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3 Teen Cross Dressers Misadventure Part 1

Two friends and I decided to take a trip to upstate New York for a weekend of skiing and some messing around. We were friends since elementary school and have been dressing in our sisters and mothers clothes for over a year and then play around with each other. All of us were young and dumb; 18 and quite petite,under 5'7 and lean. With our bags packed full of our dress wear,skiing gear and lots of liquor we were on our way. We were about 4 hours into our 6 hour drive in the pouring rain when we...

Caught in a cross dressers shop

I had been out drinking at lunchtime in an area of town I didn't really know. I was feeling at bit drunk as I wandered around the streets. I came across a shop that seemed to be selling women's clothes, but the windows were silvered over like sex shops are. I was feeling a bit horny as well as drunk so I thought I would go in and have a look. Inside I was immediately confronted a tall well built woman in a short skirt with high heels and a huge bust, she towered over me and asked if I...

Topsy and Tim go to Pic n mix

This story is copyright by the author and may not be reproduced or posted elsewhere, in part or in full, without the permission of the author, which can be obtained by contacting Skip Taser at [email protected] . Warning: This story contains no sex. It is intended to be humourous and satirical and contains controversial ideas about religion and spiritual beliefs. If you think you may be offended by this, please don't read it. Otherwise, enjoy! Topsy & Tim go to Pick'n'mix(r)...

Topper 01 Good Deeds Are Where They Find You

Topper was written by Thorne Smith, made into a movie in 1937; with sequels: 1939, 1941 and a TV show from 1953-1955 01) Good Deeds Are Where They Find You By Ron Dow75 [email protected] "Mr. Topper," the senior bank manager's secretary said, as she opened the office door, "I'll be leaving now. Is there any..." She stopped because there, behind his desk, the distinguished man in his late-fifties had his arms up and out at the elbows, swinging them around as if he doing...

Topanga Canyon Joy Ride

Woody Allen was wrong. Way back in his stand up days, he said that people who are bisexual double their chances for a date on Saturday night. I only started having sex with men about ten years ago, but I'd say it at least quadruples your chances. In all my years of reading Penthouse letters, I never had the kind of encounters I've had since I gave in wholeheartedly to my longstanding homosexual tendencies and became fully, and quite enthusiastically bisexual. Women are hot and beautiful, and...

Gay Male

The Cross She Bore

Memories are sometimes not to be trusted. In looking back on the past, what one believes to be a memory is in actuality what one prefers to think the past was like. We do this unintentionally -- whether as a defensive mechanism or the result of the layering of visions of the past, one on top of another, until the distant past is obscured. For Rebecca her fascination with the cross and with the practice of crucifixion seemed in retrospect to have been acquired at an early age. Now as a single...

Not Quite a White Knight Book 1Chapter 10 The X Cross

Bondage and sex machines usually take a lot of time and co-operation to set up. But that is not my style, so my machines were selected for me to use alone with a guest, and quickly. I led Gracie to the machine I decided to use next. The cross is a standard in many playrooms, but usually these require three strong people working together to use effectively, and they often injure somebody getting the occupant into position. Plus they never do what you expect. A lot of risk for not much...

Cross

Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...

Gay Male

Cross Burning For Dummies

To “Hardcore” Hardaway’s way of thinking, the three snot-nosed young farts standing just inside the door to his cluttered work shed didn’t look good for much, most of all a Klan job.At first, they’d tried to act cocky, like this wasn’t no big deal. But none of ‘em said a word after seeing the cross he’d put together that afternoon. Now he was back out here trying to teach these whelps a thing or two while the half-finished can of beer he’d left inside went flat.Why in hell did Jack Tidwell, who...

Humor

Karl to Kayla Cross Your Heart

This is my first attempt at this so, please be kind with your reviews. Email your comments to me at '[email protected]' Karl to Kayla - "Cross Your Heart" By Kayla Eastcock Eatscock My name is, or should I say 'was' Karl Eastman and it all began one evening while I was at work. I am an average looking 26-year-old guy. Short, sandy-brown hair, blue eyes, 5'10", 145lbs. Okay, so I was a little thin, no big deal. Over the past few months, I had developed a bad habit...

The Priest Teaches His FlockChapter 10 Sally Rides the Cross

Father John hadn't even said hello to Sally. Pulling her along the corridor again, Sally knowing that they were going back into the basement again. She shuddered when she saw the cross. It was huge, standing over eight feet high, four feet wide, made out of heavy wood. It was a little strange for a cross, it looked like it was upside down, the cross piece lower down the upright, not near the top like a normal cross. At least the altar was gone, but she feared the cross, not sure what it...

Crossover

Crossover Janet L. Stickney [email protected] There was never any doubt that I was going to be a girl someday. I mean, from early on I would wear pale lipstick and eyeliner with my hair usually braided. Then came the Crossover week and I was able to dress like a girl from the skin out, complete with hips and boobs. My father was a drunk that never cared what I did, and my mom was long gone so how I dressed was never an issue. I work at a small shop that makes and repairs video...

Utopia

This planet had the most bazaar method of greeting we’d ever seen. And it was a completely hedonistic society.The year was 2520 and the Federation was on over 800 planets and still spreading out. We were just one of over fifty male/female pairs whose mission it was to travel to our assigned planets and get to know their societies, their forms of government, etc. Our mission was necessary because the Federation only located inhabited planets, logged them as such, then sent us to make contact and...

