99 Sissy Stories free porn video

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99 SISSY STORIES by Throne I've read about things like this happening but never thought I would experience it. My wife Grace discovered my stash of TV magazines and all the pictures I'd clipped out of her discarded catalogs that showed fashions I liked. She had me trapped with no way that I could deny my guilt or convince her that I wasn't attracted to wearing those things. She sat me down on a footstool in our den and stood in front of me. She has a sweet girlish face and an overripe womanly body, which to me is the perfect combination. Her hair falls past her shoulders in gentle waves and is dyed golden blond. I looked up at her critical expression and worried about what was going to come next. After all, I'm short and soft-bodied, with a meek personality and, though it shames me to confess it, a below average penis. Make that way below average. And she earned a lot more than me, so I don't even have any financial leverage. "I came across your stash of smut a few weeks ago," she told me with smug superiority. "And then one night you left the computer on when you went to bed, and you were still logged in. That allowed me to check your mailbox and files and whatever. You really have a taste for simpering sissies, don't you, Spencer?" When I hung my head and looked at the floor she reached down to cup my chin in her hand. Grace made me look at her and repeated the question. In barely a whisper I admitted, "It's something I've liked since I was a kid. I mean, I don't want to... you know... have relations with someone like that." "And what do you want?" she inquired confidently, most likely already knowing the answer. "I want to... look like that." "And act like a preening fairy?" "Well... yes." "I see." Her tone softened as she went on, "Considering that you're not any good in bed, I don't stand to lose much there. And it might be fun to have my own girly sex slave. Of course, you'd have to get over your dislike for going down on women. You've never done that for me but I'd expect you to start right away, my little princess." "You mean... that you would..." "Would give you a chance to start over. WITH the pretty things you want to wear and the swishy way you want to act. But only on my terms. So what's it going to be, sweetheart?" "Uh... I mean... if you're willing..." "A simple yes or no will do, Spencer." "Then... yes." "Good boy. Better make that 'good girl'. And I can't keep calling you Spencer. In those stories you like the wife always comes up with a feminine name. Usually with the same first letter as the male name. So I thought about it and came up with..." I leaned forward, eagerly curious. "... Sugar. And no, I'm not asking you what you think about it. Like I said, this will all be on my terms... Sugar." Taking a deep breath, I responded, "Yes, Ma'am. Whatever you say. Thank you." "Now that I've made myself clear, let's go to the bedroom and you can see what I bought for you to wear. You go first and I'll be behind you so I can make sure you put some wiggle in your walk. Let's go, Sugar." Feeling elated and scared at the same time, I rose and began to walk. By the third step I had fallen into the mincing gait that I had been practicing in private since I lived home with my parents and my two brothers, both of who were definitely NOT effeminate. She followed me and made a few approving but shame-inducing comments. I didn't mind. In my fantasies there had always been elements of control and humiliation. We got to the bedroom and there, laid out on the bedspread, was what she planned for me to wear. In spite of myself I gasped loudly, sounding like a bit of an 'attention-whore'. I was gaping at a pale apricot camisole with matching panties, stay-up stockings (taupe with a subtle floral pattern), and sexy, glossy shoes (in a light shade of mint) with two inch heels. My mouth got dry and I couldn't find my voice. If I had been able to speak I wouldn't have known what to say. This had been my dream for almost a decade and it might actually be coming true. I mean, it was coming true but I couldn't believe it. "Well?" Grace wanted to know. "Are you waiting for an engraved invitation, Your Royal Highness?" "N... no," I managed to say, though it sounded more like I was just exhaling. I picked up the camisole, which was so light it felt like it wasn't there. My fingers tingled. I started to slip it over my head but my wife made a throat-clearing sound. "Didn't you want to take off your boy clothes first, Sugar?" My cheeks were suddenly warm and I knew I was blushing. I gingerly set it back down and began to unbutton my shirt with fumbling fingers. Grace smiled tolerantly and watched. It still felt like a dream. I was afraid I would wake suddenly and be back in my usual humdrum life. But no, I got myself completely naked and reached for the insubstantial garment again. Grace said, "You don't have much body hair, Sugar, but we're going to have to get rid of what little there is. Everything below the eyebrows goes. I want you smooth and pink all over." As the camisole slid over my torso I felt incredibly stimulated. Without at first realizing it was happening, I got an erection. I saw that my wife was looking below my waist and I glanced down. There was my unspectacular penis, standing up and announcing its inadequacy. I bit my lips and pressed my thighs together, thinking even as I did it how unmanly the reaction was. Grace chuckled and gave my tumescent member a flick with her index finger. "Now that doesn't look right on a cute young lady. Cover it with those panties. Hurry up." I stepped into the panties and worked them up my slender legs, again thrilling to the touch of something so girly against my skin. When I had them all the way on, she directed me to tuck my penis down and arrange it