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�Oh don’t be such a baby, Steffie,� my wife said, pausing while putting on her lipstick. �It’s not like you even use the silly little things anymore.�

I had come upstairs to the bedroom with the boots I’d just polished. Her boyfriend Max would be by shortly to take her out for the evening and there I was the obedient house-husband helping her get ready, just like a good chastity sissy should.

�But�but twice a month��

Diana turned from the mirror and I felt my breath catch. God, she was beautiful. How could I allow myself to lose this woman? I would never be able to live with myself.

�Yes, twice a month I remove your chastity cage and milk your sissy cream. Do you think that’s any treat for me? Do you ever think about anyone but yourself, Steffie?�

�No...I didn’t mean�� I didn’t know what to say. The last thing I wanted to do was to make her angry.

�And, really, I can’t believe it gives you any great pleasure either.�

She was right, of course. Twice a month I climbed onto the laundry-folding table in the basement, propped myself up on my elbows and knees, butt in the air, while my wife pushed her fingers deep into my anus in order to �milk� my prostate. I can’t honestly say that it felt good, nothing like an orgasm—well, how I remember an orgasm used to feel before I was forbidden to have them—but the long slow expressing of semen from the tip of my swollen and numb cock gave me at least some relief from the urgent build-up in my balls. Snapping off the lubed rubber glove, Diana never made any secret of how distasteful she found the whole operation. �A necessary evil�, she called it. �I can’t have you going and getting prostate cancer. What a useless pain in the ass you’d be then.�

I knelt in front of her as she sat on the bed and slipped first one, then the other, petite freshly-pedicured foot into the knee-high boots. I oh-so-carefully zipped the boots closed over her shapely calves. It was torture being so close to her beautiful body and being forbidden to touch it. My own wife! But I knew the rules and I didn’t fancy another whipping from Max.

�Just think sweetie,� Diana said, a rare note of tenderness in her voice. �No more sexual frustration, no more guilt at not being man enough to win me back, no more of your little hissy fits.� She prodded my caged genitals with the toe of her boot. �So many problems solved at such an insignificant cost.�

I wanted to tell her that the �insignificant cost� she was talking about was nothing less than my identity, my manhood; but I knew without saying a word, without her saying a word what her answer to that argument would be.

After all, what manhood did I have left at this point?

I saw myself as Diana must see me at that moment. I was wearing a flowered sundress under a frilly pink apron with a big bow tied in the back. My hair was parted in the middle, the sides caught up in pigtails, and the front combed forward over my forehead in bangs. My body was as slender and as smooth as my Diana’s. I was wearing wedge-heeled beaded thong sandals. My toenails were painted bright pink. I no longer had sex with my wife—or with anyone. I was on my knees, helping her get ready for her date with the man who was cuckolding me.

My beautiful wife smiled down at me. I didn’t doubt she was reading my mind; we were still married, after all.

�So you’ll do it then. Tonight.�

It wasn’t really a question. I nodded quickly and looked back down at her feet so she didn’t see the tears that were stinging my eyes. One splashed down onto her boot and I wiped it away as quickly as I could with my thumb.

The doorbell rang.

�Run downstairs and get that, Steffie. It must be Max. Make sure you fix him his Cosmopolitan with plenty of lime zest this time. And be perky. He likes to hear you chatter away mindlessly.� Diana laughed and waved me away. �I’ll be down in ten minutes.�

I had one hope left, I thought, as I hurried downstairs as fast as I could in my clunky-heeled sandals. The internet was full of people who fantasized about such things as I well knew. But no one would seriously answer an online ad from someone looking to be castrated.

Would they?


