Crystal's StorySite storysite.org |
This is a female authoritarian sissy boy story, although with a softer touch than many others. There is sugar and spice and (mostly) everything sissy-nice! So, if lots of frilly outfits, swishy behavior and a little kinky sex are your thing, please read on. If not, thanks for looking anyway.
It is also a purely fictional fantasy work. No references are intended to portray any actual persons, places or events whether past or present.
This chapter is rated X, as there is some sexual contact at the end of it. It is also the darkest chapter of the book as it is where Prissy accepts his new life - with a few nudges from his friends. Pleased be advised that some scenes portray intense humiliation, including corporal punishment. Please be of appropriate age or be gone!
Miss Prissy Paunceworth
by sissystevie
Chapter IV – Prissy's Progress
Once again Peter spent a restless night with voices seemingly directing his thoughts. Bondage, high heels, garter belts and penises punctuated images of Miss Tellit, Bunny and John that flashed through his mind. He always wore sissy boy shorts, but wanted to be in frilly petticoats and skirts. Strangely, each dream ended in some form of frustration. Whatever he wanted teased him, and then failed to come to fruition.
He awoke to find his panties dry for the first time at Merstead Hall - and very, very horny. His dry panties reminded him of the entire frustrating night.
A cheerful Miss Tellit bouncing through the door hardly helped matters. This day she wore a short, flippy black silk A-line skirt with a sheer white silk shell top. Her black patent five inch heels and sheer white stockings immediately drew his eye.
"And how is my sissy this bright sunny morning?" she chirped. "My-my, do we have dry panties this morning? No nice morning morsels for my pet sissy to slurp up.
"Well, you do have a busy full day of school ahead of you."
As she undid Peter's satin bonds, she allowed Peter several glimpses of her thighs and white lacy suspenders. She knew he was wound tighter than an eight day clock. She also knew all too well, that sissies who received regular releases were sometimes tricky to handle, but a denied sissy could become just plain unmanageable - well, up to a point anyway.
Of course, that was precisely the plan for the morning. And the utterly guileless sissy would again fall into their carefully constructed trap! They all did, as she knew all too well.
With minimum direction Peter went through his morning preparations, delighted that Miss Tellit allowed him to wear the white thigh-highs with bows in their rears rather than his regular knee socks. He was more skeptical of a white version of the open tip bra, knowing the torment it caused across his exposed nipples. Soon was ready for his corset and dutifully went to the lacing bar to await his morning 'crunch.'
After completing a robust lacing taking the sissy down to a record twenty-four inches, Miss Tellit said, "Now stay there, Prissy, I have a special corset variation of the 'fanny friend' harness you wore yesterday."
A thin, but very firm, elastic strip that was covered in white lace was hooked to the corset's loops where garters would normally go. Two front lengths joined together just beneath Peter's little tea pot. At their junction was a cup similar to his other harness that was surrounded by and layers of ruffles and lace, which tickled his little peenie. A large pink satin bow was attached at the bottom of the tessie cup. From there a double strand continued up between his fanny cheeks and spilt once again to attach to two rear garter loops.
Once fastened, the straps firmly held his new dildo 'friend' in place just as the stay-alone devise he had worn on the previous day. Miss Tellit had Peter wear another pair of all white frilly legged high waisted nylon panties and informed him that they and the open bra were now part of his regular uniform.
While donning his blouse, shorts and pinafore Peter was reminded of the sensual torment as the insidious harness manipulated his 'friend' in and out of his rectum. His proffered peenie was tormented by his smooth nylon panties, whose frilly legs and side bows extended past his short's leg bottoms.
After emitting a few moans as he descended the stairs, Peter proceeded to deposit his journal in Doctor Cutwell's mailbox before going into breakfast.
Again he sat with the comely Winnie, who looked particularly sexy that morning. Peter wondered if her skirt was just a little shorter and her blouse a little tighter. He more clearly saw her bra's outline and got several glimpses of her stocking tops.
During morning speech class Doctor Learned announced that private sessions would be replaced with small group peer exercises. Time seemed to drag by as the now immensely horny Peter was continually distracted by one sexual stimulation after another.
If it wasn't the headmistress' black pencil skirt, high heels and stockings, it was Winnie - especially Winnie, who seemed determined to torment the poor boy that morning.
At several points Peter was undone by Winnie's exposed thigh or breast pressed against his arm. At the same time his senses were bombarded by the torments of his 'friend' and his exposed peenie and nipples rubbing against soft fabric.
His lack of release coupled with the torments of late yesterday, including Miss Tellit's provocative leather skirt outfit and sexy stripe tease, has the hapless sissy closing rapidly on a very major train wreck.
Finally, the students were ordered to pair up and practice the new speech training sounds. Peter was delighted when Winnie eagerly sat down across from him. They started off with the routine sounds assigned to each. As time progressed, Winnie's short pleated skirt starting riding up, and the totally frustrated Peter found himself once again trying to play Karnack the Magnificent trying to will the hem further up her leg.
To his delight, it did slide up a little more, almost reaching the point where he could see her stocking tops. Peter's breath quickened as she twisted in her seat and crossed her legs to reveal one garter.
Peter simply could not control himself at the display of her comely leg and openly gawked with dropped jaw.
Lavinia Learned had been watching Peter like a hawk from the beginning, waiting for the proper moment to strike. The moist feeling in her own panties told her that the moment was upon her.
"Prissy-Peter, close your book and come up here at once!" she ordered.
Peter sensed that he was in trouble, perhaps very big trouble as Winnie's cute stockings and suspenders had given him a very pointy peenie, which would be discovered by one and all in the classroom when he stood.
Winnie, on the other hand, was smirking in victory, already thinking about the reward that waited him.
Peter, being the utter milk-sop sissy that he was, remained in place, vainly trying to calm his unrelentingly urgent peenie down.
"At once, sissy, means 'at once'!" the headmistress hissed. "Your dilatory behavior just made your punishment worse."
As Peter rose, his pointy problem was only slightly more noticeable than his scarlet cheeks.
Lavinia forced back a very satisfied smile as she thought how delicious this was going to be. She knew the game was to more rapidly break down what miniscule masculine resistance Peter had in order to make the character change necessary to change his speech patterns.
However, she also knew herself, and spanking and humiliating the school's new girlie boy cumquat was simply too delicious. And her wet panties proved it.
"We can't let Theo have all the fun, can we?" she inwardly smiled to herself. "And my dear Winnie was brilliant at entrapping the hapless sissy. She shall have a most enjoyable 'private lesson' right after lunch nestled between my legs doing what she does best. Lord only knows, after making his cute little botty scarlet, I will be most ready for that sweet mouth of hers."
Switching back to the case at hand, she said, "Why you naughty sissy, look at your pathetic little peenie! I know just the cure for nasty little sissy boys! Come over to me, turn and put your hands behind your back.
"Winifred, please go to the sissy's room and fetch her punishment heels, and while you're at it, pick up her pinafore as well."
When Peter turned and presented his hands, Doctor Learned took two lengths of reinforced satin ribbon from the desk and expertly bound the hapless sissy's wrists and elbows together.
