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Crossdresser 1st time!
Hi, im new to this. this happened about 3 years ago now. I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from th... Read full Story
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Uncle sweet Lover
Uncle Barney called me this morning and wanted me to keep my evening free. He wanted to meet me at the motel with a surprise for me. I was so excited and could hardly wait. I had to decide on something to wear, but when I thought about it, I realized that I wanted to wear something special. He would... Read full Story
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KING OF TRANNY CHASERS ENTRY 1
IT WAS AROUND 1AM AND MY GIRL FRIEND GINA AND I ARE GOING AT IT.HER NAKED BODY WAS HANGING OFF THE BED IN DOGGY.HER BIG CARAMEL ASS CHEEKS JIGGLED AS A POUNDED FROM BEHIND. SHE WAS SCREAMING "YES BABY" AND MOANING NON STOP..AS BEAUTIFUL AS SHE LOOKED AND HOW AMAZING HER BACK SHOTS WERE LOOKING..W... Read full Story
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Tranny Attack
Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock. I am a normal sort of person, happily... Read full Story
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Big Booty Black Boy Gets cheated on
I have been secretly bi throughout my life. But nobody has known. I have had several girlfriends and all. One physical trait that I developed at the age of 18 was a big booty. It grew so much that I couldn't hide it much. One time I went to the gym with tight clothes and my curves were obvious. A lo... Read full Story
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I got humiliated in a catfight
Im a crossdresser and I am very feminine and extremly dainty. I was attracted to a man at a park I went to. He knew I was a crossdresser. I would always say hi when I saw him, but that was it. One day he asked me(on a rainy day as I was getting in my car), do I have a boyfriend am I bi, he wanted to... Read full Story
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First Outdoor Fuck
Sat in my office with nothing to do was making me tired there was no customers to serve which was slowly driving me mad, what was worse was the hot weather outside which always makes me horny, knowing I had all my girly clothes in the boot of my car was making my cock twitch in my cheap nylon work t... Read full Story
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Outdoor Tranny Sluts Lust
I wake up really early one morning with my cock throbbing hard under the sheets. I got a white camisole on. Out of bed i go with a desire to vouyer and masturbate somewhere around my home. I'm home alone so i head out to my garden with my cock bouncing up, down & dripping cum. It's about 5am... Read full Story
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I got anal creampied at the beach!
As soon as we got onto shore, I knew it was the perfect place. The hot sun was beating down on us and my body was tense with anticipation. Finally, we were going to be alone out in the wilderness with nobody around and could enjoy each other thoroughly. My hunky date and his monster cock were going ... Read full Story
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Being Shemale
Every night I wear make up and dress up in a sexy lingerie. I stand in my balcony late night trying to lure men and women driving on the road. Last night a truck driver stopped near my house to inspect his vehicle. During his inspection he suddenly saw a long legged booty women in the balcony inf... Read full Story
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Joanna the Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
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Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
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Property To Be Pimped
It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... Read full Story
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Couple and a Tranny
There is a saying that a single man looking for companionship and good fortune will seek someone for marriage. Lydia and I met several months ago on an online dating site. We agreed to meet at a bar restaurant for drinks and initial meeting. She was at the bar wearing a yellow sundress, white painte... Read full Story
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Riverbank Tranny Fucktoy
Hello to all of you that read my first true story about outdoor sex. This is another account of a meeting I had in the middle of a city near a river. It was late one summers evening when I met up with this sexy young Portugese stud I had been messaging on a gay dogging site. I had been chattin... Read full Story
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Hot Trannys & Ebony Shemale Cum
I've always considered myself as a huge fan of heshe cum & porn vids. You tell me what else a man needs besides a tgirl's cock, a nice portion of shemales fucking and sucking & loads of transgender stories to tell the guys... Forget about the usual trans sexual pictures & pre-op transsex... Read full Story
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Chasity's white pussyboy
I led Chasity into the apartment. She was looking for a one bedroom, furnished place and had called about my ad in the newspaper. I hoped to rent this place quickly, then I would be full and could devote my time to some maintenance and repairs rather than showing places. I looked at the renta... Read full Story
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First Gay Experience