**TWO**
Diana Can’t Believe Her Luck!

As certain as I was that Steffie’s ad would generate some interest, I never expected the blizzard of emails that arrived over the next few days from men who wanted to nut my poor hubby. I’d had him post the ad in the personals section of exclusively gay message boards, figuring there weren’t likely to be many women interested and even less who’d have any use afterwards for a neutered sissy. You see, I wanted to find someone who might consider something like Steffie a suitable life-partner. After all, he couldn’t go on forever as my �maid.�

As you might expect, most of the replies were from wannabes and guys just looking to role-play. There were the usual weirdoes and potential psychos. Naturally I discounted these right off the bat. Believe it or not, I still cared deeply for Steven; maybe love was no longer the word for my feelings, certainly not the kind between a man and a woman. I guess I was already beginning to think of him sort of as a girlfriend. Anyway, I definitely didn’t want anything bad to happen to him, which was one reason why I took it upon myself to screen the responses myself. I didn’t trust my hubby’s judgment in the matter—after all, he’d gotten himself in this position to begin with, didn’t he? [evil grin]—and I wasn’t sure he wouldn’t try to sabotage the whole plan in the end if he came to his senses.

Curious to see what sort of pictures my sissy hubby posted to advertise himself I clicked open his ad. I’d told him to make sure he showed himself off to best advantage. Over the last two years of his transformation, I’d taken dozens of pictures of his sissy self, so he had plenty to choose from, knowing, as I did from the start that this day would come.

I was pleasantly surprised and more than a little amused to see just how well the little fool followed my advice! I couldn’t have chosen a better selection of pansy shots myself. There my hubby was posing in a barely-there string bikini, a wispy babydoll nightie, and the French maid fetish uniform I had him wear for the New Year’s Eve party Max and I hosted last year. And, just in case, being gay his potential suitor preferred something a little less �girlie,� Steff added a picture of himself in full-bore sissy mode—denim short-shorts, pink ankle socks, and sheer pink tank top. His cheeks were rouged like a doll’s and he wore a pale pink bandana, peasant girl-style, his bangs combed fetchingly forward. With on hand on his hip and the other raise, limp wrist turned up on level with his shoulder, he looked quite the provocative fairyboi. It was hard to imagine a gay top taking one look at this smooth, long-legged wimp and not wanting to fold him over at the waist and fuck out his tight little white ass.

No wonder there were not shortage of willing takers for his anal cherry—and his cute little nuts!

The latter Steffie thoughtfully �showed off,� holding up the hem of a red and white polka dot sundress to present his shaved little nuts and limp pink willie, decorated with a white lace bow! A gift for the lucky taker! Oh, he was just too-too precious for words, my sissy husband!

After a further exchange of emails and narrowing down of candidates, I made my pick: a gay Greek top, hairy as an ape, six-foot-five, two-hundred-sixty pounds. Between his shaggy thighs hung nine inches of uncut male tube and a pair of dark balls, each one as big as my fist. I took one look at this prodigious pure-alpha package and couldn’t help but grin. My poor hubby! He didn’t stand a chance!


*THREE*
Stephen is Turned Into a Fairy Princess Overnight.


As it turned out not only were there real people out there all too happy to castrate a sissy like me—I had a date with one by the end of the week, thanks to my wife.

I was terrified about meeting Nikos for the first time: after all, I wasn’t gay! At least that’s what I kept telling myself—and Diana—not that she was paying any heed to my objections. She just patted me on the arm and said, �Well we’ll see about that soon enough, won’t we? I’ll bet you didn’t think you’d ever be a sissy getting ready for his first date with the man who was going to cut his balls off either, did you? But look at you now.�

She had me there; but the, the way things worked out, I didn’t really have any choice in the matter, did I?

I paced nervously back and forth the night of my date—I kept meaning to say �Nikos�—practically wearing a rut in the carpet until he arrived. Diana thought the sissyboi outfit I wore in one of the pictures I posted was so adorable she had me wear a variation of it for Nikos. I was wearing a pair of pastel lavender short-shorts, a ridiculously tight, half-sleeve pink t-shirt with the word �hottie� spelled out in silver glitter across the front, and a pink scarf for a headband. On my feet I wore a pair of flat thong sandals decorated with rhinestones. The sandals had a hard sole that click-clacked with every step I took across a hard surface, drawing the eye to what I hoped—probably in vain—was a not-too-noticeable pale-pink French pedicure. It was in this get-up that my wife made me answer the door for my date with Nikos.