Winnie returned with a shoe box and the pinney. Peter saw that the box was the mysterious one marked 'Miss High Heels' that he stored away his first day.
After putting his pinafore across the back of a chair, Winnie took off Peter's mary janes. The replacement 'punishment' heels were made in white patent leather and had the highest heel Peter has ever seen, measuring a full six inches. They had two straps, one about his ankle and the other across his instep. Winnie pulled the straps tight and then, to Peter's horror, locked them in place. She completed her task by snapping a huge six inch white patent leather bow over the front of each ankle strap. The bows added an almost comical sissy touch. The shoes were very uncomfortable and would be almost impossible to walk in.
Winnie looked up at the terrified Peter with a devilish smile and said, "Com...fee, sis...see?"
"She doesn't know discomfort yet," sneered Doctor Learned. "Winifred, pull her shorts and panties down."
Winnie was softly giggling as she undid Peter's shorts at their side, and then, standing behind him so the entire class could see his front, slowly pulled down his shorts and then his lacy panties until they reached his knees.
Mortification would not adequately cover Peter's feelings as tears flowed from his eyes. Not only was his pathetic peenie exposed, but it was inexplicably hard and throbbing. The fact that his 'fanny friend' holding straps framed his teapot in lace and a huge satin bow made it even more humiliating, if that could be possible.
Doctor Learned handed Winnie a small silver bell attached to a white satin ribbon and said, "Bell that naughty little clitty so everyone will be alerted when Little Miss Peeping Peenie is approaching."
Winnie took the little bell and tied the satin ribbons tightly about Peter's peenie, just at the top of its slender shaft and below its tiny head. The bell hung down a good five inches and swayed back and forth with Peter's sobbing. Each sway brought a rich little ring for all to hear.
When he thought he had reached absolute bottom, several student started giggling while pointing at his tiny peenie and laughing at the little cup and bow beneath it.
"Prissy, you only think you have something to cry about." Doctor Learned chuckled. "Theodosia, my chair please. Then, my dear, please create an appropriate sign for her.
As Miss Tellit held a straight back wooden side chair for the headmistress, she continued, "Now, Winifred, I think we are ready for Little Miss Peeping Peenie. Please bring the miscreant missy to me."
Winnie helped the sobbing, bound and hobbling sissy over to the chair and helped bend him over Doctor Learned's lap. Peter found his head facing the headmistress' ankles with the strange emblem of her ankle bracelet directly in front of his eyes. Despite his abject humiliation, he was stirred again by the closeness of her sheer stockings and magnificent stiletto black patent heels.
Such, of course, is the way with all submissive sissies under a stern woman's control.
However, it was less pleasant when she reached under him and pulled his bell between her legs and clamped them shut. He was now hopelessly trapped into the humiliating spanking position by the very peenie that got him into all the trouble.
Peter felt the soft caress of Doctor Learned hand as she ran if out his exposed bottom, grabbing and pinching his cheeks. He had not been spanked in years and could only vaguely remember what it was like.
Peter was about to receive a rather painful crash refresher course.
"Thwack!" Her first spank hit him with remarkable force, stunning more than hurting him. The slap drove his 'fanny friend' deep down his sissy pussy, causing him to squeal in a very high voice, greatly amusing all present.
As the pain began to register, she followed with eleven more perfectly timed and placed swats of equal force. Now the searing pain was both intense and unrelenting. His hobbled legs from his knees down were kicking, and he was squealing and wailing like a newborn baby.
"Winifred, pull off her pants and stuff his panties into her mouth. I can't stand all this pathetic babbling. Oh, and stick some of that broad tape from the desk over his lips.
"Doesn't her bottom take on a wonderful color of red?" she rhetorically added. "And only after a dozen!"
Peter's mouth now securely full of satin and lace with a little sissy leakage mixed in, Doctor Learned renewed her effort. Another dozen perfectly executed hits followed.
Peter's rear was now on fire. Never had he experienced such utter humiliation - or pain. He simply could not believe how hard the woman could hit. Most strokes were squarely on one cheek or the other, with others falling at the point where his cheeks met his thighs, which was especially painful.
"Magnificent," she exclaimed. "A well spanked sissy botty is a beautiful thing to behold. I think another dozen will do her to a tee!"
Peter could not believe it was to continue. However, continue it did for another dozen carefully measured strokes.
After her thirty-sixth stroke, Doctor Learned allowed the sobbing Peter a few minutes to recover and then asked Miss Tellit and Winnie to help him to his feet.
Peter wobbled on his too-high heels, only vaguely aware that his peenie was still very stiff - a fact that did not go unobserved by everyone else. His flaming scarlet red rear felt as if his skin had been stretched as tight as a drum across his burning buns. Silent tears continued to stream down his makeup streaked sobbing face.
Doctor Learned allowed Peter another moment to steady himself, and then said, "Winifred please put her into her pinafore. Make sure the back skirt portion is open so we all can see her pretty red botty. Theodosia, please help Winifred and add your sign when you are done. I can't wait to see what little message you came up with.
"Oh, and Theodora, grab a red marker from the desk and draw some nice big lips on the tape covering her mouth. We simply must have our sissy's lips properly done!"
While Miss Tellit carefully gave Peter oversized, cartoon-like lips, Winnie put Peter's regular pinney on him, snaking the shoulder straps about his bound arms and finishing its broad waist string in a huge bow that hung to either side of Peter's crimson caboose.
Peter's degrading little peenie bell hung on its white satin ribbon beneath his pinney's frilly front skirt, ringing merrily as the overwrought sissy swayed.
Miss Tellit held up not one, but two signs, and announced, "Ma'am, I hope you don't mind, but I made two signs. The first has the name you called her earlier. It was just too cute not to put on a sign." She held up a sign with 'Little Miss Peeping Peenie' written in red across it.
Miss Tellit continued, "I thought that would be nice on her back. Winnie, dear, will you please pin it there?"
After handing the first sign to Winnie she said, "And, Ma'am, I would like to put this one on her waist." She held up the sign for everyone other than Peter to see. Everyone in the room immediately broke out in hysterical laughter.
"Brilliant!" exclaimed the headmistress between roars of her own laughter.
Peter could hardly imagine what new horrible slight was being directed towards him. However, craning his neck forward, he got a glimpse of the sign. It had a broad red arrow pointing downward to the front of his pinney skirt with the words 'Lift and Laugh' next to it.
As tears flowed anew from Peter's eyes from the devastating humiliation, Doctor Learned continued, "Now, Prissy-Peter, the entire school can look up 'your' pinney skirt to see just what a naughty sissy you are.
"Ladies, take her to the dining area and put her on the Penitence Pedestal. She can be on display during lunch for all to enjoy.
"And, Theodosia, she is to remain dressed this way for the balance of the day – including the shoes."
Miss Tellit led the hobbling Peter to the center of the dining area where Winnie had just finished rolling in a heavy round pedestal base. Once laid down on its base, it stood a little over half a foot off the floor. The words 'Pedestal of Penitence' were written several times going around its sides. As Peter looked in shock at his new humiliation, Winnie returned with a four foot post that she placed into a slot at one side of the pedestal's top, securing it with a pin through the pedestal.