Me and a buddy decided to go see a rock concert at the Great Western Forum (that's what the Staples Center was called back then). I was 21 at the time, horny all the time and could never get enough pussy. So we go to the concert in our own cars since his brother lived nearby and he was going ther... Read full Story
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Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
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My first date with a "shemale"
I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was still young and new to this. I was coo... Read full Story
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Amsterdam shemales
This was a few years ago I decided to go to Amsterdam and see if I was gay . Booked A weekend and went drinking,went around the the red light district see what girls and others were around. Went to this beautiful brunnett girl from Bulgaria with big tits, she started sucking me off but I could not ... Read full Story
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Lady and the Cop continued
The next night Regina got a visit from. Larry the cop who openly declared war on shemales and trannies. He was working a homicide where a trannie friend had been killed in her apartment. Larry was a known shemale hater and he never failed to express his opinions. Tonight he was in her apartment to ... Read full Story
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Black Transsexuals Rock
Yvette Seraphim is the name. I'm a big and tall, dark-skinned and big-bottomed young Black woman of Haitian descent living in the City of Ottawa, Province of Ontario. People often say I resemble Tennis Champion Serena Williams, only taller and curvier, with more booty. I take that as a compliment. I... Read full Story
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Shemale Ride Along Part 2
Note: This is a sequel to my previous story, "Riding in Cars with Shemales." If you would like some back story into how Terra and Matt met, please read it. If not, you can probably still enjoy this one by itself. * It was a wonderful day in May. The sun was shining. The sky was clea... Read full Story
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My First Time
****This is not my story but i am uploading on behalf of my friend. Hope you enjoy it.**** My story is 100% true, I have been wanting to touch a big penis for a long time, im addicted to looking and watching guys play with there’s on web cam. One day I decided to search for a nice big cock on Fac... Read full Story
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Wild after-hours for a working... effeminate crossdresser
Left work after-hours, cross-dressed underneath w light lingerie & lots of colored little tattoos I draw myself over my hairless body. After drinking lots of spirits on my way home, arrived at my neighborhood park late at night & felt like wishing to be ..... badly abused! I got rid of the... Read full Story
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Black Transsexual Nation
Big black transsexual women are truly beautiful. And the big and sexy bisexual and heterosexual men who love us are truly wonderful. I ought to know, I'm one of these magnificent black transsexual ladies. My name is Amanda Joan Baxter, friends call me A.J. I'm a big and tall, big-breasted, wide-hipp... Read full Story
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Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... Read full Story
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Surprise Ending (Part Two)
My curiosity, unconscious urges, and my horniness pushed me into action. I gently cradled Karla's balls in my left hand while my right hand settled on her taut ass. I caressed both and then let my left hand move on to her now blood engorged shecock. I am a pretty big dude, but I could hardly get ... Read full Story
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Bull Fucked
I have been trying for a while to get my friend Deon to completely let go and fuck me at his full potential. He is bigger than most of my BBC admirers and his skin is lighter too. With his lean muscular body over six and a half feet tall and his ten-and-a-half inch dick, I knew he could take me to a... Read full Story
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My first BBC experience
I stand 5 foot 8 and weigh 138 lbs. With a perky butt, long natural eye lashes, and clear smooth white skin I would always receive comments from women how jealous they were of my features but never did they want to pursue an intimate relationship with me. But I also didnt have much interest in them ... Read full Story
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Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
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Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
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A Series of Perverse Dreams, Part 1
My relationship with Hannah had always been mutual in the idea that neither one of us was ever truly the dominant one. It was an equal, balanced relationship of mutual fucking and sucking. However, I had REALLY enjoyed being made into a submissive sissy slut by Nikki. Something changed in me after o... Read full Story
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Police House Call
My heart was beating a mile a minute when I heard the knock on my door. I was hoping that it might be Beau, or Larry, or if I’m lucky it would be Tom Cobb. He asked me to call him Tommy. I had been thinking about him recently. Bo and I had banged the night before, but I was as horny as ever. Larry w... Read full Story
