Sissy Discovers (part 1) free porn video

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This is an original fictional story, where a young woman finds that she has an admirer at home, and unexpectedly decides that she likes the attention.

I'll post more parts of the story over time if there is interest so please comment.

Outwardly Sissy looks like your average pre-college teen with a wholesome family. Cute and sexy she has a special effect on all that meet her that creates lusty thoughts in her fiends, and as she will find out, particularly her younger brother. When Sissy finds out her brother’s fantasy for her, she decides to take action, but it leads to places she never would have believed.

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1- Panty raid
The blackness of the room is complete but for one shaft of dim light from slowly expanding from an opening door. It spreads over the large room and slides across a bed where a girl is sleeping. The soft light reveals a blonde girl sleeping, her hair cut short into a bob falling around a peaceful cherub face.

A silhouette of a young man moves into the room and stands over the bed looking at the girl.

Brad looks down at her and sighs. The covers only come up to her waste, and her tight camisole gently raises and lowers with her rhythmic breaths. He studies the outline of her breast. Unexpectedly he witnesses a shadow form in the profile of camisole top as her nipples get hard from chill that spilled in through the open door.

He is dressed in only boxers, feels an erection is beginning to pull on his shorts. Absentmindedly he reaches down and slowly pushes the hardening dick back between his legs.

This is not the first time Brad has snuck into his sister’s room, but it is the first time he was brave enough to enter when Sissy was in it. He is familiar with the large space, it is a mirror layout of his own room, and he can navigate it in the dim light like the cat burglar. He knows every part of this room, from the poster of boy bands and the cartoon like stuffed turtle mascot for the university she will attend next fall. Clothes and shoes on the floor are the only mines that he must pay attention to.

Glancing over the room, he sees a swim suit top hanging on the back of a chair. Nope – not what he came for, even though it is tempting. She would definitely miss that. But it makes him think of all the times he has seen her prancing around their neighborhood pool teasing the boys, and unknowingly, teasing him.

For a moment his mind drifts in to a movie-like sequence of images of his sister at the pool, jumping out and running after friends, breast barely contained, water streaming out of her panties. His thoughts fade to her bent over drying off with her round butt unwittingly right at his eye level, inches away from his face, only the smallest triangle fabric covering mounds of flesh clearly outlining the slit of her pussy. At nearly 16 he has seen a lot of shaved pussy in porn, but never close-up in person. He can’t imagine that he will ever see her smooth mounds of flesh, but it is something he has dreamed of many times.

He is good looking but still very much a shy virgin. The thoughts and the sneaking have his heart racing, as he spies the piles on clothes on the floor. They bring up other memories of his favorite thoughts for his sisters body. A pink t-shirt on the floor he remembers filled with straining braless nipples, a towel discarded on the floor reminds him of the one time he saw his sister through a partially open bathroom door. Drying her hair with only a towel wrapped around her waist – the reflection of her up-stretched arms pointing her already firm tits even higher into the air.

At the sight of a black dress he stops and smiles as he remembers seeing his sister wearing it to go “clubbing.” He picks it up and holds it out. She had sat right across from him in the living room and he had a clear view of her white lace panties. Her smooth legs had pulled her dress right up her thighs exposing her underwear pubic triangle, her pussy clearly visible through the lace before she yanked down the hem. That very moment seeing those panties had given him the idea to sneak into her room the first time.

He lifts the dress to his face and breaths in the faint smell of perfume. Then he stuffs the dress into his boxers and rubs the knit fabric on this stiff cock… creating a warm burning sensation. He contemplates jerking off in the dress while she is sleeping, and wonders if he could pull her top down without wakening her.

Behind him, Brand hears a rustling sound from the bed. He snaps out of his daydream and his heart stops as a shock runs through his system and he immediately thinks Sissy has caught him sneaking in her room. Time sped back up as his mind races to think of an excuse for being there. He starts to turn around and he realizes his cock is now half out of one leg of his boxers with a black dress pulled over the head like a ski-mask pulled over the head of a jewel thief.