to stay there. I did, remembering how often I had seen this done in the stories I favored. I nervously got the stockings on, barely daring to believe those were my underpinnings encased in them. Stepping into the shoes, I straightened up and stood there, feet together, arms at my sides, waiting for inspection and, I hoped, approval. She told me, "You're not in the military, Sugar. Do something like a model would with those arms and legs." I carefully moved my feet apart some, tilted my hips to one side a bit, and crossed my arms over my flat chest, as if I had something to conceal. Grace laughed and told me to turn toward the dresser mirror without losing that pose. I did and was startled to see how feminine I already looked. With my crotch covered and genitals in hiding, and my chest rendered neutral, I appeared androgynous, though the clothes suggested I was not a man. She opened the closet so I could step in front of the full length mirror on the inside of its door. That allowed me to view how the stockings looked and the way the shoes shaped my legs and altered my body language. She had me put my fingers over my nipples and pucker my lips. It was like looking at someone else, the other person I had longed to be for so many years. "All right," she said throatily. "This is getting me hot. Why don't you get down on your knees, Sugar, reach under this short skirt of mine, and lower my panties. I am wet and ready to feel your mouth on my pussy. Unless you'd rather stop now. Is that what you want? To get out of that lingerie and those heels, not shave your body, go back to walking and standing like a guy, and forget all this happened. Because once you take the next step, there's no turning back. Ready for your first taste of me, Sugar?" Every time she used my new name I felt weak. When I stole a glance into the mirror my stiff penis twitched but didn't escape its unnatural position. I took a deep breath and assured her, speaking in a girlish voice, sounding as overwhelmed as I felt, that I was ready to continue... and continue to continue on and on. She smirked impishly at me, her plump cheeks pink, as I lowered myself to my stocking-clad knees and reached delicately under her short skirt, found her panties, and gently eased them down her full shapely legs. Grace stepped out of them and got onto the bed, lying back and putting her feet well apart. She was still clothed and the skirt maintained her modesty. I got onto the foot of the bed and knelt there. She said, "Why don't you reach under that lovely camisole and play with your nipples, Sugar? I want to see that. And I want you all heated up before you start on me. I think you'll do a better job that way. Don't you?" I nodded mutely and, mortified but even more aroused than before, did as I was told. It was extremely stimulating and I was soon panting. My wife lay there and grinned devilishly. At last she allowed me to stop. She made me free my penis and stroke myself for a minute until she observed that there was a drop of clear fluid on the tip of my dick. "Why don't you wipe that up with your finger and then lick it clean, Sugar?" she told me. I uncertainly obeyed and, after she had me tuck myself away once more, it was time for the main act. As much as I had always avoided using my mouth on a woman's private part, I now had no choice, not if I wanted to continue living my dream. So I got into position and, with some instruction from her, proved to be a competent licker. She joked about me being her lezzie and then started breathing hard as I edged her toward a climax. Grace exploded and jerked her hips. After she stopped quaking she gradually relaxed. I had passed her test. My own needs had been ignored. She thought it was funny to get me overexcited and leave me hanging. I quietly pointed that out to her. She nodded and said, "But where did I get that idea? Hmmm? Do you think it might have been from those stories you like so much on-line? Hmmm?" That was true and I admitted it. Teasing and denying was one of my favorite themes. I loved how the guy would get so eager for release that he would do anything to please the woman and how, over time, he would become addicted to fulfilling her most perverse desires in the hope that she MIGHT grant him some relief. Now it was happening to me. I was kind of worried. What if she liked it so much that she refused to allow me relief... ever? But my concern was cut short as she sat up, stretched, and told me to go to the kitchen and brew a pot of coffee. Soon we were enjoying it, along with some small pastries she had bought earlier. I looked across the table at her, hoping Grace could see the love I was feeling for her. She gave me a reassuring smile but then I detected a glint of mischief in her eyes, which grew into something stronger. Grace said, "It's time to tell you the rest of my plan. I mean, besides the cosmetics I'll be using and the fun I'll have playing with your hair. What we're going to try is for you to keep reading the stories on that one site. The good one. What was it called?" In my weak sissy voice I suggested, "Story-Philia?" She said, "Right. I love that name and how it means an overdeveloped interest in fiction, in this case when it's about sissy types. Like you, Sugar. Anyway, I want you to go there every day and read at least one story. Whenever you find anything that excites you, I need to hear about it. If there's something that sounds good when it begins, but then it goes beyond your limits, I want to hear about that, too. You can tell me what outfits excite you, any make-up tricks that you like, or even if there's some spanking or light bondage or whatever that pushes your buttons. Understand, Sugar?" I told her, "Yes, Ma'am." It continued to give me a tingle every time she used my new name. "Did you want me to tell you what I find... when we go to