them back on you."

Taking a pair of pink plastic panties, Ms. Taylor pulled them up my smooth legs and over the cloth of my diapers. She followed them with my original frilly ruffled rumba panties and a pair of lilac colored anklet socks. Lastly, she buckled my glossy Mary Janes back onto my feet.

"There, just look at you now," she said proudly, "You look like you're ready for a little girl's beauty pageant."

I blushed as I looked down at the combination of my fat, embarrassing diapers, the fuzzy ruffles around the legs of my silky rumba panties and the soft, hairless skin of my legs.

Taking my hand, Ms. Taylor led me over to a vanity where she sat me down on a cushioned seat.

"And now it's time to meet your fellow 'baby sister'," she giggled.

Taking Ethan out of his playpen, she brought him over and stood him before me. He had obviously recovered from his earlier spanking and looked quite happy to see me, although his appearance only drove home my own shame at being dressed as a toddler girl.

"Ethan, this sissy baby is going to be your special little friend," Ms. Taylor cooed, "Why don't you say hi and give him a big hug."

Ethan smiled at me and said hi in a small, girlish voice before he bent over and gave me a friendly hug. I blushed at having such close contact with another guy but remained mute until Ms. Taylor prompted me to return the greeting.

"Hi," I mumbled, still at a loss over the awkward situation.

"Ethan, how would you like to brush Joshy's hair and make your new sister all pretty?" she asked him.

"Okay!" Ethan exclaimed excitedly.

Taking a big hairbrush from the vanity counter, Ethan undid my purple satin bows and began brushing my curly hair out. Ms. Taylor, happy to see the new "sisters" getting along so well, went over to her desk to resume some work she had there.

Being left to ourselves in relative seclusion, I took the opportunity to ask Ethan about his own circumstances.

"How did you get here?" I asked, "Does your mom know what's going on here?"

Ethan chuckled at my questions.

"Mrs. Sterne is my mommy now," he replied simply.

"M-Mrs. Sterne?" I said, still quaking at the mere mention of her name, "But she spanked you this morning--and me too!"

Ethan sighed.

"I know," he replied, "she spanks me every Monday, just as she will you too, now that you're a student here."

"But h-how come?" I bleated, "I didn't do anything wrong."

"I know, but that's just the way she does things. She spanks me at home all the time," he told me.

"She sure seems strict," I remarked.

"Oh she is. You should be thankful that Ms. Taylor is our teacher and not Mrs. Sterne," he said sagely.

I shook my head trying to imagine what life would be like under the punishing heel of our uber-strict principal.

"But it's not so bad," Ethan said breezily, "I love being a sissy. I denied it for a long time, but now, I know it was the right thing for me. And it will be for you too," he assured me.

"No way--I'll never agree to staying like this. This is just temporary until I can go back to my guy's clothes," I retorted defensively.

Ethan laughed at my response, obviously not taking it seriously.

"Oh but I think you're a cute sissy!" he exclaimed and reached down once more to hug me, "I just loooove your smooth legs--they look wonderful with your sissy rumba panties."

As he said that, he reached down and ran his soft hands along my bare thigh appreciatively.

"Stop that!" I squealed in my high voice and I blushed hotly at yet another person pointing out this sensitive feature of mine.

"You just need a little time to adjust to it," he explained patiently, "Many boys try and resist at first, but then they come to realize that being a sissy is what they always were deep inside. I'll bet everyone that knows you thinks you're a sissy--it's just you that needs to come to accept it."

"I am not!" I snapped, although I felt the doubt and uncertainty in my own voice and it was obvious I wasn't convincing Ethan one bit.

"There's no point in denying it to me," he said forthrightly, "Take it from one sissy to another--you belong in diapers and dresses--I can just tell."

I shook my head stubbornly.

"I'll bet you wet yourself without even knowing it," he stated smugly.

I blushed hotly, even as I shook my head again.

"No I don't," I lied, "I'm not a total baby."

Without warning, Ethan's hand went down and slipped inside of my diaper between my legs, instantly feeling the damp cloth within.

"Mm-hm," he nodded, "Wet already. And you only got changed a half hour ago."

I blushed furiously as I crossed my arms over my chest and pouted, my lower lip thrusting out petulantly.

"It's okay, Joshy," he said as he rubbed my shoulder affectionately, "I'm the exact same way. I never know anymore when I have to pee--I just feel my diapers getting wet and I can't even stop it even if I wanted to."

Somehow, I felt slightly molified, knowing that someone else had the same problem as I did.

"So you actually like dressing up like this?" I ventured.

"Oh yes!" he exclaimed enthusiastically, "I love the pretty dresses I get to wear, the cute ruffled panties, and I love my soft, fluffy diapers."

"You like wearing diapers?" I asked in confusion.

"Oh yes, I just love the feeling of the smooth, slippery plastic between my legs and the way the bunny soft cloth hugs my bottom," he gushed, "I used to play with myself in them all the time until Ms. Taylor put a stop to it."

My heart skipped a beat.

"She-she stopped it? What do you mean?" I asked nervously.

"I have to wear a chastity device now," he sighed, "I can't get an erection or play with myself anymore like I used to."

I bit my lip in commiseration.