Frozen like a deer, he turns his head to see that Sissy has simply turned over on her side and still sleeping. Breathing again he decides to quit fooling around in here – to dangerous, and focus on why he came into the room while he tosses the dress back on the floor.

Brad turns to the dresser in the room and opens the top drawer and rifles around, but then looks up and across the room to the hamper. He closes the drawer, and digs in the clothes hamper in the corner for a few moments before coming up with his prize, a light blue and white polka-dot thong. He smells it and lowers it to his dick and rubs. Brad quietly turns to leave the room looking over his shoulder at Sissy in the bed as he leaves. He has what he wants for tonight, maybe some other time he will find a way to see her tits again.


2 - Peeking

Sissy is having a wonderful dream. It is a bit strange because it is the type of dream where you know you are in a dream, while you’re having it. Even so, it is a wonderful dream. She is getting her brains fucked out by a guy she has just met at the mall – he looks like a dream, and they have, for reasons she does not know and only seem to make sense in a dream, started to fuck on the display counter. She is in a Hollister store, bent over a stack of sweaters bare ass in the air.

The music is pounding at concert volume as the hunk behind pounds her to the beat with his unrealistically large dick. She notices that the other shoppers and staff in the store do not seem to notice what they are doing. Even so there is the trill and feeling that someone is watching. She wonders why she is not embarrassed by this, but in her self-aware dream you decide it is normal and neither she nor the hunk are worried enough to stop. He is now standing on the counter over her, his dick pointed straight down so he can put his fat veined cock straight down her pussy. Her impossibly arched-back has pointed her round ass high in the sky, and his purple head pushes apart her pussy lips as it slides into her. The sweaters are falling onto the floor, and the hunk is speeding up. It really feels good.

That’s when she notices that the manikins are watching. Their eyes are actually following the action – the only ones who notice the wild sex happening on the sweaters. She thinks about how strange they make her feel, and they are grinning and smiling in a sly and knowing way. Now that does begin to make her uncomfortable. I mean who are they to care if she is getting fucked in the store? They are really annoying her watching her every move, and she is getting ready to point this out to them, when she hears the “click.”

The store and the music are gone, the hunk is gone, his giant dick is gone, and she is in her bedroom in pitch black. Damn she thinks - I wish these dreams did not end before I cum…. When she opens her eyes she knows what the sound was, and she turns to the closed door. It had been the latch clicking.

Light from the hall is filtered under the door, and she can see two shadows that slowly move away, feet walking from the door and down the hall.

Sissy quietly gets out of bed with only her camisole and panties on. She stealthily crosses the room quickly to open the door a crack to see who had opened her door, and sees Brad sliding into his room. What the hell?, she thinks.

She looks around the room – no one here, nothing amiss. Down the hall a light comes on under his door.

She creeps down the darkened hallway to his door and cracks it open to look inside. She does not make the same mistake with the door latch. The room is mostly dark with a single reading light at the bed on. Bard is sitting nude with Sissy’s panties hanging from his hard dick. He is flipping through magazines and stopping periodically to pull hard on his dick. The skin on his head is stretched tight as a drum as his fingers slide over the top of the ridge.

Sissy’s eyes spring open in complete surprise then her face twists up into disgusted grimace. But she does not look away and after a few moments she becomes interested in the panties on his dick. Her eyes narrow as she recognizes them as hers. She opens the door a little more to see better, but is not able to she her brothers face. She has never seen his dick hard.

She had seen it before, when he was a little boy, and it was a little dick. But now she realizes he is a young man and his cock is large. Actually huge, and she is surprised. It had never occurred to her to think about what size her brother dick might be. The shinny taut skin and dark blue veins are visible as his hand alternates between fast and slow strokes. She realizes he is stretching out his orgasm, if she stays; she is going to see her bother cum.

She is fascinated at the thought, and realizes that her own panties are already wet from the dream and she is rather worked up herself. She peers into the room and starts a slow circular motion with her fingers through her damp underwear.

