My Sissy Fantasy Pt 003 free porn video

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We come to another set of double doors, though these are glass paned in Victorian iron work painted white, as is the wall which it I set in. But due to the humidity all the glass is misted, including the dome and I can’t see where they lead outside. Jake opens one of the doors and we step into the rain that has subsided only a little to find myself standing in front of a large infinity pool that seems to drop off the rear edge of the building into that amazing view of the valley. Either side of the pool is a large patio that must run the entire wide of the house before simply dropping away to tree tops. Down the left side of the pool is a big hot tub, a plunge pool and a small shack that Jake tells me is a sauna. We, however, walk down the right side and I discover that the building really does just drop away into woodland that slopes down into the valley. Although I saw the tree tops either side of us I didn’t realise we were that high up, but we really are standing beside the treetops. Jake leads me to the only building up here, a completely glass walled building that Jake tells me is the pool house and our home for the week. Although the glass is clear, the pool houses’ interior is hidden in shadows.
“Jake, where’s your parents’ bedroom?” I ask as we stand at a door that matches the walls.
“Behind you and up.” He replies.
I turn and see that above the conservatory is another floor walled identical to the pool house, spanning the width of the building. I realise that it must be larger than the foyer that sits three storeys below it.
“Come on, let me show you our place.” He says, opening the pool house door and gives me a slap on the bum. Upon entering, the lights come on automatically. We are standing in an open plan room that is the entire pool house. There are only two interior walls containing the bath/wet room and they are also made of clear glass. In the centre is a large king-size double bed clothed in black satin and in one corner is a kitchenette. Otherwise, the room is completely bare save for the huge TV and entertainment system.
“So Billi, what do you think?” Jake asks gathering me in his arms and pulling me against him.
I look up, smiling at him. Placing my hands on his huge chest, I say, “I think this is so amazing. Thank you Jake.”
With one arm tightly round my waist and the small of my back and his other hand on the back of my head, jakes draws me to him and kisses me on the lips. Although I’ve been hoping for this, it still takes me by surprise, though only for a moment, then I’m responding. My heart’s racing as I take jakes tongue into my mouth and feel his hand slide onto my bum. I wrap my arms round his neck and I cling desperately to him. His hand on my bum clenches and involuntarily I squirm against him.
“Oh My God Jake.” I gasp when he releases me from the kiss. I can’t think properly, I only know I want him to kiss me again. With both hands on my bum, he cups each cheek and lifts me easily. I wrap my legs around his hips and let him carry me over to the bed. He lies us down on the bed, me on my back and him on top of me.
“So, do you fancy doing some d**gs?” he asks pressing his body down on mine.
“Uh-huh.” Is all I can reply with his face mere inches from mine. I gaze into his brilliant blue eyes as he dusts my lips with a couple of soft kisses, then he’s unwrapping my limbs from around him and telling me not to move as he gets up off me. I lie there on my back with my legs spread as he disap-pears from view.
I really can’t believe that this is all happening, the d**gs, the house and the gorgeous rich man who knows all my secret desires and seems to be into me or at the very least, wants to be in me. Still, I’m led here nervously anticipating his return and the rest of the day. Will he want to go all the way? Will we be able to? Or will his cock be too big for my virgin arse bud?
Jake returns, with what seems like a jewellery box and two black straws. He kneels between my legs, places the box on my flat belly and opens it facing me.
“Is that all speed?” I ask as I realise the box is filled with white powder.
“Fifty percent speed, fifty percent MDMA mix” he tells me, snapping the box lid closed and placing it on the bed beside me. He then lies back down on top of me and kisses me long and deep.
“Ready to get fucked?” he asks smiling as I pant to regain my composure.
“Yes please.”