Peter was lifted atop a box. As Winnie steadied him from the front, Miss Tellit maneuvered Peter's bound arms over the post and secured them about it with matching white reinforced satin ribbon. Winnie leaned down and used the same ribbon to tightly secure his knees and ankles to the post, finishing each off with a wide pretty bow.
"What fun to have a living art display during lunch? Everyone will love teasing her!" exclaimed Miss Tellit.
Indeed they did just that.
Peter lost count of the number of students, staff, and even the kitchen crew, who lifted his skirt to laugh at his petit puffed-up peenie, which remained stiff through the entire ordeal. Many even played with his peenie's satin ribbon to make the little silver bell ring out. His shame was almost enough for him to forget his aching feet and derriere.
Almost, but not quite!
As lunch was winding down, Peter began to see some relief. However, once again his foolish naive hopes would again be dashed. He had failed to notice the giggling and exchanges of small slips of paper amongst the staff and older students.
Winnie and Miss Tellit came forward. Winnie removed Peter's mouth tape and panty gag, redid his lipstick and placed a yard stick on the floor directly in front of the pedestal. Miss Tellit carefully pinned Peter's pinafore front up to fully expose Peter's belled and be-ribboned tiny teapot before taking up a position behind him.
Doctor Learned rose from her seat and announced, "It's been quite a while since we at Merstead Hall have enjoyed a good round of 'Squirt, Sissy, Squirt.' All the wagers appear to be made. The contest will be based upon a combination of time and distance. Winifred, my dear, will you please man the stop watch, and Theodosia, please 'man your gun' when you are ready."
Miss Tellit gave Winnie a nod to start the timer as her hands encircled Peter's body. One of her hands went to Peter's left nipple and began aggressively rolling it between her thumb and forefinger. Her right hand went to his peenie and began gently massaging it, causing his bell to sway about and ring anew.
Peter was initially aghast at being publicly masturbated is such a helpless bizarre manner - not to mention that people were apparently betting on his 'performance!'
However, so pathetic - and so predictable - sissy that he was, Miss Tellit's knowing manipulations soon won his sole attention.
She rubbed her body against his back. The feel of her cool, smooth silk skirt felt heavenly across his burning buns, and her soft breasts in their lacy bra under her sheer shell felt even better. In took almost no time to have the overwrought sissy swooning.
Miss Tellit pressed her leg against Peter's so that he could feel her garter belt's suspender straps. When she pulled his rear back against the post to force his fanny friend in even deeper, the sissy let out his first high pitched squeal.
"Yes, my pet, squeal loudly for your mistress!" she whispered in his ear as her hand began stroking his peenie faster and her other hand pulled his nipple even more firmly.
Peter did not disappoint and began moaning and squealing.
Everyone in the dinning room loved it and began chanting, "Squirt, Sissy, Squirt."
It was all too much for Peter as his senses finally reached full overload and his peenie exploded with burst after sissy-squealing burst of his sweet sissy cream. Each burst to the ever increasing delight and amusement of all gathered.
When he was done, Miss Tellit steadied the exhausted Peter with her left hand about his chest while she brought her right hand up to his mouth the lick it clean, which he mindlessly and willingly did.
Winnie announced the time, "three minutes, five seconds," and then knelt down to announce the measurement, "two feet, seven inches."
As people scurried about checking their bets, Winnie joined Miss Tellit and began removing Peter's bindings. Once Peter seemed steady, Miss Tellit undid his arm binds. Winnie finished up by removing Peter's sign and unpinned the front of his pinney.
After helping Peter down from the Penitence Pedestal, Miss Tellit said, "Peter, your feet must be killing you, so you should be happy to get down on your hands and knees to clean up your little mess. Yes, sweetie, that means clean it up just like you clean up your messy panties. Once you are done, you will be excused.
A totally defeated Peter went to he knees and began lapping up his amazingly large amount of sissy cream from the tile floor, entirely unaware that his bare rear was fully displayed as his insidious harness worked his 'fanny friend' in and out of him and his little silver peenie bells rang away.
Finally, with Peter's cream humiliatingly lapped up, a winner was declared, and Peter was excused to redo his badly mussed face and hair.
*****
Peter tenderly minced his way to his session with Doctor Cutwell, oblivious to not only how exaggerated his movements were, but also to the constant ringing of his little silver peenie bell. The combination of the painful super-high heels, his still burning derriere and the other sexual torments to his peenie, nipples and rosebud made him move in the swishiest over-the-top sissy style imaginable.
After knocking, entering and curtseying, Doctor Cutwell had him take a seat at her mini conference table. Mercifully, she provided a soft silk pillow that felt coolly delicious on his tender rear.
The doctor carefully eyed Peter. He was exactly where she wanted him. All silly boyish resistance was broken. His final therapy could now commence.
"Prissy-Peter," she began in a comforting low voice, "You clearly are too upset from your little punishment to discuss the full results from your Sexual Preference Acuity Examination. Today I will discuss just a couple things that I want you to think about. In fact, they will be your journal assignment for tonight.
"The first topic is a discussion of why you looked up Winifred's skirt - and every other skirt here at Merstead Hall, including mine for that matter. Don't be upset about it, Prissy. I understand exactly why you do it, and it is not for the reasons boys your age would do it.
"Prissy-Peter, your are a pathological 'fétichiste,' as our continental friends would say. You look up women's skirts because of your deep desire for stockings and suspenders. And that desire very directly includes wearing them as well a looking at them. Particularly wearing them!
"And that's before I even mention your primary fetish fixation with very high heels, which has, I believe, a very interesting twist. You adore looking at one type of heel on a woman and another type of heel on a sissy. You love classic very high, pointed toe heels on women, especially dominant women, but prefer satin heels with sissy bows on yourself.
"What you must do is to simply accept how you feel and adapt to what you 'need' to wear. That acceptance means that 'Peter' must become 'Prissy,' because only Prissy may wear such delightful things.
"I want you to think about that one simply thing as you write the first part of your assignment tonight. I think you may find it comforting to embrace rather that fight your deep fetishistic sissy needs.
"However, you will find my next topic more troubling. Prissy, I want you to write the first honest paragraph in your life about how you feel about penises. And I don't mean what fails to pass as your own. I mean real manly ones, not little sissy peenies that really are large clitorises or clitties as we refer to them.
"Your response may be very brief as long as it is completely honest. I will say that your Sexual Preference Acuity Examination clearly revealed deep desires with respect to real penises - and sissy clitties as well, for that matter.
"Now, Prissy, I am going to allow you to rest and think over what I just said for the balance of our time today. You must be exhausted and you still have a full afternoon ahead of you. You may go over to the lounge chair to better relax. If you drift off, I will wake you in time to fix your face before returning to afternoon class."
Peter was grateful for Doctor Cutwell's kindness and quickly did doze off. After sleeping for close to an hour, Doctor Cutwell woke Peter in time to fix his face and hair and make it to class.