Cross training

Cross-training Belladonna "Are you ready, pet?" "Yes, mistress," George Bloom responded as Celene knocked upon the iron door. George heard the loud clink of the old fashion knocker upon the door as he pulled at the hem of his short skirt. He anxiously waited for the door to open, hopeful that he would not be noticed by those passing by on the street below the staircase leading to the porch he was standing upon. George had never been to a Dom-sub party like the one that his...

Octopus Man

Octopus man was a freak or nature. A very strange freak of nature. When he was born he was normal. Two arms, legs and a normal body. As he became older he discovered a strange and scary power he possessed. When he became aroused he turned into a horny eight tentacle octopus monster. The mere thought of fucking a girl could cause him to grow eight tentacle arms. The arms could grow to whatever length he wanted. They were strong. Each one capable of lifting a woman by her leg or arm...

Octopus Man

Introduction: He looked around for new prey….. What girl would you want to be ladies? I like the jogger…..hehehe–(guys what girl would you do?) Octopus man was a freak or nature. A very strange freak of nature. When he was born he was normal. Two arms, legs and a normal body. As he became older he discovered a strange and scary power he possessed. When he became aroused he turned into a horny eight tentacle octopus monster. The mere thought of fucking a girl could cause him to grow eight...

Cross Dressing Cock Slut Party

Sadly this wonderful story is just a fantasy, but who wants to make something similar a reality!?!The evening had taken a while to arrange, but had finally arrived. All 5 guests turned up within 15 minutes of each other and as they did, I fixed them a quick drink and showed them into the living room to get to know each other. Alan was a suited businessman in his mid thirties. Dave and Brian were dressed casually in jeans and Tshirts and both in their mid forties. Jeff and Keith were my age,...

My neighbor blackmailed and fucked me for Cross dressing

I had recently moved in a townhouse unit in Oklahoma. Still trying to adjust to the new neighborhood, I was also doing my best to keep my hobbies a secret. You see, I am a cross-dresser by passion. But my new neighborhood is strictly catholic and I can imagine the uproar my fantasies might stir. My next-door neighbor was an old man in his 60’s. He looked younger and stronger than his age. But, my secret unfolded and the neighbor fucked me for cross dressing. Within a couple of days of...

Cross Dresser

Rex of Great Cross Chapters 1 and 2

The town of Great Cross was named for a towering monument that never existed. The founders had talked of making a bid to become the state capital, and the cross was meant to be a declaration of their ambition. The ambitious talk was more fun than the actual work of building would have been, however, and no great cross ever materialized. The town reached a stable population of about four hundred, which varied up or down by only a few dozen as decades and generations came and went. Few who...

Bound to the cross

I had thought about being a helpless damsel in distress ever since I was a teen. But, the years had passed and I had never had the opportunity to actually live out my fantasy. I had talked to a few close friends about it and they all seemed to say the same thing. I was sexually repressed and the thought of being under someone’s control was my way of coping with the fact that I was really afraid of sex, of voluntarily being intimate with a man. I had been looking at articles and...

Bound to the cross

I had thought about being a helpless damsel in distress ever since I was a teen. But, the years had passed and I had never had the opportunity to actually live out my fantasy. I had talked to a few close friends about it and they all seemed to say the same thing. I was sexually repressed and the thought of being under someone’s control was my way of coping with the fact that I was really afraid of sex, of voluntarily being intimate with a man. I had been looking...

BDSM

Judith on the Cross

Judith is one of those lapsed Catholic girls who always wants to get back at her upbringing. She hates the self-righteousness, the paternalism, the hypocrisy. Before she could even spell those words or deconstruct the messages, she was a fervent non-believer. But the hidden messages of The Church still have a powerful resonance to her. A religion built around death. One that had dispensed it in quantity, too, through most of its history. It had an undertone of eroticism, a fascination for her...

Fall Cross Country Fall of a Marriage

My name is Mike Cosby. I'm about 5'9" 170lbs relatively fit and trim and my sandy blond hair and green eyes kind of stand out. When I was in college and in high school, I was never the biggest guy around so I went into some of the peripheral sports. Instead of basketball or football I ran track and cross country. Running cross got me respect in school if not star status. Even for cross country and track, I was never the star on the team, but also never the dog. I was a solid middle of the...

Beastly Isekai Tales of the Cross Breeding Slut Princess 1

The Guildmistress eventually calmed down, a few deep breaths away from lucidity. She eyed the cursed woman, making absolutely sure no apparent disgust appeared on her face, otherwise the poor thing would lose it. She knew Livia would break the second she hear it, just like she herself had so long ago; it had taken her nearly two decades to fully accept it. But this was different - it was too much to bear for a poor soul. Her life, their lives were in danger; she had a job to do. "Livia,...

Cross Feed

Cross-Feed --------------- This is the first story I've written in a while. I have started several stories, but put them on the back burner because I just can't find a good ending for them. I always want to get a story 'just right'. Anyway, here's my latest installment. There is really no TG or cross dressing in it, but I feel it belongs in the genre in a weird sort of way. I hope you like it. --------------- He was a stallion, and she rode him hard. He did not...