He climbs off me, rolls me onto my front and lies down beside me. Opening the box in front of us, he hands me a straw and offers me the first serving. Placing one end of the straw in the powder and the other slightly up one nostril, closing the other nostril with a finger. I’m just about to snort when Jake presses two fingers against my satin and Lycra clad arsehole and pushes, causing me to suck harder through the straw and inhale a lot more powder than I had planned. I manage not to cough and splutter as Jake removes his fingers from between my arse cheeks.
“Now the other nostril Billi.” He tells me. I consider declining then think better of refusing his generosity. I place the straw to my other nostril and prepare to snort again. Once more Jake slides his hand into my bum and pushes against my arsehole, this time though, he presses with a lot more force and three fingers so that I again inhale more than I had planned.
I roll onto my back and lie there inhaling deeply through my nose. I manage to watch Jake snort a lot more than I managed as the chemicals begin to slide down the back of my throat. He wastes no time in closing the box and climbing back on top of me.
“Oh god Jake, I’m gonna come up so hard.” I tell him.
“Good! I can’t wait to see that.” He says before planting me with lots of little kisses. I kiss back hun-grily and flinch when I feel him pull my crop top up over my Lycra covered fake breasts and then off over my head.
“Jake, I’ll need to be in the bathroom when I come up and it’ll probably be messy.” I tell him breathlessly. “I’ll lose control of my bodily functions and I’ll be violently ill.”
“Don’t worry I’ll be there to hold you and clean you up afterwards.”
“Really?”
“Uh-huh and once we’ve showered, I’ll take you to my parents room and pick you out one of my mums’ outfits to wear for the rest of the evening.”
“Oh Jake, I’m so lucky and happy that I met you. I think I’m falling for you.”
“Good, that’s what I’ve wanted since I met you.” He replies and then takes me in a strong kiss.
I spread my legs as wide as possible and cling to his lower back as he grinds his bulging groin against me. While we are making out, I manage to relieve him of his t-shirt and grow so horny that I ignore the first cramps that form in my lower abdomen and pelvis. These are the signs that I will soon lose control and start coming up.
“Jake, I need to go to the bathroom now.” I moan as I feel my arsehole slacken.
Instantly he’s up and scooping me up in his arms, then carrying me to the bathroom. I enter the transparent glass bathroom in jakes arms. He shuts the door behind us and then puts me down and strips me out of my satin trousers and Lycra teddy. He guides me over to the toilet and the moment I sit down my stomach empties itself and I throw up in the basin next to me. As my body rejects its’ contents I begin to come up. Rush after rush wracks my brain and body, making me cling to the basin. I manage to wipe my bum and lips clean just as Jake comes over. He is now completely naked and helps me off the toilet after I’ve flushed it.
“I need cold.” I manage to stutter as I continue to rush harder, my body feels like it is super heating and I need to cool down. Jake guides me over to a showerhead a flips a switch. Instantly, cool water falls on us in fine droplets and I cling desperately to him
He holds me while I fade in and out of consciousness. Minutes of unbearable bliss fill my body and wipe my being away, but the whole time I feel his body against mine and his strong arms embracing me. Once I’m steady on my feet, Jake leaves me beneath the cool water. I enjoy the pelting coolness as my body continues to rush, looking down I realise my little dick has shrunk due to the speed and is now less than an inch long. I reach down and touch it with my hand, gasping as my fingers stroke over my really sensitive willy. With the fake breasts still attached and my penis looking more like an oversized clitoris, I feel so much more feminine. Jake reappears with a tooth brush and mouthwash. He hands me the toothbrush, already with toothpaste on it, and I give my mouth a thorough clean. Then he hands me the mouthwash, which I use twice. Jake then leads me over to the B-day and produces what looks like a featureless vibrator with a hose connected to it. He connects the hose to the b-day taps and then covers the phallic object with what appears to be a velvety condom.
“Okay, you are doing well Billi. Just need you to sit on this and go up and down a couple of times. It’ll clean your insides out. Then don’t forget, we’re going up to my parents’ room and I’ll pick out one of my mum’s outfits for you to wear.” He tells me as he fixes the anal cleaner to the bowl of the b-day.