He toddled into class, dreading facing the very people who had participated in his intense humiliation. Receiving only a few muted giggles at his over-the-top sissy deportment, Peter took a painful seat as far away from the other students as possible.
A few moments later Doctor Learned and Winnie returned to the classroom with the most serene smiles on their faces. The class geared up and Peter began to enjoy going through his sounds in his new high register. Doctor Learned even came over to coach Peter several times.
Before he knew it, the two hours of class were past and Peter found his way to the dance studio wondered how he could possibly do anything in his impossibly high heels.
Madame d'Horscourt was her usual affable self and had Peter work on upper body deportment without too much mincing about. After a while she had Peter come over so she could inspect his derriere.
"Prissy, dear,' she said, "I know your bum looks pretty bad, and no doubt feels worse, but the headmistress is a very accomplished spanker and there will not be any lasting damage. In fact, I suspect the redness, if not the memory, will be gone by morning. Let me get some ointment that might help it along."
After applying some very soothing lotion to Peter's derriere, she spent the final half hour going over Suzanne Farrell ballet tapes and DVD's, pointing out her graceful technique. Peter swooned, realizing he wanted to be just like her.
Miss Tellit arrived at the end of the dance period and announced that, as Peter was to remain in his punishment outfit for the balance of the day, he should go to his room and study for an hour rather than take a bath and change. After that, he would come to the common room early to mingle with the other students before dinner.
"Oh, great," Peter thought, "another shot at humiliation! Well, this time, sore feet permitting, I'll just rise above it and be proud to be the sissy I am - despite my red bum and tingling little bell."
Little did he realize that was precisely the feeling Miss Tellit and Doctors Cutwell and Learned wanted Peter to have.
*****
Peter had been staring at his journal for the past half hour, unable to make the required second entry.
The first part of Doctor Cutwell's assignment had come easily, particularly after his resolution to rise about the humiliation. The words flowed freely as he confessed that he did love all things soft and feminine and wanted to become a sissy - preferably just like the divine Miss Bunny. He went on the carefully note how much he adored the most frilly sissy dresses with all the trimmings, especially satin heels, stockings and suspenders. Peter was an equal opportunity suspender fétichiste, he could not care whether they were attached a garter belt or a corset as long as he could feel their divine tug and sweet satin and lace.
As to the second part, Peter, of course, knew exactly what he thought of penises. He also was aware that Doctor Cutwell knew what he thought about them, so lying was simply out of the question.
Then, of course, there was the question of a real penis on a cute boy like John, or an 'itty bitty clitty' on a beautiful sissy like Bunny - or himself. It struck Peter that they really were entirely different sexual organs.
"If so, what sex, then, are we?" he pondered. However, his question was directed specifically to 'real penises,' and not sissy 'clitties.'
"Well," he resolved as he picked up his pen, "in for a penny..."
His entry was very short, but honest.
It said, 'I have always dreamed of having a penis in my mouth, but only when I am wearing pretty frilly things. I even did it a couple of times with a friend who dressed me in his sister's pretty things. Although I was ashamed, I loved doing it. However, I cannot truthfully say whether I would prefer a boy's penis to a sissy's darling little clitty. I guess I want them both.'
Closing the book, Peter felt much better, and he decided to go redo his makeup and hair. If he had to appear again in his humiliating outfit, he would at least look his very best. He also decided to deposit the journal in Doctor Cutwell's mailbox when he went down for dinner - before he lost his nerve.
After taking particular care fixing his hair and face, Peter carefully adjusted his blouse, pinney and stocking tops - even taking care to adjust his little teapot cup's bow. He checked the contents of his handbag and placed it between his thumb and forefinger in the approved limp wristed manner.
"Well, a sissy they expect, a sissy they will get!" he said to himself. Putting on his best smile and steeling himself to ignore his aching feet and ringing bell, Peter exited his room and descended the stairs as if he were a princess approaching her subjects.
It was thus that he entered the common area. And it was thus that he quietly ate dinner. Sensing the sissy's determined poise and dignity, the other students treated him normally.
Dinner passed normally. Peter was delighted to see his serving was a more normal portion and surrendered to his hunger after having missed lunch - well, the regular meal portion anyway. None the less, he ate in third flatware portions with perfect deportment.
The Doctors Learned and Cutwell, sitting with Miss Tellit at the far sit of the dining room, smiled. Cordelia Cutwell had retrieved Peter's journal and secretly passed it to her two dinner partners. They all realize that a new sissy had just been born!
*****
When Miss Tellit 'tucked' Peter in bed that night, he willingly held out his arms and legs for their satin ribbon bondage restraints. Her only 'treat' that evening was to take off her black patent pointy toe spike heels and lay one on each side of Peter's pillow, next to his head.
*****
Peter's dreams that night were again a montage of sweet memories from Wednesday and mixed memories from Thursday. The theme of bondage and high heels swam through his mind like spawning fish. He again awoke with only slightly damp panties and lay helplessly in bed between Miss Tellit's divine heels thinking about his new resolve.
There was no question where he was headed, or what he had become. However, thoughts of the past two days made him recall that this was Friday - the day of atonement for his transgressions of the week as so carefully noted in his dreaded P-Book.
Miss Tellit eventually arrived with a cheery smile on her face.
"Oh, there they are. Silly me forgetting where I put my pumps! Did my little fétichiste enjoy them last night?" she giggled.
She was wearing one of her sheer white full blouses, but today had on a long black pencil skirt of the type favored by Doctors Cutwell and Learned. As she put on her shoes Peter noticed that for the first time she had on sheer full fashion black stockings.
The fact that his eyes followed her every move as not lost on Miss Tellit.
Morning preparations were routine now as Peter performed his ablutions, took his pills, applied his lotions and did his hair and makeup. The corset was again tightened from the prior day and his measurement taken. Peter secretly was looking forward to his 'fanny friend,' and its insidious harness, despite the considerable distress it caused. His clothes were the same as Thursday's, including the frilly open bra, semi-bloomer panties and thigh high stay-ups.
The morning and lunch were thankfully routine - a great relief after the prior day's humiliation. Peter was actually looking forward to his session with Doctor Cutwell and his later dance class with the sweet Madame d'Horscourt.
Peter executed a perfect deep curtsey before Doctor Cutwell, who warmly greeted him from behind her desk where she had his journal open. This time he managed to outwardly hide his reaction to his 'friend' during the curtsey's deep dip.
"Prissy, just sit in one of the leather chairs in front of my desk, we shall chat here today.
Glancing down at the journal, she asked, "Did you mean what you wrote in your journal yesterday?"
When Peter nodded his head, she smiled and said, "Prissy that shows great progress. It was brave, and very prudent to be so honest. Do you regret saying all those things?"
Peter blushed, but shook his head 'no.'
"Excellent," Doctor Cutwell replied. Now that you are being so forthcoming, would you like to expand upon your Wednesday entry?"
Peter first gave her a befuddled look, and then recalled what he omitted about his sexual urges with regard to John the lawn boy and Bunny.
She motioned to a pull out writing leaf in the front of her desk and handed Peter his journal and a pen. Peter pulled out the mahogany leaf and opened the book.