"H-how long has it been since you...you know...came?" I asked him.

"Oh, it's been...eleven months at least...since my last birthday," he told me.

"So-so you only get to cum on your birthday now?"

Ethan shook his head sadly.

"I don't get to cum at all anymore--Mrs. Sterne glued the lock shut on my chastity tube permanently."

"So you can't remove your chastity device--ever?" I gasped.

Ethan shook his head again silently.

"Do you have to wear one?" he asked me.

I nodded my head anxiously, wondering if I was destined for permanent chastity too.

"My mommy says I can't take it off 'til I'm 18," I explained.

"Do you have a small weinie too?" he asked me.

I blushed again but nodded yes as I stared at the ground, unable to return his gaze.

"It's okay, Joshy, mine is really small. As a matter of fact, you'll find that wearing a chastity device for a long time causes your wee-wee to shrink. Mine's even smaller than when I first met Mrs. Sterne."

"It's smaller?" I gaped at him.

"Mm-hm," he replied, "I've heard they have to get custom chastity devices for when that happens--one's that are small enough to keep a really tiny pee-wee like mine locked in securely."

This was very troubling talk and I redoubled my intentions to somehow escape this place.

"Don't you get horny all the time?" I asked him, trying to hide the desperation in my voice.

"Oh yes! All the time! Especially being around Ms. Taylor every day," he explained, "She's sooo sexy."

There was something about the way he said that that made me think he knew something I didn't, although it was obvious why anyone would think that about her.

"It's been six months for me and I'm going crazy every day," I lamented.

Ethan nodded understandingly.

"Mrs. Sterne says that sissies don't get to cum," he said as if that was a law written somewhere, "And Ms. Taylor says it's not appropriate for us to be able to play with our willies."

"But I'm sooo horny," I said in anguish.

"I know," he nodded again understandingly, "I'm that way too. I try to think about other things but it's really hard sometimes."

"It's impossible for me," I told him, "My mommy's really pretty, and she's so sexy--it drives me crazy."

Ethan sighed with acknowledgement.

"But that's not for us, Joshy--that's for real men."

"I wanna cum so bad..." I muttered half to myself.

"I know!--Why don't you come over and I'll introduce you to my favorite dollie!" he said, abruptly changing the subject.

I wasn't too interested in that but I followed him over to a box of baby toys that was nearby his playpen.

"This is Sally," he said proudly holding up a doll of a young girl, " she wets herself just like I do."

I watched as he pulled up her short dress to reveal her diapers underneath.

"Ms. Taylor lets me change her and I like to pretend I'm her mommy," he told me proudly.

Just then, our teacher stood up and came over, beaming down on us happily.

"I see Ethan has shown you his favorite dollie, you two must be getting along just fine."

"Joshy here is my new best friend," Ethan boasted exuberantly.

"That's great Ethan, but put your dollie down because it's lunchtime for you two sissies."

"Oh boy!" Ethan cried out as he clapped his hands.

I couldn't imagine why he'd have such a reaction but I was distracted by the sudden appearance of Sarah, Mrs. Sterne's no-nonsense secretary. She took my hand and led me to a large highchair that she put me into, placing the plastic mini table over my lap and snapping it into place. I noticed that mine was the only highchair in the room and wondered how Ethan was going to get fed. At the same time, I felt the warm, damp cloth of my diapers squishing against my groin and bottom as I fidgeted in place.

As Sarah began preparing a revolting selection of baby food for me, Ms. Taylor took Ethan over to a couch and sat him down next to her. With nothing to do as Sarah tied a bib around my neck and secured my wrists to the sides with velcro restraints, I watched as Ms. Taylor slid off one of the spagetti straps of her dress to reveal the satiny white push-up bra she had underneath. Vastly intrigued, my little wiener throbbed instantly at this sexy display by my new teacher. Ms. Taylor was nothing short of totally hot and I watched excitedly as she unclipped the clasp in between the cups of her bra and released her big right breast before Ethan's excited face. My own face flushed with sexual desire as Ethan began eagerly nursing from the plump, milk laden breast presented to him.

Sarah saw the focus of my attentions and she took her long nailed finger to turn my head toward her.

"It's rude to stare, Sissy," she told me.

I swallowed hard and nodded in reply.

"Y-yes, Ma'am."

Sarah began spooning the slop on my table into my mouth but I could hear Ethan's contented moans from ten feet away. Glancing in his direction, I saw him sucking hungrily at Ms. Taylor's beautiful breast and I felt an overwhelming surge of jealousy. Why was he getting to nurse from that hot babe and not me?

My wee-wee throbbed in angst, desperate to become erect but my chastity tube was implacable in it's restrictiveness. Once again, Sarah turned my head toward her with her finger, rewarding me with a heaping spoonful of mashed peas that she pushed into my reluctant mouth. I grimaced, momentarily distracted as I struggled to keep up with her feeding. She didn't seem overly concerned with allowing me enough time to finish what she'd just given me and before long, another big spoonful of glop had appeared in front of my lips. I wasn't finished swallowing what she'd given me yet but she pried my mouth open with the spoon to try and push the food into my mouth. I squealed in protest but that was all the opening she needed to push the spoon past my lips. More baby food filled my mouth and I nearly choked trying to swallow it. Not waiting for anything, Sarah brought another spoonful up, pushing it impatiently against my lips.