Me Mom and the Hair Dresser

Growing up as a only c***d I was smothered by my Mother, I don't know if it was normal ,but at 14 she was still breast feeding me,bathing me, and sharing one bed . I was a very shy boy, we moved every year so I was always getting beat up at the new school. I had no thoughts until my 14th birthday. It's funny how these things change so fast,I had received my first computer, I was looking up and typed in the words "Mother and Son" I was directed to a porn site one of the pictures was of a mature...

Story Treatment Terri Terry and the Cross Time Pirates

"Satirizing reality, since time travel is impossible! and we needed to make a few bucks" Terry and the Cross Time Pirates is a twisted reality show. The plot line fills in what they are trying to do in bits and pieces that are made up situations involving advertisements that bookend the show all being for none existent products and events. A skewed sense of absurd paradoxes presents this crew of would-be crooks trying to run a scam and make lots of money off of it, but they are also...

PornWorld Penelope Cross Spanish Slut Penelope Cross Blows Make Up Artist Before Fucking BBC

After arriving on the set for the day’s photo shoot, it doesn’t take very long for Penelope Cross – a Spanish model – to start blowing the make-up artist. Penelope has his cock deep in her throat when they’re interrupted by a knock at the door. It’s the photographer, Jesus, who begins the planned photoshoot shortly after. Only a few minutes into the photoshoot, however, Penelope – being the slut that she is – can’t help but put Jesus’s big black cock in her mouth, and from there the two have a...

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Beastly Isekai Tales of the Cross Breeding Slut Princess 2

Rhea did not often break character, her usual stony expression being the best wall against unruly employees or annoying customers; but upon see this beautiful woman reduced to such a miserable state she could not prevent old memories from resurfacing, dire times when she had no Guild that relied on her, free as the wind but as feeble as a leaf. Her responsibilities gave her weight to stand on: who cared if she was a [Sex Worker] when she led the most successful organization of the city? "As...

Passing the Baton 2 Lila s StoryChapter 18 The cross

Lila woke up, the following day, to find the dungeon empty. She could barely walk, her breasts, swollen and in pain, seemed to have gotten infected from the nail wounds. She looked at them, detachedly. "It will not matter anyway, in one or two days," she said to herself. She made it to the bathroom and then, still nude, sat on an armchair to wait for her torturer to arrive. Manu, with his de-facto assistant Aisha found her sitting up in the chair, drinking juice. "Is it time?" Her...

BadDaddyPOV Charlotte Cross Needs To Earn Some Money

It’s been a while that Charlotte Cross has been living at home. Her Step Father is sick of the freeloading teenager. The family members have a heart to heart talk about Charlotte getting a job. Her Step Father instructs the young girl that she needs to start earning her keep. She objects and complains. The bratty teen is quickly put in her place and told that she has two options. Charlotte Cross can either go out and get a real job, or her Step Dad is going to let his friends pay to fuck...

xmoviesforyou

The Doctor Part 13 Sophie Winterbottom

It was Wednesday, the evening of the same day that Tessa went to Tarryn’s place, and Sophie Winterbottom was at home alone. Her husband Ignatius Winterbottom, known as Ig, had gone out to Saskatoon for a church event. He was going to be gone for a week, and Sophie was feeling grateful to be rid of him for a while and to be on her own. She was thinking about the session with Tarryn and the doctor that happened on Monday.‘It is amazing how my sexuality is just blooming with Doc and Tessa,’ she...

Masturbation

The Two CrossesChapter 2

The following morning, Grant arrived at the hospital, briskly making his way to Jennifer’s room. He stopped in his steps at the sudden sight of the room empty and cleaned for later use. “Oh no ... Please don’t tell me!” He muttered, his eyes beginning to grow misty. He hurried to the Nurses Station, not wanting to know but needed to know, had Jennifer died during the night? “Excuse me Nurse, the woman who was in that room,” he pointed to the open room. “Jennifer McDermott is she ... did...

Hot Cross Buns

I am fed up with the girls on the beach, they show off their great tits and a thong that hardly covers anything, they have great asses. I'm Julie a late 20's girls who is overweight and never looked good, even when I go on a diet it doesn't work. Still I do have some good friends, guys I've known for a long time, of course they aren't the best looking and one of the beach girls would never look twice at them.Then last week I thought up a plan. I told the 4 guys who are my best friends, Ron,...

Christopher Enslaved For Life

most horrible day I ever lived through was the day my life long friend Christopher Worthington was enslaved for life at the age of 22, just 4 months before he and I were to graduate together from SDSU with our bachelors in chemistry. On the evening of April 3, 2001, my dad told me to cancel my plans for the next day because he and I had something very important to do. When I asked him what was up he said he could not tell me, and that I would simply have to wait until tomorrow in order to find...

Christopher Enslaved For Life

most horrible day I ever lived through was the day my life long friend Christopher Worthington was enslaved for life at the age of 22, just 4 months before he and I were to graduate together from SDSU with our bachelors in chemistry. On the evening of April 3, 2001, my dad told me to cancel my plans for the next day because he and I had something very important to do. When I asked him what was up he said he could not tell me, and that I would simply have to wait until tomorrow in order to find...

