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Nicole
This story is about my first time with a transgender. I had no previous experience with a transgender until 35. This happened on a Saturday morning when I was walking in the streets of Tokyo and I saw this foreigner woman and she seemed to be lost. As an English speaker and not knowing that she was ... Read full Story
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Melissa
I'm a Japanese in my early forties living in Japan and I met Melissa online about a year and a half ago when looking for someone to chat. She is a black, 6 feet 2 inches tall, around 160 pounds and therefore a slim and beautiful transgender girl in her mid twenties. From Brazil, she is very friendl... Read full Story
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College project surprise
So this story happened while I was still in college and remains without doubt, the craziest, most exciting experience of my life. So I the story begins one day when I walking to class. I went to a big university so my walk was quite long, and the first 1/3 was just through off our campus housin... Read full Story
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Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
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My First Time With Shemale In Pune
As I wrote in my other stories too that I am not new to shemales. But this is how my journey towards shemales started. I was all the time watching shemale porn on www.ashemaletube.com n was horny like hell. I always wanted to suck a shemale cock. I love shemale as they are best of both world. ... Read full Story
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The Fabulous Alessia Travestita
Alessia is a real transexual. Several of her porn videos are on this site. She collaborated with me in this story. Alessia is a natural blonde haired, brown eyed, mature fifty -five year old Transsexual woman from England. She is tall, very fit, stands 5'11," 36B-26-30 and a slender 133... Read full Story
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Aby my trans daughter
I am 50 and great shemale fan. I met Aby through PlanetRomio during covid lockdown. I was alone at home that time and i was searching for some good trans or shemale. So Aby so my profile and sent me message. I immediately replied. we exchanged our contacts and then shifted our chat to Whatsapp. ... Read full Story
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How I Became His Office Fucktoy
Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... Read full Story
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The Seductive Seed of a Tranny MILF
The Seductive Seed of a Tranny MILF SugarandSalt Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spo... Read full Story
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Fucked by Priscilla Gaucha
This black woman always drove me crazy, I always liked her photos and videos on the internet. Unfortunately, when I had the courage to face it, she moved out of state and ended up being left in the lurch. However, one night driving by, I came across her. She was beautiful, strong thighs, well made-... Read full Story
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My first shemale encounter
I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, and I had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So ... Read full Story
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The first shemale experience: Balls deep in ass
A guy from our forum that goes by nick BallsDeepInAss shares his first experience with a tgirl. Good for him for finally putting his cock balls deep in shemale ass! I recently had my first shemale experience. I met her on an online dating service, she was waiting for me at the door in a seethru d... Read full Story
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Philippines Shemale
I first met Claire in a video chat room a few months ago. I was looking through the directory of a popular webcam site and found her picture. The petite Asian was shown with her legs spread high above her head and her mouth around the tip of her ten inch penis. Her nickname was TSFantasy and I knew ... Read full Story
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Kinky Alexander And Our Hot Young Shemale Tube Movie!
Being different is not easy, and it can certainly be a rough ride. But I found my passion and I started making young shemale tube movies. It all started at a bar one night! I didn't want to get attached or have a serious relationship. I was alone and I haven't had sex in a long time, I was aching fo... Read full Story
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My Shemale Webcam Tubes Next Door Neighbor Rendezvous
Whenever I would feel down or lonely, I would go online, look for shemale webcam tubes and enjoy myself. I would always find someone interesting there that would satisfy my senses. That night something amazing happened. I came back home, all fired up, wanting to please myself, I went online and t... Read full Story
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Free Shemale Dating Site The Place Where I Want To Spend My Life
Browsing through all payed porn services left my wallet thin, so I went for free shemale dating site option. When my boss noticed that I was paying less attention to work and more attention to Shemales, he fired me without any notice. I was hit hard with the economic crisis - the bank sell my hou... Read full Story
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Me And Two Shemale Lovers
The ad in the local “underground” paper said “2 hot she-male lovers looking for inexperienced open-minded male for exciting new encounters….” It added a few brief descriptions etc. I thought to myself. “Why not, you’re open-minded and adventurous?” So... Read full Story
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Buffy the Shemale Vampire Slayer Part 2
Buffy waited until twilight, hiding out in her bedroom, as she tried to come to terms with the bizarre fate that had befallen her, thanks to the Feral demon's bite. It wasn't easy, psychologically, physically, or otherwise, to have gone to sleep a girl and to have awakened a hermaphrodite. She wasn'... Read full Story
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First Time With Shemale
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
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Adventures of Shemale Sandra Part 1
His name was Phillip. Or at least it had been. Honestly, he wasn't sure who he was; all he knew was that what he had done two years ago was what he thought was right. This was the lifestyle he wanted. It should be said that Phillip has always had strong female influences throughout his life. He a... Read full Story
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The Only Difference is the 'S'
I agreed to do the late shift because it suited me. My wife had run off with a neighbour, leaving me with a pile of bills to pay, and as a result all I was doing in the evenings was mooching about watching the television and seeing off cans of lager. So the chance to start work at four and finish at... Read full Story
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A Bit of a Kiss and Cuddle
This is a story about my first time with another man, so if that makes you uncomfortable, well, frankly, I don't care. Don't get me wrong, I wasn't under age or anything at the time, I was 20, but some people, for some reason, don't like that kind of thing. Personally, I find it hot as hell (N.B thi... Read full Story
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Barooms & Motels
Frankie pulled into the first motel he found, it was late and he had been driving all day. After checking in, he went to the room and tossed his suitcase on the desk and flopped on the bed. Frankie was on the road for one reason, he just left his wife of eight years and his kids, a son and a daughte... Read full Story
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Caitlin and Mistress Vicky