"Open up Baby," she smiled wickedly, "This will make you big and strong."

I shook my head but she followed my face around, pushing the plastic spoon against my lips until it spilled down my chin and onto my bib.

"Don't waste your lunch Joshy," she warned me, "Or you'll find yourself over my lap sooner than you think."

I gulped hard and opened my mouth just as she shoved another nasty spoonful into it.

I whimpered weakly as this determined woman continued to roughly feed me, the feeling of queasiness increasing as I ate more and more of the revolting slop. Meanwhile, Ethan was blissfully nursing from Ms. Taylor's succulent bosom, very much enjoying himself. No wonder he was so excited about lunch!

At last, most of the food was finished, although a considerable portion of it was plastered over my chin and bib. By now, Ms. Taylor had finished with Ethan and pulled her dress back into place. Standing up, she strode over to look at me, giggling with amusement at my infantile appearance.

"Did you enjoy your lunch, Joshy?" she asked merrily.

It was so humiliating to be strapped into my highchair, baby food all over my face while this total hottie looked down at me. I shook my head but said nothing.

Well, I'll get you cleaned up and then it's naptime for you babies," she told me.

I still hated taking naps but I was at least glad to get my face washed.

Taking a warm washcloth, Ms. Taylor gently cleaned my face and then undid the straps restraining my wrists. After removing the mini table that prevented me from getting out of the chair, she led me over to a crib and lowered the side rails. Just as I climbed in, I felt her hand squeeze the cushiony seat of my diapers.

"Feels like you're a little wet, but not too bad for right now. I think I'll wait to change you until after your nap," she informed me, "Besides, I'm sure you're used to wearing a damp diaper so it shouldn't keep you from falling asleep in your baby crib."

She didn't seem to be in need of a response from me so I remained silent, even though I would have preferred a fresh diaper if I was going to be lying around for another couple hours.

After tucking me in and giving me a teddy bear to snuggle with, Ms. Taylor handed me a bottle of warm milk and eased it into my mouth, placing my free hand to hold onto it.

With that, I watched as Ethan was placed in the other crib and the lights turned out in the windowless room, leaving us alone for the first time that day.

　

　

　

The days that followed fell into a routine of sorts. My aunt Emily would take me to school in the mornings and it was always a traumatic event for me, having to walk past all the "normal" boys, playing soccer or just sitting on the hood of their cars acting tough. I could hear them calling me a sissy (and other, less flattering names) and jeering at me, although a secret part of me wished I were in their place. How I longed to be able to do my favorite sports again and seeing them having fun on the field next to the school made me resent my present lifestyle all the more. Nevertheless, in the face of their cruel mocking, I always clung tighter to aunt Emily, squeezing her hand and sucking feverishly on my pacifier (which she always made a point of placing in my mouth before we got out of the car). And it seemed more often than not, my diapers would inevitably be a little wetter by the time I reached the nursery.

I dreaded Mondays terribly and I did a lot of whining (which was completely useless) to try and get out of going to school those days because of the inevitable visit to Mrs. Sterne's office. One day, I feigned being sick but after aunt Emily produced a rectal thermometer and found me to be healthy, she gave me a long slow enema just to teach me a lesson. And so it was that I was one defeated little boy as she led me into Mrs. Sterne's office, for my weekly paddling.

My Principal was always the same every Monday--very businesslike, she'd take me into her office, scold me for being such a sissy, and then after pulling my plastic panties down, she'd take me over her lap to administer my punishment. Her spankings were always the same; harsh, blistering, and intense, leaving me sobbing hysterically as she led me into the nursery while I cried my eyes out. She never showed me an ounce of sympathy, and I think she really believed she was doing what was best for me, although I certainly didn't agree!

More often than not, my stunning teacher Ms. Taylor would change my wet diapers and then give me a bottle while I regained my composure. Later on, Ethan and I would play with our dollies or color in our coloring books. Ethan and I had become the best of friends, although I found him to be a little too touchy- feely for my taste. He liked to hug me a lot and sometimes, he'd squeeze my diapers to check and see if I was wet. When he found that I was, he'd call out to Ms. Taylor, announcing to everyone in the room that I'd wet my diapers again.

"Thank you Ethan," she'd reply politely, although sometimes, she'd simply go back to whatever she was doing without coming over to change me.

Although I was ashamed to need to have my diapers changed, I was crushed whenever she ignored my situation, mostly because I desperately craved the attention from her. And while I had become very close to Ethan, I had strong feelings of jealousy toward him for his close, special relationship with our teacher. I especially resented his privelage of breastfeeding from her at lunchtime. Whenever I could, I stole glances at them while he mewled with pleasure, suckling her big, luscious breast in his mouth while she doted on him like he were her own child. It drove me crazy!

I had a strong crush on Ms. Taylor, or maybe it was lust--I wasn't entirely sure. What I was sure of, was that she was a total hottie with fabulous, beautiful breasts that I very badly wanted to kiss and nurse from. I'd seen her big nipples on occasion, although certainly not as close as I would have liked. They must have been the size of silver dollars, pink and glorious, and dribbling with her succulent milk. Oh, what I would give to be able to taste that just once.