"Take you time, my dear, but make it honest and to the point," Doctor Cutwell said.
Peter thought for a moment about John. He did not want to get the cute boy in trouble. And honestly he wanted to see him again, even if nothing 'happened.'
Doctor Cutwell read him perfectly once again and said, "Prissy, if you are thinking about the new yard boy, you will not get him in trouble. We know all about his older brother and that little hussy Winifred. I assume two apples can't fall far from the same tree.
"And as for Octavia Friller's little cupcake Bunny, trust me, when you met her she was thinking far more devious things than you could even dream of - at least for the time being. Consider yourself fortunate that you were not wearing one of the frilly skirts you dream of. She would have had her hand up it and did goodness only knows what with it."
Peter giggled, which she found infectious. "Well, Peter, I bet she felt you up anyway."
When Peter nodded, she continued, "Did that vixen try to get your hand up her dress as well?"
Peter blushed a bit, but nodded his head again.
"See, sissies are the most predicable thing on the face of the earth" she laughed. "Now we can wrap this up if you tell me that Bunny excited you sexually."
Peter more deeply blushed and nodded 'yes.'
"As we seem to be on a roll here, let me guess: You liked the yard boy and found him cute?"
Peter blushed even more and nodded his head. He was beginning to feel like a bobblehead doll.
"Last two things: One, did he get a bulge in his pants?"
After Peter nodded, she asked, "Were you interested in his 'bugle?'"
Peter's final nod satisfied her. "I will excuse your earlier omissions now that you have been so honest and forthcoming. Let's turn to other matters. However, next week I do want you to amend your journal to reflect what we just discussed.
"I will assume from your entry last night that you now wish to consider yourself a true sissy girl. Your must realize that this will mean that no one will ever recognize you a 'Peter' ever again.
"Your mother will be delighted. She always wanted a daughter, and a sissy daughter all dressed up in frilly things is especially appealing to her. Oh, and you will have just to trust me on this, your father will no longer trouble you about being a girlie boy pansy.
"I hope you realize that gaining entrance to the frilly feminine world of dresses and lingerie is a one way trip. Such a trip should not be taken for fetishist desires, and we all know about yours.
"I must also tell you that you will remain as a sissy in frilly sissy dresses and such until you reach eighteen years of age. You also will remain firmly under the direction of your mother or her delegates, such as us at Merstead Hall.
"You also will retain a full functioning penis - or 'clitty' from tomorrow forward - until age eighteen. After that you may elect other female enhancing options if those are what you want.
"Is that all clear to you, Peter?"
Peter nodded a final time, sealing his fate. Well, perhaps...
Doctor Cutwell took on a surprisingly stern face and said, "Peter, I am delighted with your decision. However, your must demonstrate that you genuinely mean it.
"This evening is your regular Friday evening discipline session. We will conduct it in the headmistress' office. Your have a very serious number of notations, which means that your punishment will be severe. Miss Tellit told me that your P-Book has over twelve notations - so far!
"Acquit yourself well this evening, and you shall wake up tomorrow morning as Priscilla - even though we shall continue to call your Prissy, as it's cute and so befitting a frilly little snow flake like you. Fail in your test, and then it's back to square one. The headmistress, Miss Tellit and I shall decide after your punishment is completed.
"Allow me to digress, acquitting yourself well means acting with the dignity you portrayed last night in the dining room. Will it hurt? Yes. Will it harm you? Only temporarily and superficially. Permanent harm is unacceptable. Crying and sobbing is allowed, hysterics are not. Show respect for the program and acceptance of your need for correction.
"Steel yourself, my dear. We all shall be closely watching. Do well, and some surprisingly delightful things come your way much sooner than you expect. The decision is yours!
"Winifred will dress and prepare you and then bring you to us at the appointed time. I now want you to reflect on what I have said. It is a watershed moment for you. Think thoroughly and act according. Please spend the remainder of this time period doing so.
"Your first journal assignment for next week will be recording your thoughts over the weekend – whichever way this evening turns out.
Peter mulled it over, never really debating the outcome. He would steel himself. His male self simple did not work at any level, his feminine persona was far too strong. Going back was exponentially worse than even the humiliations he had suffered on Thursday.
*****
Afternoon classes were a blur, which was fortunate for Peter as he really wanted to get to dance class and the sweet Madame d'Horscourt.
As he walked through the studio door she hugged him and said, "Fast times at Merstead High for you, hey sis?" she laughed as he entered.
Peter almost burst into tears at her genuine warmth and compassion.
"Come on in, my little pilgrimette progressing to her salvation. I think you need some deportment drills to both clear out your head and prepare you for the weekend."
Madame had Peter don the super frilly satin topped petticoat and high heels and go through drill after drill of mincing, sitting, twirling and curtsying.
Time that had seemed to hang like stale air, actually lightened up as Peter went through the exercises for the balance of the afternoon. The soft lilting tunes of Swan Lake soothed his frayed nerves, and the ultra feminine movements made him feel wonderfully and naturally girlie.
*****
Miss Tellit had left note in Peter's room telling him to not change out of his school uniform for dinner, and that Winnie would be up after dinner to help him bathe and prepare for his 'appointment.'
Dinner was unsurprisingly somber. Peter did note that only a few students remained in their uniforms and correctly surmised that they were the only ones to be punished. He was surprised to notice that Winnie was wearing her uniform.
After a brief dinner Peter returned to his room and hung up his pinafore. Winnie arrived shortly thereafter and said, "Sis...see, get...un...dres...sed."
Winnie appeared more distant and preoccupied than Peter had ever seen her. He wondered if it had to do with her also wearing her uniform.
Peter stripped to his corset and 'fanny friend' harness, which Winnie helped him remove. She directed him to douche, bathe and cream. Satisfied that all was in order, she left to prepare herself, holding up fingers to indicate she would return in forty-five minutes.
Peter was sitting at the vanity-makeup table in a pink silk robe with his breast enhancers pleasantly pumping away when Winnie returned. She was wearing a white satin robe that covered her from neck to ankles, although Peter did notice that she was wearing sheer white stockings and six inch stiletto heels with ankle straps.
She continued to have a distant look that almost portrayed a sexual hunger mixed with fear. It at once intrigued and disturbed Peter in a way he could not put his finger on. His wisely decided to do her bidding without question.
She had a large paper bag with several article in it, which she placed next to the table. Peter could not see its contents, but a little ringing sound gave him a very good idea of its contents.
"Just...sit," Winnie commanded as she exchanged Peter's full pumps for the smaller, more extreme nipple tubes, twice resetting them until his nipples were grotesquely distended before she removed the tubes and allowed the valves to close.
She turned to fixing Peter's hair and applying makeup, using special water proof items about his eyes. When completed, Peter again had a doe-eyed look and bright coral lips. His hair was done in the regular pageboy, but with not one, but two small white silk covered barrettes - one on each side to better hold his hair back.
"O...kay, dress...by...mir...or," she said as she picked up her bag. Winnie directed Peter, still with the now quite painful nipple tubes attached, to put on a pair of his usual bowed white thigh highs as she turned to fetch the dreaded 'Miss High Heels' punishment pumps from his closet.