How I started Cross Dressing and other first times

I love to cross-dress! I love everything about it!Like most of us cross dressers, I love everything about ladies undergarments. I like seeing lingerie in ads, in stores, on models, on TV, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being “underdressed”, which is wearing lots of lingerie under your manly clothes, when I go to work. I especially love the incredible horniness and lack of all boundaries...

Wife Gangbanged on St Andrews Cross Picture Stor

THE NIGHT OF MY WIFE'S GANGBANG IN A NEIGHBORS DUNGEON[/b]Spontaneity can lead to the most erotic and fun adventures that await. Leaving caution to the wind and going with what is happening at the moment are some of the times we most cherish on our sexual experience. One such night of depravity transpired at a neighbors BDSM thralldom basement gathering. On the surface, Rick and Jan were the banner couple of suburbia....

Cross Dressing Led To Sexual Heaven 8211 Part 1

Addiction lets you do anything.. I addicted to cross dressing, addicted for the femininity.. Hi, I am 24 old close door part time cross dresser from Mumbai, regular reader of ISS. Narrating my own story for first time. I am good and beautiful looking, 5’3” height, perfectly slim as like every “women” wants to be and every man feels to hold, as I kept it with having exercises and yoga because I feel sexy with it.. I started cross-dressing when I was only 12. I haven’t knew it was called as a...

My Dream Of Cross Dressing Came True

This is my first story so please don’t mind and few pieces are real in this story. I will start with story rather than boring you and when I was a kid, I used to love smell of woman’s bra and panties and when that smell turned me into cross dressed I did not realize. By the time I hit my puberty I was very excited about cross dressing and used to cross dress whenever I used to get any chance to cross-dress in private. Soon after and I joined an engineer college which was mostly dominated by...

Gay Male

A Proud Cross Dressing Gay Male Who Enjoys Sex Free Sex Stories and Adult Erotica Stories

When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, â€œHow is this little boy handling pencil heels so wellâ€?.Â My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male. It was my first prom and I was nervous. I was worried that I will be made fun of at school, but my mama...

Cross Dresser

Hilltop Manor

It was a fairly standard afternoon, or as standard as they were now. You'd graduated from university about 2 weeks ago, and had moved back in with your parents. You felt the need to take a short break before delving into the world of work, and they were supportive of that decision. You now spent your time seeing family, playing video games, and spending time with friends. On this standard afternoon, you were playing Hall of Heroes, a favourite of yours. The quickfire strategy game had enough...

Crossdresser Stories 8211 Assfucking in panties

I have been ‘mildly’ crossdressing for over a year now. I say ‘mildly’ because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too which feel amazing, it’s like having your whole lower half caressed persistently. I have thought of wearing a bra but, although I can almost imagine how amazing it would feel, I don’t think men look...

Christopher and Laura

The burning wood in the fireplace crackled pouring light and warmth into the vast room. Walls floor to ceiling lined with books and shelves. The glow of the fire made everything in the room look like burnt sugar and honey casting about a calming sense of feeling. But on the contrary an infuriated man hurled a large thread bound text against the wooden wall in anger letting out an estranged growl in doing so. He let his gaze linger on the dent in the wall. He rubbed his palms over his face and...

Bi Sexual Cross Dressing Cuckold

My bride to be cheated on me as a girlfriend, again when she was my fiancé, and thereafter as my hot wife for 23 years. I guess the stars aligned for us.Me-For some reason I turned to slutty, tight black satin gloves in bed, without ejaculation, a year before I accidently discovered masturbation and gushing in the bathtub. I was 12 the first time I ejaculated, rubbing my cock with slippery shampoo. An overwhelming surge of floating and pleasure washed through my virgin boner as my sudsy palms...

My Road to Cross dressing part 2

I had dressed up since I was a teenager but it was only occasionally. Usually, it was just lingerie and it was always for me and just for masturbation. It was about ten years ago that I decided I wanted to go further and start using makeup and breast forms and wigs etcetera.Quite by chance one day, I rang an old friend just for a chat. I found out that he had rented his house out while he was travelling. The person on the other end of the line was a woman, or so I thought. We got talking and I...

Crossdressing

Highlights of the Day A Jo Cross Story

A LITTLE PSA FROM JO: Kirsten has finished writing her update on the day for you all, but I've just taken the netbook from her to add a little something of my own. I want to thank you all for taking an active part in her adventures. The truth and the fantasy. If I sometimes seem a little pushy in the feedback comments about the targets I set....That is because I can only have Kirsten at certain times and days because of work, personal lives, etc. And as I read your amazing suggestions, I...

An arrogant husband gets his comeuppance on a cross country trip with his beautiful wife of twenty years and their passenger a young black man

I couldn’t help staring at it. It was not only the biggest cock I’d seen, there was an aesthetic quality to it that begged a lingering look. Veins coursed over thick black flesh ending in a perfect golfball sized half-dome. It had to be eight inches long and, Lord Almighty, it was still soft! The first word that jumped to mind was “superior” I was staring at a superior penis. The kid’s voice snapped me back to reality. “Wanna hold it for me, Prof.?” he...

Cross Dressing Lover

The weekend started off the same as any other for Dhiren. He threw off his drab male work clothes with alacrity and stepped into the shower. He shaved his face, legs and pubic area as was his custom, then, after turning off the tap, moisturized his legs, stepped into a pair of lacy pink panties and hooked on a matching bra. The feel of the light, soft, feminine fabric had always been a thrill to Dhiren, ever since that fateful day when, aged fourteen, he found himself alone in the house all...