Brad is really working the polk-dot thong over the head of his dick head, naturally insuring the triangular patch that is usually right on her pussy is rubbing back and forth on the swollen gland of his head like a polishing cloth. She realizes that she was wearing those yesterday. Damn he got them out of the dirty clothes the little prick….This is really strange but it is making her even hotter as she wonders if he is fantasizing about her? I mean, could he be thinking of her pussy rubbing right on his dick? ….and she begins to think of the natural opposite, his dick in her panties from yesterday, is kind of like his dick rubbing her clit right now, right?

She is rubbing her crotch with some abandon now and Brand has picked up the pace as well. She pulls her underwear to one side, as she probes into her pussy with two fingers and wildly rubs her now exposed clit. She likes the big dick on her clit idea.

Sissy’s mouth parts a little as her breath picks up and her chest is beginning to pound as she leans against the door jam.

She is hidden from Brad’s view still as she can’t see his face from her vantage point. But his dick she can see just fine. She can’t take her eyes off of his hand working up and down sliding over the glistening head. The panties have moved down his shaft and now she can see him stoke the full shaft.

Her nipples get hard through the camisole and her hand runs under it to fondle her tits.

She notices his stomach muscles are straining and his legs are stiffening, he’s getting closer and she is too. She begins to shiver and shutter as she see his abdomen contract and a large stream of white cum shoots up over his hand. He jerks again and stops as another load shoots out a little lower and again and again until cum begins to just bubble out of the end of his dick and over his fingers and balls.

She has nearly missed the show as she has been shuddering from her own eruption of orgasm. She is amazed at how hard she came and almost immediately a wave of guilty feeling washes over her. How wrong it is to have seen her brother jerk off, but even worse to cum herself while watching!

She closed the door quickly as she sees Brad move to get off his bed and clean up the mess with her panties…. oh great.


Back in her room she tries to go to sleep but even with the glow from the orgasm, her mind is racing. She tosses in the bed for a few minutes and then gives up and clicks on a light. In the glow she can see her reflection in the mirror. The short hair still looks foreign. She just got it cut to make her look more serious for when she starts university, but the effect she got was to make her look younger than the 19 years old she is. Not that it looks bad – just kind of cute – not serious she thinks. She sits up and stands in front of the mirror getting ready to perform the age old female inspection of her body.

Turning and posing she judges her boobs to be near perfect…. Well maybe they could be a tinny bit larger. In her camisole, that is a little small and tight, they form nice round globes of flesh. Her waist is thin and her butt is firm and not large or small, and athletic brown legs reach out of her panties to the floor in very smooth graceful curves. She pauses on the legs – they could be a little longer, she is only five, six. Her modeling fantasy from her adolescent days had faded because of this one and only short coming.

Her eyes stop on the blue triangle of her pale blue underwear – and the vision of her brother she has just experienced comes back to her, the long shaft of her brother’s penis, hard and thick with his hand working her panties, yes her pussy dripping panties, up and down. Now she looks in the mirror differently, thinking what does my brother see? Is he just getting my panties because they are all he can get, or is it me?

Turning her head down she hooks her thumbs in the waist band of the panties and pulls them out to see her shaved mound. Silky. She shaves almost everyday and has since Roger, her third serious boyfriend from two years ago. He was the second boy she had sex with. His dick was gorgeous. And she learned to love to have it in her mouth almost as much as he loved to put it there. It was not too large and she could almost put the whole shaft into her mouth. Almost, thinking about her early gagging attempts. But man, Brads dick is like nothing she has ever seen.

It must be another inch or two longer than Sammy’s rather large cock. He was a short summer fling at the neighborhood pool last year. Brad and Sammy hung out some even with the large age difference. Then thinking about her brother at the pool, she wonders how could her brother kept that monster hidden from her. He must have not ever gotten a boner at the pool. Then a stranger thought come to her. I wonder if Brad was checking me out at the pool. Eeewwww.

She is getting sleepy now and climbs back into bed, thinking about the size of Brads dick, wondering if she will ever see it again, wondering why she would care……..

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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 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...

2 years 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...

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...

2 years 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 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....

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