He helps me squat over the bowl and then supports me as I lower myself down. With my legs spread, the dildo tip presses against my arsehole, which is now really tight because of the d**gs. I push down and the dildo presses harder. Pain shoots through my arsehole and I’m just about to give up when Jake turns the taps on. Warm water bubbles up through the dildo and spurts against my arsehole, making me tremble. Slowly my bud loosens and the velvet dildo eases inside me, causing me to gasp. Opening my eyes, my vision is filled by jakes big cock hanging inches from my face. Six inches of thick flaccid cock meat riddled with large strong veins and his shiney glan yet hooded by his foreskin, I lean forwards to kiss it but Jake; he pushes me down so I am forced to take the entire length of the dildo inside my bum. I silently scream and clasp his hips, only to have him hold the back of my head and place his cock in my open mouth. I desperately try to suck air, but only manage to suck cock, it’s musty aroma and taste flood my senses and awakens a lust in me that I never knew existed.
I begin sliding up and down on the dildo; the velvet condom and warm water clean my insides as well as causing me pleasurable discomfort. I desperately suck air through my nose as I feel jakes mighty cock pulse and swell and grow, stretching my lips and pressing on my tongue and at the back of my throat. I fight to resist the urge to gag, but after being violently sick my throat seems to receive the swelling, yet still hooded bell end, without much trouble.
Slowly, Jake pulls his, now semi stiff seven inch cock from my mouth, letting me draw deep breaths of air and then lifts me off the dildo. I collapse against him, consumed by d**gs and lust as he lifts me up for a kiss. All I can do is hang limp in his tight embrace as he kisses me deep and hard, his tongue sliding into my willing mouth as his semi stiff cock presses against my belly.
He draws me back beneath the shower and with a soapy hand wipes my bum, making me writhe and wriggle against him.
“Oh fuckin’ hell.” I moan loudly as Jake rinses my arse. His only response is to cover my mouth with his and kiss me passionately. I find myself able to return his kiss with one just as passionate. Desire fills me, desire for him, his cock and desire to be his lover, his whore, his soul mate.
Jake switches off the shower and for the first time since coming into the bathroom I am able to regain some of my composure, though I still breathe hard. Without drying, Jake takes my hand and leads me out of the bathroom. We leave a wet trail on the tiled floor and return to the bed, but instead of lying down Jake grabs the jewellery box and the two straws. I follow him to the front door of the bungalow and then outside into the worsening weather. Going back the way we had previously come, we enter the conservatory wetter than when we had been beneath the shower. Moving straight through the vegetation we return to the balcony encircling the foyer. Following the balcony to the right, I’m able to see an intriguing angle of the statues below as we move. The female’s face, which cannot be seen from the floor, is thrown back with an expression of pure orgasmic bliss.
“The statues are of my parents.” Jake says, noticing my renewed interest. Arriving at another double set of doors, Jake presses a button on the wall next to them. There is a soft ring then the doors reveal themselves to be elevator doors, sliding back into the wall. He urges me inside then follows me in. The doors close and we are moving up.
The doors reopen and a large room with black marble floor and three walls of glass that show an uninterrupted view of the valley and the low mountains that line it. Only a black metal frame bed decorates the room and the sheer starkness of the room makes it appear all that more opulent. The fourth wall, which houses the elevator door, is the only one not made from glass, it is made from highly polished black granite and when the doors close they disappear so that only a wall of pure black granite is beheld. Jake guides me left along the wall and when we have taken no more than ten steps, stops and places his palm against the seemingly normal granite wall. A screen appears in the wall as if the granite has turned translucent to show the screen behind. A menu appears and Jake navigates through it to quickly for me to understand his intentions. Thumbnails of a woman modelling different items of clothing appear on the screen and Jake scrolls through at least a hundred of them before finally selecting one. The thumbnail enlarges to fill the screen, the woman modelling is beautiful, raven black hair and piercing blue eyes draw notice to beautifully strong feminine face and the garment she is modelling, a Wicked Goddess dress reveals enough to see that the beauty of her body matches that of her face.
“Is that your mother?” I ask, noticing the resemblance to the statue in the foyer.