Gay Male

Three Fuckings In A Row With Raman

We had to shift from the village while my father was transferred from the block office to join at Bhubaneswar on a promotion.My transfer certificate was taken from the village school and admitted in the Govt. school. I was excited to see the huge school building and large number of students reading in the school.The premises was wide spread.My village school was very small with thatched school rooms with very few teachers and students. At the tiffin break I could notice that a group of boys are...

Katie and Jenn s Cross Country Nightmare

“What the hell?” Jenn quietly asked. Her car started to sputter and struggle. ‘I don’t know if we’ll make it very far’ she thought. She’d never been broken down before. She didn’t know what to do. She’d never been on a trip like this before either. She’d always been with Mommy and Daddy on trips like this. Her car was getting worse too. She wondered if she should just pull over to the shoulder of the interstate or try to make it to where they had planned to stay for the night. Katie and...

Christopher and Melissa

Christopher Richman. He was without a doubt the most irascible, intractable man she had ever known. Why else would he persecute her so, skulking around her stage door, always with that same amused smile lifting the corners of his immaculately trimmed mustache? They’d hardly spoken in over a year, so what had excited this new attention, this grand patronizing between the dark, dusty curtains of Booth’s Theatre? Why her, why now, she wondered, as night after night she recovered from the...

The Scarlet Witch Versus The Hairdresser

Chapter 1. Recap and Introduction In her first encounter with the infamous follicle felon, the Hairdresser, the mutant heroine known as the Scarlet Witch, and commonly simply referred to as Scarlet though Wanda was her Christian name, had been lured into his diabolical styling salon under the premise of a beauty make over and hair coiffure. However, instead of a relaxing hair appointment to enhance her already natural beauty and provide a boost to her self-esteem, the Scarlet Witch had only...

Crossroads RulesChapter 5

Sid arrived in class early to watch the arrival of Cynthia. It was her grand unveiling - the first day in which she was going public, wearing her new wardrobe. He wondered which of the new outfits she would wear. He hoped that it was the blue dress since it was the sexiest of them. When Cynthia glided into the room, even Sid was surprised at the transformation. The loose fitting blue dress came down to her knees, was tight at the waist, and had a plunging neckline that just begged a man to...

Cross One Man s Journey into Darkness Part One

No light reached this part of the room. The solitary sunbeam that had managed to poke its way through the curtains fell on a dirty heap of ripped up clothing in the far corner. But here, there was only darkness, and the ragged breathing of the room's sole inhabitant. Tyler lay naked, his arms and legs strapped to the corners of the bed with leather belts, allowing him no room to move or stretch his sagging limbs. Premature wrinkles lined the strong, angular features of his now gaunt visage....

Supernatural

A Cross Dressing Fantasy ndash Chapter 5

A Cross Dressing Fantasy – Chapter 5In the low light of our bedroom, late on that Friday night after Beth had transformed me from a former cross dresser into her new girlfriend she had asked if I liked being her girlfriend. I did not hesitate for one second, “Yes Beth,” I said lying naked against her naked body, “I love being your girlfriend, something inside of me seems to have changed and this seems so natural and I feel complete.”My crotch was wet with my cum and her creamy arousal but I was...

Dogging Cross Dressing and Porno

This new friendship proved to be fun and fulfilling, the girlfriend and the wife quickly became best buddies and the location of our nights together changed to her house. If we had nothing organised and they were free we spend Fridays or Saturday evenings in each other company. Usually just talking and drinking but more often than not some form of sexual encounter. Even vanilla fucking was done in each other company and the girls enjoyed playing with each other exploring the lesbian side of...

Cross Dressed Fairy Tales 3 The Adventures of Pierrot

Cross-Dressed Fairy Tales Part 3 By Dawn DeWinter In parts 1 and 2, Sherry and Sadie, two married men, went to a lesbian bar on their "girl's night out." There they came into the clutches of Mike and Big Sue, and are in danger of being raped - or worse - if Sherry cannot keep Big Sue entertained with "original" stories. This task has just become a mite more difficult with the arrival of two more people. Can they too be kept satisfied? Part 3 is based on Pinocchio, the story of the...

Christopher the Biker Femme Part Three

In our first part Christopher goes to a bar and gets mistaken as a woman by a lesbian biker. He tries to tell Beryl and her friends but they dismiss his protestations because they can't believe someone so beautiful and feminine could be a man. When Beryl does finds out the truth she abandons him at a remote park. In the second part, Beryl wants to meet Chris for lunch - just an innocent lunch so Beryl can apologise or a chance for Beryl to exact her revenge on Chris and beat up the...

Tarjana 2 The Girl on the Cross

Like a fleck of ash, rising in the smoke and heat of a night-time fire, like an eagle soaring up into the clouds, Tarjana slowly began to regain consciousness. It was no small thing. She couldn't remember going to sleep, so waking from sleep confused her. In Tarjana's world, confusion was always a dangerous, potentially fatal thing. Worried about where she was, uncomfortable both physically and emotionally, uncertain of everything, Tarjana lay as still as she could, counterfeiting...