bed?" "That might be good. But it also might get me agitated and then I'll need to feel your tongue again, between my legs, to calm me down. And, you know, that could turn into an out-of-control cycle. You tell me what's in a story, I get horny, you have to satisfy me, and then I'm even more eager to hear the next one. It might get nasty, with me sitting on your face and riding you that way. And maybe neglecting your need for release. Poor, poor sugar, turned into my submissive sex toy." Her words had me shivering with anticipation. I could already feel what she was talking about, since she hadn't let me finish, even after having to toy with my own nipples and stroke myself in front of her. Our course might already be set. She told me to go to the computer right away, so I would have something to recount later on. Leaving her to snuggle under the covers, I got up and straightened the little bit I was wearing. She told me there was a nice pink robe, short and with a belt, hanging in her closet, and it was for me. I got it and happily wrapped myself up in it, stroking it's soft material and admiring the pink, faux fur collar. She giggled at the way I was preening and then told me to scram so she could nap. While my wife slept the sleep of the well satisfied and wholly victorious, I got the computer turned on and went straight to that site. First I checked the day's new stories. They had some kind of a team, I think they called it their Task Force, who made sure that contributions were posted soon after they were received. I had long appreciated the work those anonymous people did. Anyway, there was a recently arrived story by one of my favorites whose nom d' smut was Z.Z. This author always had clever storylines, effective predicaments to put his lead characters into, and a trick of leaving the guy trapped with no way to escape. I leaned closer as I read, eventually reaching a particularly powerful passage... < Among the night's deep shadows, I cowered in the underbrush, naked except for that stiff high collar, the crushingly tight corset, those fishnet stockings, and locked-on high heels. It was no use to try to rub at the cosmetics so artfully applied to my face; they wouldn't come off without that special substance that Janice had told me about. I took a few steps, aware of how the corset pushed up the soft flesh of my chest into breast-like mounds that jiggled with every step. It was so awful to have my body, hairless all over and pink, exposed while I tried to figure out how to get back to the her house. Then, suddenly, I heard voices approaching. One male and one female. I could make out enough of what they were saying to realize it was a young couple looking for the perfect spot for some lovemaking. Crouching low, I almost yelped as a bramble bush poked me between my unprotected bottom cheeks. The couple stopped only a half dozen feet away and the girl, a real beauty, spread a blanket on the ground. They stood there and embraced. It was an erotically charged scene and I started to get erect, except that the fiendish chastity tube Janice had locked on me made that impossible. Worse, as my penis attempted to expand, it pressed against the needle-sharp spikes that lined the cruel device. All at once it was twice as hard to keep silent. But I couldn't risk discovery. They began to undress each other and I had to clamp my jaws. I should have looked away but I was mesmerized. Even that bramble bush, still rudely jabbing me, couldn't stop me from getting ever more aroused. Breathing hard, my legs beginning to protest from that squatting posture, feeling the excitement registering even in my nipples, I saw the girl's shapely bosom as it was lit by a down-slanting shaft of moonlight.> Whew, that was wild stuff, and up to Z.Z.'s usual high standards. But it wasn't a scene we could recreate. Still, I would have to tell Grace all about the way the guy had been dressed. Or should I say 'undressed'? Scrolling down, I happily discovered a fresh contribution from another favorite of mine, Thorne. He tended to vary his themes a lot, going from sweet and sentimental to rough and unforgiving. This one appeared to be somewhere in the middle. It was one of several he had done with similar titles, this one being called SISSY SISTER'S SISTER SISSIES. Wow, he was really stretching to keep giving them matching names. I began to read and my eyes got wide. That was when one of Thorne's well placed but slightly overlong flashbacks appeared. He made it believable, if only in a fantasy context. I decided to check the Reviews later, to see if anyone had criticized his structure or believability. Some of the readers could get very particular about those matters, among others. My main interest was in the action. And Thorne's incisive understanding and depiction of the psychological aspects of character development. Plus, he always gave me a boner that just wouldn't quit. Which was a problem at that moment, again, after how Grace had raised my sexual temperature and then and not given me any way to cool off properly. I hit Thorne's name and was whisked by computer magic to his extensive library of perverted prose. Skipping around, I found quite a few examples that Grace would most likely enjoy hearing about. For instance...

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"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...

2 years 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...

4 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...

4 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
2 years 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...

3 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...

2 years ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

3 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

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