Winnie had Peter step into the white patent six inch heels and then handed him a pair of shoulder length white satin gloves to put on while she buckled and locked his heels. After placing the over-sized bows on the shoe's ankle straps, Winnie tied on Peter's humiliating peenie bell, finishing it in another pretty, but tight bow.
She took out a length of reinforced white satin ribbon and said, "Hands...behind...back." Peter meekly submitted to the bondage about his wrists that followed.
Winnie return to Peter's front and removed the nipple tubes, and, to Peter's horror, tied an end of thin white silk cord at the base of each of his tender, elongated nipples. She then retrieved his pink P-Book and threaded the other ends of the two silk cords through a little ring at the top of its spine that Peter had failed to notice. The ends were tied in a double bow and the book was allowed to dangle down to just above Peter's waist, causing Peter to wince and it moved about.
Out of the bag came a thick white satin covered collar that Winnie locked at the back of Peter's neck. A large silver ring dangled from its front.
After putting on her own pair of long white satin gloves, Winnie draped a white satin cape about Peter, tying it just below his collar, but allowing a slit to remain open down his front enabling both his painfully dangling Punishment Book and humiliating little silver bell to swing back and forth. The cape's satin slid over his tormented nipples, which caused a chill to go down Peter's torso that ended somewhere between his exposed teapot and his gaping rosebud.
After inspecting both Peter and her image in the mirror, she attached a thick white satin leash to his collar.
"Time...to...go, sis...see," she said as she gave his leash a tug towards the door. Looking back at him, she smiled and added, "Hold...head...high! You...go...girl!"
For once Peter was thankful for his painfully high heels, not to mention the dangling P-Book, as they keep his mind off what shortly would happen.
But happen it did. Winnie knocked on the headmistress' door and slowly opened it after hearing a simple, "Enter."
The Doctors Learned and Cutwell were dressed in long back satin robes that covered their entire bodies except for their very high black patent pointed toe heels and sheer black stockings.
Miss Tellit stood beside them in a classic dominatrix's outfit. Her hair was tightly pulled back into a bun and was slicker and darker than normal, which matched her severe dark red lips and frosted blue-black eye makeup. Big silver hoops hung from her ears and a silver studded black leather choker was about her neck.
She looked like a 1980's Robert Plant girl on leather steroids.
Her clothes were even more exotic - a matching bolero vest and tiny skirt made from supple sheer black leather clung to her body like a second skin. The skirt was fastened by two industrial silver zippers on either side of its front. Its hem made no pretense whatsoever of hiding the black satin and lace suspenders holding up her sheer black full fashion stockings. The skimpy bolero ended at the skirt's waistband was loosely fastened just below her bust line with a small silver chain.
The accessories were even more provocative. On her arms were fine black kid leather gloves that extended nearly to her shoulders. They, as well, clung to her like a second skin.
However, it was her boots made Peter gasp. They not only had six inch stiletto heels and pointed toes, but were also tightly laced up the front from instep to knee-high top. She wore a plain silver spur-like chain about her left boot's ankle.
Winnie led Peter to the center of the office and deeply curtsied to the three women. Peter just stood there, jaw agape, staring at Miss Tellit while Winnie removed his cloak. Never had he seen anything so erotic. At that point he could not care what she did to him as long as he could look at her.
She came up to him with a knowing smile on her face, posing for a few moments before him so he could see the edges of her pushed up breasts heave as she deeply breathed. Peter got a second little show of her cleavage has she leaned over to untie his P-Book, leaving the other cord ends bound to his nipples.
Peter was so turned on, that pain seemed almost an out of body things to him.
Without saying a word, she returned to stand beside the other two women and opened the book. Reading from it, Miss Tellit said, "Two notations for speaking, one for sloppy room, one for 'disgustingly' soiled panties in hamper, one for undone hair, one for lack of dress, two for expelling plug, two for letting down her mistress, and two for her shameful performance of yesterday.
"That equals twelve in five days - nearly a school record!"
Doctors Learned and Cutwell conferred in whispered voiced that Peter could not hear. Anyway, the poor sissy was too besotted with Miss Tellit to really care.
"Theodosia, your recommendation?" Doctor Learned asked.
"Twenty-four with floggers, Ma'am - two for each notation. While that is less than the infractions indicate, she was subjected to severe public punishment yesterday," Miss Tellit responded.
"Agreed," replied the headmistress, "but make them your very best, my dear!"
Miss Tellit gave the two women a curtsey, and said, "Winifred, bind her to the post."
The words 'flogger' and 'post' did get Peter's attention as a surge of panic overtook him, especially when he felt the tug on his leash. Looking towards source of the tug, Winnie, he got another sensual shock.
He had been so fixated on Miss Tellit that he had not noticed that Winnie had slipped out of her white satin robe. She now stood before him in a very sexy white lacy lingerie outfit.
Winnie's sheer stockings ended in lace tops, which were held up by a ribbon-like garter belt. It delighted Peter, and despite his terrible present predicament, all he could think of was wearing one just like it.
The garter belt was made from identical one and a half inch elasticized bands that were covered in a ribbon-like ruched satin with lace trim. One band went about her waist, hooking at her rear; the other bands were four suspenders that went down to her stockings, each stocking attachment covered by two broad satin ribbons.
Little satin panties with matching satin and lace trim were fastened by bows at her hips. They clearly displayed her very womanly mound - something that strangely seemed to disappoint Peter. Her bra also matched and was of a quarter bra design that pushed up and displayed her surprisingly large girlie boobies.
Over her sexy lingerie she wore a tiny see-through chiffon pinafore that, with her heels and gloves, gave her a french maid appearance.
However succulently sexy Winnie was, and however delightfully dominant Miss Tellit was, there was a very real whipping to be done. Peter felt true terror as Winnie led him to the sturdy scarlet red whipping post that rose six feet from a small open trap door in the office floor.
He felt as if time was moving in slow motion in a void of outside noise. Peter was focused only on the sounds and motions of him being prepared.
Winnie undid the satin ribbon about Peter's wrist and pulled each arm up above his head, where a red leather cuff held it securely in place on the side of the post. Peter now felt completely helpless and his face showed it, much to the delight of the three dominatrices watching.
As his feet were secured by similar manacles the look of fear grew in Peter's eyes. However, if his present helpless position was bad, it was about to get worse, much worse!
Winnie undid his leash and, after adjusting a bracket on the post, hooked his collar to the bracket, greatly limiting Peter's head motion. She then took his dangling nipple cords and tied them to another movable bracket in a manner that precluded any movement of his upper body without paying a terribly painful price.
Thus, Peter was prepared and Miss Tellit approached with a long, heavy and menacing flogger. As wet-dream erotic as Miss Tellit looked, Peter was still terrified. Spanking was one thing, a flogging was quite another!
Theodosia Tellit immediately recognized Peter's panic and moved to calm him. "Prissy," she whispered, "calm yourself, the flogger looks far worse than it is. Just seeing a flogger makes our little Winnie's pussy pulsate. Here let me show you.