But Sarah kept me on a short leash and she insisted I drink from a baby bottle, even though I suspect she had milk of her own to spare.

One day, Ms. Taylor announced that she had errands to run and she took Ethan with her at about midmorning. After bringing in Sarah to watch over me, she said goodbye and gave me the same speech I got from my aunt about behaving myself.

"Today's a special day for you, Joshy-kins," she told me, "so don't make Sarah angry, or you might not get your treat."

"What is it?" I asked eagerly. I had so few joys that anything she could give me would be special indeed.

"You'll see, Sugarplum," she said as she playfully beeped my nose.

My heart skipped a beat whenever she smiled at me but I contented myself that something good was in store for me.

The two left and Sarah closed the door behind them. Today, she was wearing a tight white tank top under a loose fitting blouse that was mostly unbuttoned, revealing her generous curves and a plunging neckline that had me salivating everytime I looked at her. For some reason, I was particularly horny today and my penis refused to calm down within it's plastic prison. I kept shifting in place, trying in vain to alleviate the annoying pain until Sarah noticed my fidgeting.

"What's the matter Sissy? Are you getting diaper rash again?"
I blushed at her remark but shook my head.

"It's nothin'," I mumbled, embarrassed about admitting the source of my discomfort and not wanting to give her the satisfaction of knowing my sexual attraction to her.

Sarah started my day by taking me on the couch and letting me nurse from a baby bottle of warm milk but being in such close proximity to her ample bosom was driving me wild with desire. I kept trying to shift (albeit indirectly) my chastity device to ease my discomfort.

"Aww, what's the matter Baby," Sarah cooed in a voice that sounded like feigned sympathy, "Is your chastity tube bothering you?"

I nodded sadly as I sucked on the fat rubber nipple between my lips.

"What's making it hurt today, Sweetie?" she asked innocently, although I knew that she knew exactly what it was.

"I'm so horny," I squeaked just as Sarah pushed the bottle nipple back into my mouth.

"Aww," she replied as she pulled her blouse back away from her big, round breasts, "It wouldn't be little ole' me, would it?"

Her Cheshire cat grin was infuriating, not the least of which was because she had complete freedom to satisfty her own urges, whereas she knew I had no such means.

I nodded sullenly.

Taking her free hand, Sarah gently stroked the exciting lower curves of her breast with her fine, delicate fingers. I watched mesmerized as her meticulously manicured nails ran under the heavy boob, lifting it slightly in a tempting display of feminine sexuality.

"Is this what's got you all worked up--hmm?" she said in a sulty voice.

I nodded, trying to hide the hope in my voice that she'd let me suckle from her tantalizing mammaries.

"Well, today's your lucky day, Joshy," she said as she moved me aside and stood to get up. Because your mommy left me the key to your chastity cage and I think it's time we let your little willie out--don't you?"

I gulped with unbridled excitement.

"Oh yes, Ms. Daniels--yes please!"

"You see...Look what I have here, Joshy," she said with a coy smile.

My heart skipped a beat (or maybe two) as I beheld the tiny key to my chastity device in her slim fingers and I immediately began gushing promises of being good and anything else I could think of to further persuade her to unlock me.

"Okay, but first, I'm going to change into something else, okay? I don't want to get my business outfit messy."

I didn't know what she meant by that but I didn't care if she put on a wool coat, so long as she removed my detested chastity cage.

Going into the adjoining room, Sarah closed the door behind her, temporarily leaving me alone. I shuffled around the room anxiously, my tiny penis throbbing excitedly in it's plastic tube. There was a full length mirror on the wall next to the changing table and I took a moment to gaze at my reflection.

My aunt had dressed me in a pink and white gingham dress with lots of pretty eyelet lace around its hem and puffy short sleeves. Although I knew there were a pair of matching panties for this dress, for some reason, she'd left them off and my polka dot plastic panties were left visible instead. They gave my little girlish outfit a decidedly babyish look with their cheerful pink and yellow dots over the mostly clear vinyl.

For a moment, I stared at my skinny arms and bare, silky smooth legs. I hadn't gotten much in the way of exercise over the last year and consequently, I'd lost most of my muscle tone. It seemed to give me even more of the physique of a little girl and it occured to me that even much younger boys would be able to push me around easily.

Turning around, I looked in the mirror at the fat, shiny bubble butt created by my thick diapers. I had become so used to that look that I'd forgotten what my old boy's underwear looked like anymore.

I took a moment to rub the smooth surface of the front of my diapers, trying to remember what it felt like to stimulate myself. While I could only feel at best, indirect contact with my long denied penis, soon, I was sure I'd get the satisfaction I so badly craved.

Sarah suddenly came out unexpectedly and to my shame, caught me red-handed, rubbing myself in a humilating display before the mirror.

"Well, I can see why your mommy put you into chastity--looks like you're a chronic masturbator, Joshy," she said with a smile.