True Story Bottoming

TRUE STORY – First time I truly knew what it felt like being a REAL bottomI met Joe (Can’t remember his real name) on a chat room on Yahoo! I believe it was Tops for Bottoms, Tampa bay. After chatting a few minutes, I was already feeling horny, my dick was really hard. I wanted to feel him suck me, then me him and I could one more time try to get his cock in my ass. Prior to this moment, every single time I tried bottoming I failed, it was always too tight or not clean enough. The drive to his...

Crossroads A Young Hero

I walked through the headstones towards Dad's car. It was my car now after that accident. I was walking away from the double funeral for Mark and Carol Arrowstone. It was less than a week ago that I had come home to the cops sitting in my driveway to tell me that Mom and Dad had been in a car accident. The drunk driver that hit them was dead too. Standing next to the car was Mike Larter, Dad's lawyer. He was handling the reading of the will and the distribution of my parent's assets. I knew...

Christopher the Biker femme 4

In our first part Christopher goes to a bar and gets mistaken as a woman by a lesbian biker. He tries to tell Beryl and her friends but they dismiss his protestations because they can't believe someone so beautiful and feminine could be a man. When Beryl does finds out the truth she abandons him at a remote park. Beryl wants to meet Chris for lunch - just an innocent lunch so Beryl can apologise? Or a chance for Beryl to exact her revenge on Chris and beat up the little femmy...

Beastly Isekai Tales of the Cross Breeding Slut Princess 3

The aftermath of her daily activities had indeed made Livia into an utterly erotic oral Goddess: she was currently making a show of her pulpy lips and luscious tongue on an innocent lollipop the Guildmistress had provided her, albeit without any sexual ulterior motive, but Rhea couldn't help but face-palm at how it turned out. Livia seemed amused at the situation as she sucked on the candy in an explicit manner while staring at Rhea with a sultry look. This rookie sure didn't know what was...

Banbury Cross Ch 1 The Scoop

My reasons for undertaking this work is to tell the truth about what happened at Banbury Cross. Much has been written and reported that at best smacks of sensationalism and at worst is simply untrue. Although the events that occurred there were bizarre and unique the hype and propaganda that was spread after the story broke was hurtful, not only to my career as a journalist, but also to the innocent people who happened to be in the wrong place at the wrong time, by no choice of their own....

Bound to the Cross II

Bound to the Cross – Part II I lost track of time as Master John continued whipping me. My body no longer reacted to the lashes of his whip. My body was limp and I hung by my arms from the cross to which I was cuffed. My head hung forward with my hair falling down over my face. I felt like I was in a dream. I opened my eyes as I felt Master John undoing the cuffs around my ankles. He then unlocked the cuffs from around my wrists and my naked body collapsed into his arms....

Caught Cross dressing by my wife

Caught Cross-dressing by my wifeCaught cross-dressing by my wifeI have always been a cross dresser and enjoyed it. When I got married I put all my special clothes in the basement and lived a normal life. One day I was home from a trip early and found my wife was doing the laundry. There on the top of the pile were her pink knickers. I remembered I loved the feel of silk on my body. She left the room and I picked them up and I was running my hand across them and soon I was feeling and rubbing my...

forced to cross dress on Halloween

Halloween is a great reason to show your submissive side and cross dress for your mistress. Other than writing these articles and stories, I also enjoy dominating my partner.This Halloween was no exception and I wanted to share this exciting day with you. Below you will find a story that is heavily based on the events that took place in my house this year.***I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either...

Cross dress dreams come true

A seductive CD fulfills some of my secret fantasies. And I bring him pleasure into the bargain.Jeez, you bust your ass all year to be among the top sales people so you can get invited to the annual conference. Supposed to be in Hawaii or Vegas or somewhere exciting. And what happens? The company needs to save some money and holds it in the city where it's based. Cincinnati. For fuck's sake. I nearly didn't bother but there'd been some lay-offs already this year, so I decided I should go. You...

The Cross examination of Malcolm Tangiers M D Ph D

This story has adult content and adult themes. If that is the type of thing which upsets you, then you should not be reading this. Mindy at Fictionmania has permission to archive this story if she should find it suitable. All others must first seek my express permission. The Cross-examination of Malcolm Tangiers, M.D., Ph.D. (A Surreal Episode of "Ally McBeal") by Ariel the Fallen Angel "I believe that's all of the questions that I have for this witness, Your Honor," Ally...

True tales of submission and cross dressing Chapter One Meisterin

True tales of submission and cross-dressing : Chapter One - Meisterin It is my intention to write a series of true life stories, detaling various encounters and adventures I have had. I know the site's called "Fictionmania", so I hope my contributions are not unwelcome. The stories are not as racy as most of the fiction posted on here, but remember than these stories are real, and described to the best of my memory (of course all speech is paraphrased). Hopefully the fact that these...

True tales of submission and cross dressing Chapter Two William

Introduction ------------ Following on from my first instalment, here is another true story. As before, I have tried to remember events as accurately as I can, but of course all speech is paraphrased. I hope there are people out there who enjoy reading this, and perhaps it will inspire people to go ahead and indulge their fantasies. Whatever your kink, there's probably someone out there who will be into it too, and it's not a crime to enjoy life! Curiosity... ------------ So...