Knowing how easily sissies could be distracted, she continued, "Winifred, come here.
"Spread your legs and show me how much you love the flogger, you wanton little pain slut. You're as bad as Prissy will shortly become!"
Miss Tellit put her gloved hand on Winnie's mound and snaked one of her fingers around her panty's front. After a near melt down on Winnie's part, Miss Tellit withdrew her dripping leather finger and held it before Peter's face.
"See, she dripping wet and most likely would like to trade places with you. However, her time will come later." said Miss Tellit as she moved her wet finger to Winnie's mouth.
"Lick my gloves clean, slut!" Miss Tellit hissed to Winnie's obvious delight. Watching her lick the leather clad fingers was another assault on Peter's erotic senses.
"Peter, the time is upon us. It will hurt, but embrace it and you might lean to love it, just as the slut next to you does. Focus on the open closet mirror to your right. Watch your beautiful mistress. Adore me; worship my supreme beauty! I am wearing everything your worship and adore.
"But most of all, control yourself. Rise above this and show one and all that you want to be a true sissy girl. You may cry. You may moan, but, do NOT create a scene. Make me proud of my little sissy girl!"
Miss Tellit lashed Peter with the broad whip twelve times, starting at the top of his shoulders and going down to his thighs before pausing to switch to a narrower, more biting, thin flogger.
"Prissy, my darling sissy," she whispered in his ear as she rubbed her leather against his red backside and lightly stroked his throbbing peenie, "I am so proud of you. I will use another flogger for your final twelve that will feel a little different - more severe, but you are ready for it and can take it."
Peter only moaned in response. Miss Tellit had him swooning. In fact she had everyone in the room swooning. All three women had very busy fingers about their damp panties. Theodosia Tellit was concerned about the state of her own panties, or lack thereof.
She continued, "Think of the whip as an extension of your mistress' loving caress - because that is exactly what it is. And it makes your Mistress' clitty get so excited. You do want to please me, don't you, my sweet, perfect little sissy?"
Miss Tellit's cool, soft leather felt wonderful to Peter. In fact, amazingly to him, everything felt wonderful - from his bondage to his tingling backside to his goddess' touch. She even rubbed her suspender and boots against the helpless fetishistic sissy.
"My God," Miss Tellit thought, "she's already in subbie space, and it's her first real whipping. Even Winnie, a notorious pain puppy, hadn't adapted so quickly. This one's a keeper!"
The next twelve lashes were slower and more targeted. Miss Tellit allowed Peter to fully feel the impact of each. By the fourth stroke Peter was actually extending his body to receive the whip. Mistress and submissive were as one in rapture.
From the squeal behind her, Miss Tellit correctly deduced that Winnie was having her own little 'moment.'
Reaching the last two lashes, she paused and approached Peter. "My darling sissy, there are only two left and I want them to be a special bonding between us. Both will be to your sweet little buns. The first will be from your left, and the final from your right. I am going to make them very hard. Everything now rests on how you show your love for your Mistress in accepting them. I know your will make me proud.
"And when you do, I will give a very special part of me to you."
In utter submission, Peter raised his left rear as Miss Tellit stood back, gained a proper stance a let loose with a thundering backhand swing that perfectly caught Peter's proffered posterior, leaving deep red marks.
Peter softly moaned and raised his right side as offertory to his goddess. The last lash was the strongest as her forehand stroke actually moved Peter's body. The marks were brilliant on his right flank and cheek.
Peter moaned as tears came to his cheeks, but not from the pain.
Miss Tellit came to him and again pressed her body against him and said, "My darling, darling, darling Priscilla. Your Mistress is so proud of you. Now for your rewards."
Peter, still tearing, was released from his bondage by Miss Tellit and Winnie. Miss Tellit gently turned him about, and Winnie placed a small pillow in front of him. Miss Tellit guided him down to kneel upon it. She wiped away his tears and gently kissed his forehead.
"Prissy, you did well, and now for your very special treat," she whispered in his ear.
Miss Tellit walked over to where Doctors Learned and Cutwell sat. She turned to face Peter and smiled as she slowly removed her black leather bolero vest. The quarter cup bra top of her satin bustier pushed her breasts up in a most provocative manner, especially when contrasted to her black satin clinched waist and shiny black leather skirt.
Her black leather gloved hands came up to caress her lovely white mounds, as if offering her breasts to a lover. She paused to let the image sink in the gaping sissy's mind, noting that raw lust had extinguished his whimpering.
She began a slow, erotic dance as her hands came down and lowered the two front zippers of her skirt. Before it dropped off her hips, she turned away from the leering Peter. When she faced the two seated dominant women, she allowed the skirt to slowly slip to the floor and danced out of it.
Peter was titillated by her tiny black bikini panties that had a lacy slit beginning just above her rosebud as she continued her little dance with her hands now apparently stroking her pussy in front.
Doctor Learned smiled and nodded at Miss Tellit, who began turning to face Peter once again with her hands resting on each hip in a defiant manner.
When she completed her turn, it took Peter at almost a minute to fully comprehend what his eyes saw.
Miss Tellit had a penis!
And not a tiny sissy peenie; it was only slightly smaller than a normal male's size. It was also perfectly shaped with a straight, even shaft and a symmetrical head.
After allowing her 'something extra' surprise to fully register, Miss Tellit began slowly walking towards the kneeling Peter, keeping her hands on her hips and allowing her swaying hips to cause her rock hard penis to swish back and forth.
Peter was mesmerized by the hard, needy object approaching him.
It was doubly framed. First by the frilly lace about the naughty slit in her tiny black panties, and then again by the little lace skirting at the bottom of her corset, her satin covered suspenders and the tops of her full fashion stockings.
As she neared, Peter saw a drop of precum at her penis' slit. He knew that he would suck it and raised his hands to receive her precious gift. Miss Tellit smiled in triumph and said, "Prissy, kiss my love drop away and then make love to my lovely clitty."
As if in a trance, Peter gently grasped her right leg with his left hand, reveling in the feel of her satin suspenders, and took the base of her magnificent instrument between his right thumb and first two fingers. Kissing the top of her clitty's velvet head, he licked away her nectar with a sigh of delight.
It was as if he had now found himself. All those deep dark erotic dreams had come true. He kissed all over its head, loving its sensuous velvet texture. He even ran his tongue over her slit, hoping for more delicious nectar.
"Take it all, my sweet sissy," hoarsely whispered Miss Tellit.
Peter opened his mouth and began to run it down her silky shaft, disappointed that he could not manage to go all the way down. He came back up, licked the underside of its head, and tried again. Pleased that he got it deeper into his mouth, he tried again...and again. On the fifth attempt, his lips touched its hairless base.
In his own triumph, he tightly sealed his lips, looked up into Miss Tellit's eyes, and dragged his tongue as he came up for air. He was rewarded with more leaking from her now throbbing clitty.
Miss Tellit brought her gloved hands up to again caress her breasts, and said, "Yes, my pet, it is wonderful - truly wonderful! Now suck out all my sweet nectar."