My eyes were level with the thick thatch of salt-and-pepper hair that sprang from the front of his half-unbuttoned silk shirt. I had to look up—and then up again—to see his face. He towered above me and his well-muscled body must have been at least twice as heavy as mine. A big-bad-wolf smile spread across his face under the thick Tom Selleck mustache. He held out a hand as large and dark and hairy as a bear’s paw. It seemed to make my own comparatively pale, dainty hand vanish.

�Steffie,� he boomed out so loud I was afraid the neighbors would hear, �so nice to meet you.� He looked me up and down appraisingly, like a man buying a prize a****l. If I’d hoped they weren’t terribly noticeable, he dashed those hopes at once by saying, �I like the toes.�

Then, effortlessly, he pulled me against his chest, crushing me against the hot, hairy, manly-scented bulk of him. I made a small whimper of protest but it was too little, too late. He kissed me right on the mouth! It all happened so fast I was stunned and by the time I recovered he was leading me click-clacking down the front pathway to his car, in clear view of the neighborhood, his big hand resting easily and possessively on my silk-encased fanny.

Things, I’m sorry to say, went rapidly downhill from there.

Nikos took me to one gay club and then another�and then another, each one raunchier and rowdier than the last. After a while I just lost track. Everywhere we went he made a point of showing that I belonged not just with him, but to him. It seemed he kept a propriety hand on me at all times, on my bare thigh, on my ass, around my waist. In a downtown leather club, he even slipped his hand down the front of my skimpy shorts, gave me balls a firm squeeze, and looked me seriously in the eyes. �I hope you understand, Steffie; these belong to me now.�

Diana had taken the chastity cage off me for the evening and my cock gave an involuntary little throb in his rough, masculine palm. I told myself it was only because it was so long since anyone had touched it. Nikos made suck my precum off his thumb.

There was a dungeon in the basement of the club and that’s where Nikos led me next. He strapped me into a leather harness and I found myself dangling four feet from the floor—cock-high and helpless—like a piece of meat in a butcher shop. My mouth had already been used three times by three different men when Nikos took his out of my weary mouth and spun me around so that he had a perfect shot at my defenseless rosebud.

Even with all the butt-plug and dildo training Diana had me endure, Nikos still hurt going in, but once in, it wasn’t nearly as bad as I imagined it would be from the looks of the monster he was endowed with. He grabbed the harness and used it to thrust in-and-out of my rapidly stretching hole, grunting and moaning and slapping my asscheeks as a couple of guys wandered in to watch and jerk themselves off into my face.

With my shorts and panties stripped off, my own cock and balls were bouncing around with every one of Nikos’s violent thrusts.

�Oh no,� I moaned, as I felt the orgasm building in spite of myself. �Oh please no god no no no no no��

It was no use, my little cock twitching and it started spurting, my sissy cream pattering on the tiled floor. As I came, my sphincter naturally began massaging the big dick stuffed in my butt and with a final grunt of a****l pleasure, Nikos began unloading in my bowels so savagely I was afraid I might be thrown out of the harness altogether.

It was very nearly dawn when Nikos brought me home at last. As they left for work, the neighbors were probably wondering who the wrecked-looking slut was staggering barefoot up the walk on the arm of the bouncer-type, her sandals dangling from her fingers. Nikos gave them something further to ponder when he kissed me �good night� at the front door, practically fucking me again right there on the stoop. I had the feeling the situation wasn’t going to remain a mystery for long, even if no one had recognized me yet from my increasingly sissified appearance in the neighborhood over the past several weeks.

There was nothing I would have liked better than to slip unseen to my little corner in the cellar and try to forget the entire evening—but as luck would have it my humiliation wasn’t yet complete.