Cross dressed By Friends 8211 Part I

I have been cross-dressing since the age of 15. I like to wear saree, suits and lehngas. This is a story about me getting dressed up by my friends when I was doing my engineering. My group in college consisted of 3 guys and 3 girls. The girls were all staying at their places and I had rented out a place in the city with my relatives. Two of my other friends used to stay in the boys hostel. This incident happened in the third year about a month before the exams when the guys had gone to their...

Gay Male

Friends With Benefits 8211 Cross Dressing

Hi sexy people. Hand shake to guys and boobs shake to girls. I appreciate your comments on my previous stories. I’m going to narrate one more story which could be few people’s fantasy – Cross dressing. So let’s get started. Well one day I was hanging out with my fellow colleague Sindhu. We were quite close, as in, we have had sex couple of times earlier. But we were not committed. In fact she had a boy friend who was still a virgin. That means Sindhu never had sex with anyone else. We were not...

First Time for Everything A Jo Cross Story

"Kirsten?" Even though I was dressed in male clothes --- not even wearing panties --- I looked up instinctively from my booth in the diner. After all, in the great scheme of things, Kirsten was my preferred name. "I thought that was you." Jesus. Talk about a blast from the past. Jo Cross as I live and breathe. And still looking gorgeous with a warm, sweetheart smile. "Jo?" She grinned and bent to hug me. I felt her fingers exploring my shoulders. "You're not wearing a...

Bound to the Cross II

Bound to the Cross – Part II I lost track of time as Master John continued whipping me. My body no longer reacted to the lashes of his whip. My body was limp and I hung by my arms from the cross to which I was cuffed. My head hung forward with my hair falling down over my face. I felt like I was in a dream. I opened my eyes as I felt Master John undoing the cuffs around my ankles. He then unlocked the cuffs from around my wrists and my naked...

BDSM

Utopia Chapter 11 The Survivor Special

Title: UtopiaRating: NC17Summary: A world without clothes and money... but with the same drama.Note: Special Chapter featuring some Survivor stars!Jan woke up from his slumber and after he had made himself some coffee exited his apartment. "Good morning, Laura, Claire." Jan said with a smile as he took a sip from his coffee when he saw the girls outside. "Hey you, haven't seen ya in a while," Laura said as she had her arm around Claire. "You going to check the mail downstairs as well?" Claire...

Tara 6 CrossroadsChapter 11

Ricky didn’t consider himself a stupid man, after all, he was a hundred and fifty years old. Ricky was not happy about why Kerr was setting up a camp on his plateau. To go anywhere near dragons was a fools’ errand at the best of times. To try and capture a dragon was an even greater one. The dragons on this island didn’t make good pets, and they went psycho if kept captive for any length of time as previous royals had learnt to their detriment. If the people with Kerr approached the wrong...

Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

Shemale

ShilohChapter 31 Crossroads

When Kyle wakes up on Saturday morning he finds he’s alone in bed. Shrugging his shoulders he gets up, has a shower, and gets ready for the day. Several minutes later he walks into the kitchen to see about some breakfast and is confronted by KK putting the finishing touches on a special breakfast cooked just for them. He smiles when she waves him to the table and in a minute both are eating a hearty meal. After breakfast they get down to doing more studying and project work. They figure...

Crossword

I so needed a vacation badly. I couldn't find more than a part-time job, my apartment was too small, and I'd been single so long that my mother thought I was a lesbian. I couldn't believe she asked me if I was gay last week. The question just made my mind spin. I was in a dire situation, the best and cheapest idea I could come up with was to spend an off-season weekend at a nearby ski resort.When I arrived the place was all but deserted. Perfect. I went up the steps to the lobby and approached...

The Unfortunate Experiences of Mike Cross

The Unfortunate Experiences of Mike Cross by Hikaro edited by Trismegistus Shandy Part 1 "Mike," somebody said. I was so groggy that the voice sounded like it was coming from everywhere and nowhere at the same time. I pulled my blanket over top of my head and tried to drown out the sound, but it wasn't working too well. Why wouldn't they just let me sleep? "Mike," the voice said again. It sounded so sweet, so pleasant that I wanted to reach in my shorts and play with myself. I'd...

Rooftop sex NEW extended version

...as we made our way up the stairs to the private "red and white" party, my heart started beating faster, not because of the trek up the stairs, but because of the swinger's party we had managed to slip into. The erotic music playing in the background was becoming louder as we got closer to the rooftop overlooking the Mile High City skyline. The lights of the city twinkling in the background provided an amazing backdrop to the 80 degree evening.My first sight upon reaching the rooftop was a...

Exhibitionism

Onec upon a Cross Dresers Life 4

An Incident in a Cross Dresser's Life Part 4I always dressed in pantyhose while teaching class. I had on an extra tight pair of panties to hold in my butt plug. Every movement sent shivers across my nipples. The only person who knew was my fuck buddy and fellow teacher. She was the first to let me explore my cross-dressing (see previous stories). After school, we would go to the park in her van that had dark windows that no one could see in. She would sit back and I would eat her pussy until...

Fanfiction Chrono Cross Alteration of Chance

Disclaimer: I do not own any of these characters. Serge, Kid, all of 'em are owned by Squaresoft even if one of them is in an... altered... state. Nope, even she-Serge belongs to Squaresoft. (Though I doubt we'll be seeing her anywhere but here!) Even this story belongs to Squaresoft. You have no chance to survive make your reading time. Okay, bad Zerowing reference. Fans of Games/Anime as well as TG, there is a message for you at the very end of this fic even if you don't...