Pleased with himself, and more pleased by what he was doing, Peter now attacked her clitty with abandon. He simply could not get enough of it and desperately wanted to taste all her sweet succulent juices.
Peter was not disappointed. After a few minutes, Miss Tellit grasped his head and adjusted his mouth so that his tight lips were just covered her clitty's head. Peter turned his attention to circling his tongue around the velvet nub as he felt the urgency within her grow.
Between her moans, she breathed out, "Take it all in and swallow your mistress' essence! Savor it, sissy!"
Peter did all three - not spilling a drop, swallowing and loving every bit of it, including the slick feel and taste that remained.
"You did very well, now clean your mistress' clitty," she said.
Peter remained on his knees as he 'cleaned up,' his mistress' clitty, clearly savoring both the moment and the lingering taste.
"Now, ma petite fétichiste," she said, "you may kiss your way down my leg and then show us all your adoration of my boots.
"Winifred, bring me my cloak."
Peter hardly needed any encouragement. Her gartered stockings and fine leather boots were the next best things to her beautiful clitty. It was trip to heaven for Peter. First those sexy, satin covered garters, then her seamed full fashion sheer stockings, and finally those dominatrix boots. He worshipped their pointed toes, high stiletto heels and tight lacing.
It was even more erotic when Winnie draped a floor length black satin cloak about Miss Tellit. Peter visibly swooned as it swished about her erotic lingerie and shiny spiked boots.
Satisfied that Peter's fetishistic desires were more than adequately stimulated, Miss Tellit nodded for Winnie to hand Peter his robe while she reattached the leash to his collar.
She said, "Come along Prissy, I have another very special treat for you."
Peter silently rose and reflexively deeply curtsied to Doctors Learned and Cutwell. Miss Tellit gently pulled on the lead, and Peter dutifully followed her clicking high heels, silver bell ringing away.
Arriving in his room, Miss Tellit undid Peter's leash and held him tightly to her.
"You did very well tonight Prissy. I was very proud of my little sissy. You shall receive your 'girlie' rewards tomorrow when you wake up as 'Priscilla.' However, tonight I have an extra special reward for you. But first, I want to put some ointment on your backside, and then I want you to put on a pretty nightie.
Peter shed his robe, stockings and heels, received the soothing balm, and donned a very skimpy pink satin babydoll that felt divine against his sore nipples and rear - and heavenly against his very distressed little peenie.
Once dressed, he turned to Miss Tellit to find that she had taken off her black satin cape and again stood before him with hands on her hips and proudly displaying her sexily frame clitty.
She was every bit as sexy, and maybe even more so, standing there in her black satin corset-bustier, open panties, suspenders, stockings, boots and gloves. To Peter, she was even more beautiful with her 'something extra.' A lot more beautiful, in fact!
Before Peter had another melt down, she ordered him to lie on the bed in his 'usual' position.
Peter willingly offered his limbs to their regular bedtime satin bondage. As she secured him, he wondered what other special treat his truly unique fairy princess had in store.
Miss Tellit leaned over to have Peter suckled her exposed nipple as she pulled up the top of his nightie to play with his tender nipples. Peter marveled at how beautiful her breasts were, especially in her sexy corset-bustier. As her fingers played with his tiny titties he knew he wanted real breasts just like hers.
Miss Tellit read his mind as if it were the local newspaper. "Yes, Prissy, 'Priscilla' will someday have breasts just like mine," she said.
Going over to the nightstand, she took out a long dildo with a wire from its base that attached to a little control box. "Prissy, time for a new toy - I think you will find this most enjoyable."
After dabbing lubricant from the tube directly on the toy's realistic shaft and head, Miss Tellit knelt on the bed between Peter's bound spread legs. She carefully inserted the device in Peter's sissy pussy, wanting him to enjoy the process and was pleased, but not surprised after his intense dildo training, to see his hips come up to meet the intrusion.
Satisfied that it was fully inserted, she took the little box and laid down next to him with her leg over his, allowing her knee to secure the dildo in place.
"Now, Prissy, relax and enjoy the ride," she cooed as she twisted a control on the box and took one of Peter's nipples into her mouth. Knowing her sissy like a book, she also made sure her suspender dug into his leg and her bustier into his chest.
Peter felt the thrills of vibrations deep within his rectum and her lips on his tender nipple. After a few moments, Miss Tellit's other gloved hand went to his tiny peenie and gently started to knead it. The feel of the leather on his tiny pole was mind boggling to Peter.
Waves of sexual rapture flowed like electrical bolts through Peter's body. Soft moans came from his mouth as his hips began to gyrate, and he pressed his nipple to Miss Tellit's mouth.
Miss Tellit twisted the second knob on the control box and the dildo began to twist deep inside Peter. He took a deep breath and sighed out, in flawless speech, "Oooh myyy gaaahddd."
She responded by alternatively lightly biting and firmly sucking his nipple as she ground her knee hard against the dildo's base.
Peter had now regressed into loud squeals as the pulses of pleasure became more rapid.
Sensing his 'moment' was upon him, Miss Tellit shifted her body to a kneeling position at his hips. She replaced her knee with her gloved right hand and pinched his nipple with her left. The visual of her black leather glove teasing his nipple drove Peter further into his abyss of raw lust.
She then lowered her mouth to his little stressed teapot, taking the entire prize into her mouth. Her tongue ran about his pink purse and around his urgently hard little shaft.
Peter was delirious in Miss Tellit's thrall. She had wanted his sweet sissy cream since first laying eyes on him. Now she was about to drink it deeply.
With a scream that could wake the dead, Peter gave her just that. The pent up sexual energy from the past two days burst forth as he squirted massive amounts of the very bestest, sweetest, slurpiest sissy cream ever!
Theodosia Tillet swallowed it all with deep relish.
Peter, on the other hand, fainted from the catharsis of his considerable climax.
Miss Tellit rose and looked down at Peter. The poor dear had drifted off to sleep after his quite impressive climax. She wondered if it was his last as a boy or first as a girl. Well, tomorrow 'he' would be 'she,' and 'Peter' will forever be 'Priscilla.'
*****
Theodosia Tillet looked at the flickering blue light from the monitor and clicked on drop down menu selection 'Peter - Friday.' All the selections listed after 'Friday' were prefaced with 'Priscilla.' Closing out the menu a message flashed across the screen.
"Theodosia, please join us 'downstairs' for some further recreation. CCC"
A satisfied smile came across her face as she put the program on standby and quickly repaired her hair and makeup in the nearby closet mirror. Satisfied with her presentation, she walked across the office and pressed a hidden button. A wall panel silently opened and she descended a winding narrow set of stairs. At the bottom she heard the distinct crack of a whip and a low moaning, "Oh...yeeesss, Miss...tress."
To be continued...
Posted reviews and personal e-mails are so important to all authors, whether positive or responsibly negative.
You may reach me at prissysissystevie@yahoo.com if you so desire. I would love to hear from you.
*********************************************
© 2006 by Sissystevie. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, and compilation design) may be printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without the express written consent of StorySite and the copyright holder.