I blushed a bright red but my embarrassment was soon exceeded by my admiration for what Sarah was now wearing. Gone were her businesslike blouse and skirt. Now she was wearing a tiny yellow string bikini, and I was able to examine her outstanding body in close detail. My mouth gaped open in awe as I stared in amazement at her delicious, sexy curves. Her big, beautiful breasts were pushed against the tiny triangles of her top and I could see her firm nipples poking through insistently. I was also impressed by her tiny waist and washboard flat tummy, above the sexy little panties she had on. To top it off, Sarah had chosen to leave her high heels on, making her tower over me as I gazed up at her with unconcealed lust and desire. My wiener throbbed painfully in my chastity device and I winced as she came closer.

"Lookie what I have," she said conspiratorily as she held my key in her slim hand.

I whimpered in impatience as she began slowly snaking my crinkly plastic panties off from my bulging diapers and down my skinny legs. As I stepped out of them, Sarah laid them aside and began carefully unpinning my diapers. I was so excited my breath was coming in short gasps and I panted as I stared hard at her big round breasts, filling her bikini top so sexily. Pulling my diapers off, she laid them aside as well and then motioned me to sit on the floor.

"Okay sissy, time to remove this now," she said as she slid the key into the lock. It was the most welcome sound I ever heard as the lock clicked open and she took it out of the pin in my chastity device. In moments, the rest of my plastic prison had been removed and my penis sprang to life.

Sarah giggled merrily to herself as she stared down at my pitiful wienie.

"If I'm not mistaken, your little thingie has gotten even smaller than it was the first time I saw it--I think you're actually shrinking, Joshy," she exclaimed as if it were the best news in the world.

"Looking down, I saw to my horror that it seemed like it was smaller than it used to be. Could Ethan have been right about being locked in a chastity device for extended periods of time? Was my penis really getting smaller and smaller? The idea terrified me and predictably, my wiener began to sag from the fear and anxiety I was now feeling. As it shrivelled to a limp form, I grasped it and yanked it, hoping in vain to restore some length to the diminutive organ.

"Ha ha," Sarah laughed at me, "Don't worry, sissy--you don't have any use for that anyway,"

I resented her easy dismissal of my sexual needs and I felt a rising frustration at what aunt Emily had done to me. How was I ever going to become a man with this pathetic thing? I had a sneaking suspicion that that had been her plan all along.

"Looks like your mommy's going to have to get a smaller chastity device for you," she remarked with a chuckle.

"No she won't," I replied petulantly, although I feared deep down she was probably right. Without a hard-on, my penis was no longer than a AA battery and not much wider either.

"Okay, let's get down to business, it's time for you to be milked."

"What's that?" I asked uncertainly.

"Oh--you'll see," she replied simply.

Sarah positioned me on all fours and then placed a large stand up mirror in front of me so I couold see her incredibly sexy reflection behind me. I watched closely as she applied lubricant to a slim dildo as well as her left hand.

"Spread your legs Sissy--time for Mr. Dildo to come in," she told me.

My earlier fear and frustration momentarily forgotten, an electric ripple of excitment quickly coursed through my body as she worked the slippery object between my cheeks and into my virgin back hole. I moaned deliriously as she gently probed my passage, sliding it in and out, while at the same time fondling my soft penis. It spang back to life and grew rock hard, relishing the wonderful attention it was finally getting after so much time being ignored.

Gazing into the mirror, I drank in the bountiful curves of Sarah and her pretty face. Being bent over as she was, her big breasts swayed heavily and in no time at all, I was ready to blow my seed in the biggest, earth-shattering orgasm of my entire life.

All of a sudden, Sarah took her hand off my penis and I was left to hump dry air. I bucked my hips trying to make contact with her hand but she calmly placed it against the cheek of my rump.

"Here is how this is going to work, Joshy," she explained patiently, "I will do all the touching of your pee-pee, okay?

"You are to keep your hands on the floor at all times. If I see you do so much as lift a finger, I'll stop and that will be the end of it--got it?"

"Y-yes Ms. Daniels," I whimpered, trying to maintain my composure.

"I'll put you right back into your chastity device and you won't get anything--do I make myself clear?" she added.

Yes-yes, Ms. Daniels," I responded desperately. All I wanted was for her to continue--I didn't care what I had to do to make it happen.

I was panting heavily now and my pulse was racing as she continued to slowly slide the dildo in and out of my anus. I wanted so badly to cum but without the physical stimulation on my little member, I just couldn't quite get there. Nevertheless, I flexed it frantically, trying to respond to the wonderful sensations as the slippery dildo eased in and out of my back hole.

From time to time, Sarah squeezed my penis which only added to my frustration but she no longer stroked it, apparently realizing just how close I was to cumming. I watched her, through glazed eyes, as she pumped me slowly with her tool and began to tease me about it.

"Does that feel good, little Sissy?" she asked in her syrupy voice.

"Uh-huh," I said weakly.

"I'll bet you're imagining its your little sissy friend Ethan back here, aren't you?"

"N-no Ma'am," I replied shakily.

"Mm-hm, I'll bet your imagining it's little Ethan's penis, sliding in and out of your rear and giving you all that pleasure, aren't you?"

"No...no--I'm not," I said, not very convincingly.

I blushed at the picture she was painting although I was so turned on, it only fed my fire.

Her ministrations were driving me crazy and the view I had of her in her string bikini ensured my penis stayed like granite.