“Yep, and this is the dress I want you to wear for me this evening.” He tells me as he double taps the screen. A portion of the granite wall slides away and the garment slides out on a hanger. Then going back to the screen he brings up another garment, this time a pair of black trousers modelled by a man, who bears striking resemblance to Jake. It must be his father, I think to myself while Jake confirms that he has selected the correct article of clothing. The trousers slide out onto a hanger next to my dress, while Jake also chooses two fluffy black towels. We dry off then Jake hands me my dress and I slip into it. The dress is black velvet with gold lining and detail, it falls from the golden hoop around my neck, just covering my fake breasts although leaving the side of both breasts bare, and then it gathers at my waist on the left side, leaving my right side and hip completely bare while the garment falls covering my left thigh while again leaving my right thigh bare. The dress then climbs up my back, just covering my bum but leaving a good portion of my right cheek bare and fastens onto the back of the same gold hoop it hangs from. I’m admiring the way the dress hangs off my fake breasts and pert round bum when Jake, now dressed in a pair of loose black silk trousers, slips his arms around my waist and pulls me back against him.
“Now, we just need a wig, a pair of heels and to do your make-up.” He whispers in my ear. We move further along the wall and stop, so Jake can once more activate another screen. I’m able to watch this time as he selects dressing table and bench, then suddenly a section of granite floor slides away and a black lacquered bench and dressing table rise up. He begins cycling through pictures of his mother modelling shoes and boots whilst wearing nothing else. Jake selects a picture and it enlarges to fill the screen and shows his mother posing naked save for a pair of three inch gold stiletto heels with golden straps that wrap around her legs, before tying off half way up her thighs. Her body is gorgeous, her slender hour glass figure complemented by her pert double D breasts with deep pink nipples and her smooth pussy.
Jake selects the shoes and a deep drawer slides out of the wall, then he cycles through the pictures of wigs and selects a black long haired wig. Jake tells me to get the wig and the shoes and go sit on the bench, while he gets the jewellery and make up. Obediently I do as he says and take in the four hundred and seventy degree panoramic view while I wait for Jake. Beyond the great curved glass, the storm continues to rage and from on the top floor I watch the tree tops whipped about like giant sea swells. Jake comes over with a handful of makeup bottles and sits down straddling the bench, facing me. I mirror his position and he slides me close, my dress riding up at the same time and reveals my tiny, shrivelled willy. Taking my hands in one of his jake opens a draw on the dresser and pulls out some fake pink manicured nails with red heart details, he quickly and confidently glues them onto my finger nails and warns me not to touch anything while the glue dries. I sit perfectly still as Jake first applies mascara, then eye shadow, before asking me to pout and let him apply lip stick to my plump rosebud lips. He hands me a piece of tissue to blot my lips, which I do as he puts the wig on my head. The weight and restraint of it feels oddly comfortable. Then he lifts my left leg and places my foot against his crotch while he grabs one of the shoes. He slips it on my foot and although I’ve never worn heels before, it fits perfectly, and then he wraps the straps up my slender calf and over my knee before tying it off half way up my thigh. He does the same with my other leg as I watch his large muscles writhe and flex at doing an intricate task. Finally he paints my toenails the same pink as my fingernails and then we are done and he helps me stand, at first I’m a little unsteady, but after a few steps I get my balance and realise it’s easier than walking on tip toes as we walk over to the granite wall.

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(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...

3 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-...

2 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...

2 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...

3 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...

3 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...

2 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....

1 year 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...

1 year 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, ...

1 year 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...

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