�Is that you Steffie?� Diana called from the kitchen where she and Max were having their morning coffee. �Come in and say good morning for goodness sake. We’re dying to hear about your first date.�

If it was embarrassing enough to have experienced the events of the night before, it was a hundred times more recounting them in detail to my wife and her lover. But they insisted on hearing every mortifying detail.

�So,� Diana giggled, �tell us. Are you still a virgin or what?�

I must have blushed every shade of red in existence when she told me to turn around, bend forward, and pull down my shorts and thong panties. Both of them burst into gales of laughter when I pulled apart my gummed up ass cheeks for them and they saw my swollen, sore, and cum-filled little hole.

�How cute,� Diana squealed and clapped her hands in delight. �It looks just like a plump little cream puff!�

�A strawberry cream puff I’d say,� Max added wryly.

Could it possibly get any worse than this? Even if they’d allowed me to keep my worthless balls, could I have been any more effectively emasculated than I was at that moment?


**FOUR**
Diana Attends Stephen’s �Farewell De-Balling.�

Ah, but it was already long decided that my poor hubby was not going to be allowed to keep his nuts. Max and I determined they simply must go, and, of course, Nikos could hardly wait to harvest them. He thoughtfully invited Max and me to the nutting ceremony. Needless to say, we enthusiastically accepted the invite.

It was a catered affair and Nikos had hired a photographer to capture the whole thing on video. A finished DVD would be presented later to all the guests and then sold over the internet. Max and I were impressed; Nikos was really determined to do this thing right!

Steffie, the ungrateful little bitch, was more depressed and agitated than ever, but I assured him that those feelings would pass once his little sack was snipped. �Look on the bright side,� I said, �at least you’re going to be allowed to keep that worthless little pecker of yours.�

�But it won’t work anymore without my testicles,� Steffie whined. He really was getting tiresome.

�So much the better,� I snapped. �They never worked worth a damn anyway.�

That sure shut him up.

Max and I arrived fashionably late at Nikos’s townhouse the night of the party. I was glad to see there was quite a nice turn-out for my hubby’s castration. I found him lying on his back, bound to the big, modern-looking table in the dining room. His hair was styled in a cute China-doll pageboy and decorated with a bridal tiara of rhinestones and frothy white tulle. He was cinched snugly into a lacy white corset done up with pink ribbons clipped to his white fishnet stockings. A pair of dainty silver sandals completed his outfit; except, of course, for the vibrating dildo clearly stuffed into his distended asshole.

Nikos decided to make my hubby and his soon-to-be-harvested nuts the table’s centerpiece. A rubber ring tightly constricted the top of Steffie’s sack so tightly the purple skin was stretched shiny. Around his tied-down body, a generous selection of food and beverages was arrayed. My hubby’s nuts looked about to burst! I’d never seen anyone’s balls so badly swollen and such an alarmingly unnatural color. I couldn’t help but wonder if they weren’t already dead.

Even so, Steffie’s cock was fully erect—even if that’s not saying much!—and also tightly banded to prevent any accidental relief from the small, egg-shaped vibrator buzzing away merrily on the little orgasm �trigger� just below my hubby’s darkening glans. A puddle of clear pre-cum had already collected in and around his pierced navel and some of the gay guests made use of it as a sauce in which to drip their cocktail shrimp.

By the time Max and I mingled our way to the munchies, my poor hubby was in quite a bad way. He seemed somewhat groggy and out-of-it, his eyes glazed over, probably the effects of whatever d**g it was that Max had given Steffie to deal with the pain and fear of his imminent castration. Still, he recognized me through his anesthetized stupor.

I eased a cube of gourmet cheese off a toothpick with my teeth and jabbed it into Seffie’s obscenely swollen balls. The lashes of his heavily made-up eyes fluttered and his focus instantly improved. His lipsticked slut-mouth trembled and tried to form some words, but it was really quite hard to hear him over the music the DJ was playing. I’m no lip-reader, but it looked as if my poor hubby were begging me for help.