"Tell me Joshy," she said as smoothly as silk, "Do you have a crush on Ms. Taylor?"

Despite everything, I felt my cheeks and neck growing red again at this sudden exposure to my innermost feelings.

"N-no..." I lied.

"Tell me Joshy...tell me the truth or maybe I'll just stop here," she said with a wicked smile.

I didn't see any point of denying her further so I capitulated.

"Yes...yes I do," I admitted.

"Mmm-hmm," she said, "But you don't want her like a man would want her, do you?"

I was confused by her line of questioning and I wished she'd just let me cum--my penis felt like it was ready to explode!

"Wha-what do you mean?" I stammered.

"You don't want to take her on dates or anything like that--what you really want is for her to breastfeed you--don't you?"

I blushed even redder and shook my head.

"Huh-uh," I disagreed, "I just--um--like her--you know?"

"Joshy, I've seen the way you try and look at her when she's breastfeeding Ethan and I know that you wish you could do it too," she explained, "Are you still being breastfed at home?"

I blushed hotly at her accusation, which despite my denial, had an element of some truth to it.

"N-no!" I replied hesitently.

"Joshy? Tell me the truth now," she emphasized her point by plunging the dildo as far in as it would go. I moaned and wiggled my fanny, hoping somehow to coerce an orgasm out of my penis that was dribbling with pre-cum but to no avail.

"Oh...oh...oh...please M-Ms. Daniels....please let me cum," I begged her piteously.

"Tell me the truth Joshy--you want Ms. Taylor to let you nurse from her, don't you."

Weakened by my state of sexual hunger, I nodded helplessly.

'Y-yes, Ms. Daniels."

"Mm-hm, a little sissy like you doesn't want her in the same way a real man would--you want her in the way a baby does--you want to suckle her big breasts and get your fill of her mommy's milk don't you."

She resumed her tortuous teasing of my bunghole and even gave my twitching penis a small, but soft stroke.

"Yes! Yes--that's what I want," I admitted at last. I couldn't take it anymore and I had to cum!

Sarah took her hand off my wiener and pulled the dildo out. I watched with rising concern as she reached behind her and produced a towel with something in it. Without warning, she placed it between my legs and held it against my erect penis.

I squealed with shock as I felt the ice cold cloth embracing my defenseless willie and balls.

"OWWW!!!" I cried as I tried to struggle up and away from her hand. Sarah smirked evily and held it in place, even as my hands flailed around trying to pull the freezing cloth off my genitals.

"Hands on the floor, Sissy-boy," she snapped as she held the cloth firmly in place.

I whimpered and wailed, wriggling like a fish on a line as I forced myself to comply with her cruel orders. Sarah giggled at my submissiveness as I settled down and let her do whatever it was she wanted to me.

"Oww--please--please take it off--please!" I pleaded.

Finally, Sarah lifted it off and put it aside. I watched as she took an empty baby bottle and unscrewed the top, putting it down beside her. Then she placed it under my now cold and limp penis and grasped it with her free hand. Her fingers were still slippery from the lubricant and she began running them down from the base of my cock to the tip as if she were trying to force something out. It wasn't nearly as pleasureable as what she was doing before and I fidgeted as I looked down and between my spread legs. To my horror, I watched as gooey cum slowly oozed out from the tip of my head, dribbling into the open baby bottle. At first, it was just a thin string but after several more downward strokes, Sarah was forcing more and more of my precious seed out from me and into the waiting bottle. I was being milked like a cow!

As the realization started to hit me, I began whimpering weakly, shifting around and fidgeting as I tried to think of a way to force my impending orgasm to happen.

"Wha-what are you doing?" I cried.

"Just milking all that nasty boy cum out of you," she smirked, "You see how much was trapped inside you?"

"Ye-yes! Do you have to do it that way? I want to cum!!" I wailed bitterly.

"I'm afraid so," she replied unsympathetically, "Sissies and babies don't get to cum and you're both. I'm almost done here and then guess what? I'm going to lock you right back up in your chastity device where you belong."

Tears of frustration spilled down my cheeks as I saw my chances of getting any kind of orgasm quickly evaporating. Even flexing my wilted cock wasn't doing me any good and I knew without some kind of dire and direct intervention, I'd never achieve my desperately needed climax. Looking at the bottle, I saw she had accumulated about two good tablespoons although I hadn't experienced any kind of release whatsoever. It was absolutely maddening!

I was still frantically horny as she wordlessly stopped and put the plastic cap back onto the bottle.

"There--that should take care of you for a while," she stated with satisfaction.

"No--no--no!" I whined unhappily.

Rolling me over so I was sitting in a reclining position, she swiftly picked up my chastity device and began securing it around my scrotum. With deft movements, she closed the cuff ring around the base of my genitals and slipped the pin through the hole in the back. Stuffing my limp and drained penis back into the tube, she giggled merrily to herself.

"I'll bet your little wee-wee was getting lonesome without his plastic home," she chuckled, "but now you two can cuddle for another month or two together."

Looking down at my captive wiener, cruelly deprived of what would have been the greatest orgasm of my life, something inside me snapped.

"What the hell did you do that for?" I demanded angrily.

Without warning, Sarah delivered a harsh slap to my face that left a red handprint and brought tears to my eyes.