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Be My Bitch
After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... Read full Story
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Hot Slutty Sissy
Hello, It’s me, and. I am about to make a big decision and right now I am dedicated to my fantasy. I got a call today from one of my ex boyfriends. I got so horny when I heard his voice that my nipples turn to steel. My titties seem to respond to the sound of his vibrating baritone. I couldn’t refu... Read full Story
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ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
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Big Daddy
BASED ON ACTUAL EVENTS As is the case with most hard drug users, you start off small and end up making your way up. Since I was 15 I had been smoking weed. One of my friends had introduced me to some other drugs like meth or coke a few years later. The weed was still a big influence but it all se... Read full Story
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Sweet Encore
I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... Read full Story
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First time with a Shemale
I have been curious about shemale's/tranny's for a while now. I finally met one in my small hometown I live in. She was ebony and had beautiful big fake breast and she was so Hot 🔥🔥🔥 and beautiful. We went to her place and she sucked my dick so fucking good and let me beat out her right ass twi... Read full Story
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Clinton
"How many inches?" she asked. "Twelve," he said. "Really?" "Really." "If you're lying, you're just wasting your time." And mine, she thought. "I'm not." "Okay, then. It's a date." Tiffany hoped the jerk was te... Read full Story
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Sex with security guard in the apartment..!
I always fantasize about exploring the unlimited possibilities of cross-dressing and exposing myself in public such as dressing up and clicking hot pics in public places, seducing men and get picked up from pubs, having sex in car and on the roadside, etc., and some of my fantasies have already come... Read full Story
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Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
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Oh What A Night
Oh What A Night! As the old 4 Season's song stated, oh what a night. Having been a crossdresser on and off my entire life, I have done the old collect and purge routine too many times. After putting Jennifer away several years and relationships ago, the old urges returned recently. Having lost ... Read full Story
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Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story
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Sex in the kitchen with my hubby's friend - a cop
Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... Read full Story
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A LadyBoy For My Wife
I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... Read full Story
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Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
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Gang banged the wrong way
I was tied up bent over. My wife liked to do this to me before she fcuked me with a dildo. I could not figure out why she left, but I heard voices. My wife walked in naked and said, "Iam going to fuck like you have always wanted. Meet the fuckers." I saw two guys from my wife's work. They ... Read full Story
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First time with a shemale
Ive always been turned on by shemales,why i dont know. I always wanted to fuck one for some reason big titty shemales that look like a woman just turned me on. There is a shemale in my town i ran into a couple times, I finnally found out her name and looked her up on facebook. She is a beautiful ebo... Read full Story
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A Shock at the Adult Theatre
I am very often thursdays in the adult theatre, because stylde crossdresser have free entrance at this day. I used to go there by public transportations, because I have no car. In the rear area of the shop we are able to change our clothes and to style up and storing our bags in a locker. About a... Read full Story
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House Guest
“Hello, baby,” the septuagenarian smiled. “Hi, Misses Pearson. I was just calling to say hi and tell you I got that job in Brennan!” “That’s wonderful,” she mused. “Bill!” “Huh,” the woman’s husband grunted. “Jenna got the job!” “That’s good,” he coughed and went back to watching his favorite t... Read full Story
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The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
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Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
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My Black Transsexual Goddess
Another day in the City of Ottawa, Ontario. Gosh I am bored. I walk through the corridors of the Carleton University library, yawning and stretching at the prospect of an all-nighter because my take-home midterm is due in the morning. As I make my way to my usual spot on the second floor, a wide-eye... Read full Story
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