Silly boi!

I lifted another toothpick to my mouth. This one spearing a small cocktail frank. I gave hubby a slow, sexy wink and dipped the mini-wiener into the �special sauce� pooled in his navel. Then I popped the sausage into my mouth and deliberately chewed it into a pulp. A good thing the stylist had thought to use waterproof makeup. Realizing all hope was now lost, tears shimmered in Steffie’s big dark eyes. Max laughed, leaned over, and sneeringly congratulated my hubby on his big day.

�Enjoy your new ball-less life, you pitiful fucking pansy.�

One of Nikos’s guests, a friend who worked as a male nurse at one of the local hospitals, was there to direct the operation to ensure that everything was done correctly. He’d assisted at several medical castrations for testicular cancers and such so he was experienced with proper procedure and precautions. He would make the initial incision down the center of Steffie’s ball-sack, cut out the nerves and veins and stuff, cauterize the wound, and show Nikos what to snip in order to make hubby’s castration complete.

I guess this is the point in the story where the poor sissy eunuch finally gets one last chance to spurt his cream, isn’t it? Not so, I’m afraid, for Steffie. Alas, hubby already had his last cum some time ago. There’d be no more spurting for him—which had to have been most unbearable torture of all the tortures that Steffie had so far suffered, since the vibrator stimulating his straining cock to the brink had been mercilessly teasing him with relief for the last two hours straight.

Well, the main event was at hand at last. The nurse made the incision and retracted the flaps that used to be the scrotum of my hubby, laying open the sack where his little nuts were still cozily nestled. Someone thoughtfully held Steffie’s head up so he could see the moment he officially lost his manhood, but the big sissy squeezed his eyes shut and shook his head wildly from side-to-side as if trying to wake up from a bad dream. He was bawling and begging and crying for help. One of Nikos’s friends offered to gag Steffie but Nikos thought my hubby’s futile pleadings all part of the night’s entertainment.

All the same, Steffie’s carrying-on was reduced to little more than a hushed and incoherent babbling when Nikos pulled the first of my hubby’s testicles out of the ruined scrotum with a pair of long, surgical steel forceps. Nikos stretched the cords still attaching the ruined ball to my poor hubby to such a comically absurd degree it was impossible to see how it could be saved even if anyone tried. With a flourish, Nikos brandished a pair of shiny scissors to the cheers of all present, grinned down at Steffie and asked, �Ready, darling?�

Steffie had probably gone into shock by the time Nikos snipped the testicle free, laid it on my hubby’s hollow tummy, and repeated the operation on his second ball, completing his total emasculation. Everyone applauded, including me and Max. I can honestly say that in all the years we were together the moment he lost his balls as the wettest my hubby had ever gotten me! The nurse cleaned and stitched up Steffie’s wound and the party continued into the wee hours. The next morning Nikos sent a couple of men around to pick-up the boxes of Steffie’s stuff still in my cellar. I had already filed for divorce. Good thing, too; I was two months pregnant with Max’s c***d.


**EPILOGUE**
In Which Everyone Who Matters Lives Happily Ever After.

Every good storybook romance ends in a wedding and this one’s no different, except it ends in two. Little more than a month after Diana and Max were married, Nikos and Steffie tied the knot in one of those states that had legalized gay marriages. It may not have been exactly the sort of wedding Steffie had ever dreamed he’d take part in, but it was legally binding all the same.

Instead of a gown, the bride—Steffie, of course—wore crotchless panties and a tutu; instead of rice, �she� was pelted with used condoms. At the reception, Nikos fed her tidbits of her own balls which had been skewered and bar-b-cued on a shish kebob. Then Steffie went from table to table thanking each guest by offering her ass or mouth to anyone who wanted to use them. Everyone had a blast—most of the guests more than once!

What more is there to say except they all lived happily ever after, more or less—in Steffie’s case, with less

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20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

4 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

3 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

3 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

4 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

4 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

4 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

3 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

2 years ago
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Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

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