"You little pansy!" she snarled, "You have no one to blame for this than yourself. Everyone here knows that it was you that begged your 'mommy' to order panties through the mail so you could prance around in them. And she put up with your sissy ways until she caught you playing with yourself like an disgusting little pervert."

Tears began to tumble down my cheeks as I wilted under her stern tirade.

"But anyone could see that where you really belonged was in diapers--diapers and baby dresses which suit your sissyish personality. And we all know that babies don't cum. They don't masturbate and they don't have any business playing with their pee-pees."

My shoulders sagged and I sniffled miserably from her scolding.

"You belong in chastity and diapers and that's where you'll stay--from now on. You can forget ever having another orgasm because it's never going to happen. Never sissyboy. Hell, I'll bet at the rate your penis is shrinking--you won't even have a pee-pee left to lock up anymore."

I cried softly as Sarah began the job of re-diapering me. Tugging the cloth back up and between my legs, she pinned either side with sharp, jerky movements that revealed her dissatisfaction with me. I didn't dare stand up to her because I knew she was all too ready to pull me over her lap for a hard spanking if given the chance.

Taking my plastic panties, she yanked them up my legs with haphazard, uncaring movements. Unlike aunt Emily, she didn't take the effort to make sure the entire diaper was completely enclosed nor did she powder between my legs. Instead, she simply spun me around and gave my rump a hard swat, sending me stumbling clumsily toward one of the pink cribs in the room.

"It's naptime for you now, Babykins," She ordered me, "And I better not hear a peep from you the rest of the day."

Sniffling sadly, I shuffled over to the crib and crawled in, more dejected than ever. After raising the side rail, Sarah lowered the lighting on that side of the room and then left briefly to change back into her normal business attire.

I was frustrated and cranky, angry at having been tricked and deprived of the orgasm I was sure I was going to get. And even though Sarah had drained my balls of their semen, to my dismay, I was still horny as hell. I tried not to think about her sexy breasts because I hated her so much but I couldn't help it. It was like when people tell you not to think of pink elephants and then that's all you can think of.

Although I was spared the pain of a straining erection within my chastity tube, I still felt a gnawing sexual craving, made worse by the fact I'd been so close to actually cumming. Lying back in my crib, I tried to relax and get some sleep but it was impossible. And then suddenly, without warning, I felt the front of my diaper growing wet and warm. Realizing the futility of trying to stop it, I just let it go, quickly saturating my diaper until it seeped back between my legs. I sighed heavily and bit my lip in anger. I didn't dare ask Sarah to change me, which meant I'd be sitting in a wet diaper for at least another hour.

Bored as hell, with the cloth of my diaper gradually cooling down, I fidgeted on the crinkly, waterproof covered mattress trying to get comfortable but it was impossible. Time seemed to stand still and Sarah had all but forgotten about me as I listened to the clock on the wall ticking away.

At long last, the far door opened and Ms. Taylor strode into the nursery, a ravishing smile on her pretty face. My heart skipped a beat and I sighed, drinking in her beauty and sexy curves. Sarah and my teacher became engaged in conversation and I waited impatiently for the former to leave, which she finally did after ten minutes.

As the door closed, Ms. Taylor set her purse down on the desk and came over to see me, her smiling face a welcome sight to behold. I sat up on my knees, clutching the wooden rail of the crib as I gazed up at her beseechingly.

"Hello little Joshy!" she greeted me warmly, "How's mommy's little baby?"

For some reason, the dramatic difference between Sarah's cold, cruel demeanor and Ms. Taylor's warm, loving personality affected me so profoundly that I felt a surge of emotion that I couldn't control. Bursting into tears, I sobbed out the anguish I was feeling inside.

"M-Ms. Taylor!" I wailed, "I w-wet my d-diapers!"

She cocked her head in the cutest manner and beamed down on me tenderly.

"Aww, you poor little thing," she cooed, "don't you worry--I'll get you changed in a jiffy!"

She lowered the crib railing and took my hand, leading me to the vinyl covered changing table that occupied one corner of the room. As soon as I'd sat down, Ms. Taylor took hold of the pink pacifier that always hung around my neck and she eased it between my quivering lips.

"There, there, Baby," she whispered, "That will make you feel better."

With her long, immaculately manicured fingers, she began lowering my plastic panties, easing them off the soaking wet diapers as I watched her and sniffled in misery.

"Ms. Taylor," I whimpered as I spit out my pacifier, "Ms. Daniels wasn't nice to me at all."

I knew I sounded pouty and childish but I couldn't help it.

Ms. Taylor murmured something but seemed to be more focused on unpinning my fat diapers than hearing my pathetic sob story. Still, I was confident that my teacher could be relied upon to take my side, if for no other reason than the only aspect of her I'd seen so far was her genuine devotion to my well being.

I braced myself as she wiped my damp thighs and crotch with baby wipes.

"She said she was gonna unlock me...and then...and then she..."

"-Yes Sweety? She did what?" Ms. Taylor inquired.

I blushed as I tried to find the words for the humiliating experience.

"She did this--this thing, where she got me to cum, except that I didn't cum. I mean--I came--yeah, but I didn't get a normal, you know--orgasm."