If the Crossdress fits

If the Crossdress fits... I didn't know what to expect when Maxine opened the door to her loft. I hadn't really thought about it, but there she was, holding it open for me. Her place looked like the hideout of a very stylish, sophisticated thief, who had just robbed a Sanrio store. That is to say all the furniture was sleek and minimalistic, classy even, but it was piled high with cute Japanese toys. A large window overlooking the arts district dominated the loft's main room. I...

Tara 6 CrossroadsChapter 9

Ricky led Micky into his treehouse. Micky was thrilled that she would finally get to investigate the many rooms in the treehouse. She’d had many fantasies about what the rest of the mage’s home would look like after her first visit to it. She had to chuckle about when she first met Ricky when she was sixteen. Her parents had decided to take her to Opal Dale. Once a year they held a massive gem fair, and her mother wanted some opals for a dress, so off they went. Her father had laughed that...

Tara 6 CrossroadsChapter 13

Many of the city dwellers didn’t believe that the island still had dragons living on it. For centuries, no one had seen a dragon in the lowlands (lands less than a klick above sea level), or even in the highland towns like Diamond Dale and Ruby Dale. Ricky knew that as the island’s people population had grown the dragons were not able to fight against the sheer numbers. While they could remain invisible while they flew in daylight, they became visible when they landed to eat. Their numbers...

Tara 6 CrossroadsChapter 24

The girls waited, but Ricky stayed quiet for a full minute. Then another minute ticked by, and then another. “Ricky,” Micky said gently. “Honey, you can’t leave it like that. I know it must hurt. I can’t even think of my parents not being around anymore. It’s like, I got kidnapped, and I feel they are waiting for me to get sorted out and come home to them as soon as I can.” “Yet another part of me knows that Kerr did as he said and that, they were killed before I even left River City....

xdresser foxxiroxxi fucked by daddies poker buddie

So I have finally got my men doing what ive wanted for a long time now and I have never been so horny . John is licking and fingering my ass while im getting marcuses tounge shoved in my mouth all the while my daddy and his buddies are outside . Fuck me im so fucking horny these guys could do anything they wanted to and I wouldn't stop them. Johns fingers start at one then two big black fingers slowly stretching my virgin ass then he slipped a third in and out licking and sticking his tounge in...

FoxxiRoxxi xdresser slut fucked by BBC

Well this has been a fantasy I have had for a long long time .I'm a married man with a family and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I get when I get all dressed up .I could easily have a sex change if I didn't love my family so every now and then I get a hotel room and spend the afternoon getting my outfits ready and my wigs...

xdresser Foxxiroxxi fucked by daddies poker buddie

Sorry its taken so long for the final part to be written . So im in the car with my two black bulls one is driving and im sitting in the back seat with the other . This is when I get to see how big marcuses cock really is mmmmmm OMG its fucking huge ,like the size of my forearm . I have never seen such a huge thick cock in my life...

First Time With Crossdressers

For once, I actually decided to look at some of the other categories on the streaming sites I'd visit. So many things came up under fetish. Some of it I don't get but to each their own. A BBW was mixed in with the fetish and as I had expected before hand, it wasn't my cup of tea. Several videos had girls dominating guys in leather or latex outfits. I liked how tight they were, showing off every curve of their body, leaving little to the imagination. Upon thought, I had never been...

Chronicles With Sexy Crossdressers

My email id is Do not forget to let me know how this sex story was. Who knows, we might get even lucky if everything goes well ;) Clean shaved men inside female clothes (or people who are known by the name crossdressers) are my new found favorites. Believe me, I always make it a point to taste every bit of them with passion and fire. My hands and tongue never leave an inch of their body. Hairless, like women and the ‘EXTRA’ jackpot called ‘COCK’, is simply divine. This is a story of how a...

Gay Male

intro to the world of cross dressing 1

My family was middle class mutt of a family. My mom brought two daughters and one son, Tammy, Lilly, and Teddy, or “Tee” as we call him, into the marriage; she had with my dad, and they had two, my brother and me. My full brother’s name is Ken, and I’m Sam. My dad was an accountant and a part-time college professor at the local community college, and my mom stayed at home as a housewife. We were all dragged to church every Sunday and when we became of age we were allowed to choose whether or...

Forced to Cross Dress on Halloween

I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either ignored or diverted. I had not been mean right from the start, but I clearly told him he had 3 chances to come up with a suitable Halloween outfit idea. If he failed, I would choose for him. That was our deal. My partner, thinking he could get away easily, did not listen. The ideas he came up with were very boring, the typical football player, Clark Kent lookalike,...

A Gay Naked Cross Country Adventure

Cross County One morning, Charlie approached me with a really lucrative challenge. He challenged me to go cross county by hitching rides with big rig truck drivers. For his part, he was willing to pay 50,000 dollars when I reached 69 Brainerd Street in San Francisco. In return, I would travel naked, with no money or identification. At no time during the challenge could I cover my nudity or accept money. I would have to rely on the drivers for food and shelter. If I mentioned the challenge, the...

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