Ms. Taylor giggled to herself as she sprinkled baby powder over me and her reaction (or lack thereof) made me think she didn't understand what I was saying.

"And then she told me I was never gonna get to cum!" I whined bitterly.

"It's okay Joshy," she said as she slid a thick but soft stack of diapers underneath me, "I told her to do that."

"What?!" I gasped in disbelief.

"Yes Joshy, you've been here for about a month now and I thought it was time we should milk you, just to keep your 'plumbing' healthy."

"Milk me?" I said, still dumbfounded.

"Mm-hm. It's a process that allows us to drain all those naughty fluids from sissies like you," she explained patiently as she pulled the sides of the diaper up snug for pinning.

"B-but you don't understand," I whined, "She teased me on purpose, and then she prevented me from having a...you know...orgasm."

"Silly boy," she said as she playfully beeped my nose, "That's because you're not supposed to have an orgasm."

"Whaddya mean?" I demanded incredulously.

"Now Joshy, I know this may be difficult for you to understand, but when you're older, it'll make much more sense," she explained as she held a pair of white nursery print plastic panties before me, "Little sissies like you aren't meant to have orgasms--that's just for real guys."

"But I am a real guy," I protested resentfully.

Ms. Taylor shook her head patiently.

"No Joshy, I'm afraid you aren't. You're a little sissy boy who needs to wear diapers--I know it, you know it, your aunt Emily certainly knows it, and everyone here knows it too."

"B-but...how long am I gonna have to wear diapers and go without cumming?" I bleated anxiously.

"How long?" she replied, obviously confused by the question, "That's forever, Joshy. You'll be wearing diapers and baby clothes for the rest of your life and the fact is...there's no reason why you'll ever need to cum again."

As she snaked my baby panties up my lifeless legs, limp from the shock of what she was saying, the reality of it came crashing down upon me. I burst into real tears, banging my fists on the table beside me in a noisy display of toddler frustration. Taking her time, Ms. Taylor patiently pulled my panties up and covered my diaper before slowly unbuttoning her snug-tight blouse. I ignored her as I bawled like a child, the sobs welling up in me like waves crashing on a beach. My shoulders shook helplessly and Ms. Taylor gazed down at me with sympathy and caring, knowing I needed her comfort. By now, her top was unbuttoned to below her ample bust and through my tear-filled eyes, I could see her tremendous breasts, perfectly contained in her lacey white push-up bra. Leaning forward, she placed her firm thigh behind my head and slowly undid the clasp between her satin cups, freeing the plump mammaries I knew were bursting with milk.

"There, there, Joshy," she said trying to soothe me, "Maybe this will help you settle down a bit."

Right now, I didn't want her to soothe me--I wanted to be angry with her, and for her to know I was angry with her. There's was no way I was going to take this lying down (even if I was lying down at the moment). And if I showed her how resolute I was about demanding my freedom, perhaps then she'd take me seriously. If nothing else, at least she'd realize how furious I was at being manipulated.

With her beautiful doe eyes gazing down at me, she leaned lower, allowing her big round breasts to sway temptingly before my face. I could smell her scent now, fresh and exciting and the erotic swell of her smooth bosom was making me crazy with desire. I wanted to ignore it, but with my entire field of view filled with her fantastic boobs, I was helpless to turn away.

Ms. Taylor was not one to force me. With utmost patience, she cupped her heavy breast in her delicate hand, poising it before my face no more than an inch, as she tempted me with her charms. I knew she wanted me to be the one to submit, and I tried desperately to fight against it. My heart was beating wildly in my chest and my penis throbbed frantically in it's tube. She was so incredibly hot! My mouth felt dry and I licked my lips as I looked up into her devastatingly pretty face.

"Come on Sweetie-baby," she whispered in that sultry voice of hers, "Come and nurse like the big sissy you are."

Part of me was shouting not to give in--not to give her the satisfaction of defeating me with her overwhelming sexuality and making me bow to her will. But that part got pushed rudely to the back of my conscious as my willpower crumbled and I opened my mouth to take her nipple onto my waiting tongue.

I sighed deliriously as I savored the delicate taste of her skin, so wonderful and warm. It was every bit as delightful I had imagined it would be. Her nipple felt firm in my mouth and I began eagerly nursing like a baby, my mouth being quickly rewarded with her sweet milk. I sniffled and closed my eyes as Ms. Taylor stroked my head gently, murmuring soothing whisperings in my ear.

"There...that's a good baby," she said softly as she nuzzled me, "Drink all that good milk Joshy."

It occurred to me that she was giving me far more love and tenderness than she gave Ethan and I drank in that notion proudly as I continued to nurse greedily from her swollen breast. At least I was getting something he didn't get, I rationalized to myself gratefully.

I lost myself in the extasy of nursing from the object of my lust and time seemed to stand still. I have no idea how long I nursed from her but her breastmilk had a calming effect on me I hadn't expected. With all the trauma and excitement of the day, it started catching up and I felt a drowsiness begin to overtake me.

Having taken my fill from both her magnificent breasts, Ms. Taylor helped me into my crib for a late afternon nap. With the lights down low, I drifted off into sissy slumber, my dreams filled with happy visions of my teacher's smiling face.