*Clack* *Clack* *Clack* The sound of my heels on the kitchen tile was distracting me right when I needed to focus. My wife, or Mistress Vicky as I'm to call her from now on, had left me quite a bit of chores to do today. I had just finished dusting and was getting ready to polish the kitchen floo... Read full Story
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Becoming Marie Chapter 2
After my encounter with Kevin at his office I knew that I wanted more. I had my own place and had started to build up a nice collection of lingerie which I would often wear while wanking to my slowly built up collection of porn. This was before the age of internet so it was sometimes hard to get por... Read full Story
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Female Performs Oral on Shemale
It was late in the evening and I decided I should take a quick shower and head out to do something while I had time from work. I turned off the porn movie I was watching and headed to the bathroom to shower. I quickly removed my clothes and jumped into the shower. I turned on the water and drifted i... Read full Story
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Transsexual Sisters Chapter 6
Part 6: A Party to Remember MICHELLE AND NICOLE MAKE A CAREER CHOICE After their tormentors were jailed, Michelle and Nicole felt relieved and happy for the first time in weeks. Whether from curiosity, respect or sympathy for their ordeal they became very popular around the USC campus. They we... Read full Story
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First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
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An Uncommon Summer Romance
It was my second-to-last week of summer vacation. I was lying on my back, legs wrapped around my hot new girlfriend’s slim hips. She was thrusting frantically in and out of me, her nipples thick pencil erasers grazing erotically against my chest. My breath was coming in spasms. My own cock was... Read full Story
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Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
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Riding Home With Strangers
The music was running, the booze was flowing through my veins and I was not ready to leave just yet. My ride had to leave early, because my driver's hours were up, and I didn't want to force him. I didn't think I would be having so much fun before I came here. I met a group down here who li... Read full Story
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1st time with Thai shemale
So after months of crosssdressing , camming and phone sex i finally decided to have a meet. I found a lovely Thai shemale on birchplace and went to see her in London. She was gorgeous and put me at ease straight away. After a few minutes of massage she started licking and sucking my nipples, then as... Read full Story
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Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
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Encounter with a dominant shemale
One night I was feeling really horny. I just came back from the gym and I wanted to release and relax. I then began my search for some fun on the personal ads section. I have always been into shemales especially verse aggressive ones. I found this one particular post about Asian bottoms. I was c... Read full Story
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A Close Encounter
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
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My weekend with Kelly part 9
My weekend with Kelly part 9 6/12/2013 I rolled off of Kelly, pulling her on top of me.She placed her head on my chest as my hands went down to her sweet tight ass. We layed like this for so long we actually fell asleep for about an hour or so. I was awakened to my cock being sucked... Read full Story
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Purple Kiss, part 3
Continued... As I reached out for Tiffany's hand, she snagged the towel I had wrapped around my waist and threw it to the floor, “no need for that, cumslut.” The group of women surrounding the doorway applauded once again then dispersed. Most of the women headed downstairs, but Janet, Kimb... Read full Story
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My sisters Tgurl friend Part Deux
Next day, after my incredible sex encounter with Christy , my sister let me know that her friend was a Tgurl. I acted like I was shocked. She told me that Christy was a friend from college and had breast implants and took some hormones to be more feminine, but she still had a dick. My sis told me th... Read full Story
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TS Fiorella in Frankfurt
Recently I was visiting Germany for a conference. I was staying in the city close to the train station and checked out the red light district nearby. Walking through the red light district is an experience, on every corner and many places in between there are multi storey brothels where you can wan... Read full Story
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first my fuckıng fuck me truck driver man
I was 17 years old when I fucked my ass for the first time. I was going to buy a ticket on the bus to go from Çankırı to Istanbul. Eniştem said, "Truck will come to the firm in the evening, will take a load, Istanbul will go to İkitelli, go with it, you will not give money and you will be a companio... Read full Story
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first my fuckıng fuck me truck driver man
I was 17 years old when I fucked my ass for the first time. I was going to buy a ticket on the bus to go from Çankırı to Istanbul. Eniştem said, "Truck will come to the firm in the evening, will take a load, Istanbul will go to İkitelli, go with it, you will not give money and you will be a companio... Read full Story
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So good fuck with me and my klients.
Hello, I am Francesca, and I offer company to couples and women. A few days ago, a couple hired me for two hours.The woman was fucking me with her strapon while I was stroking the man's cock. She was pushing her hard cock deeper and inside me, I could feel my ass dissolving more and more. I turn my ... Read full Story
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Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
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She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
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The Interview
The Interview By Sabrina G. Langton *** 'A crossdresser goes on an interview in lots of pink, of course she gets the job' 'Author's note, just a quick little story with some really graphic sex, and a little tiny moral. I hope YOU like it.' *** "Okay, sit, sit, let's get started. S... Read full Story
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Fake plastic bimbo barbie famally in public part 1
My name is lana foxx,i am a fake plastic bimbo barbie shemale whore. I grew up in a whore house with my stepfsister candy,because my mom was a whore then and here job was an escort whore. from a young age, me and candy were interested in naked men, women and sex!! We allways walked in the room wh... Read full Story
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First Time Having Sex With A Shemale
Ok let's begin so I was walking down the street going to the store one day I saw a woman and her daughter moving into a house they had some heavy boxes that they need help with. At first I thought she was white girl but when I got closer to them they we're Asian becuase i only saw the back and they ... Read full Story
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Dana becomes a woman
All her life, Dana had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Dana discovered her main... Read full Story
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My Hottest Shemale Tube Excursion With The Mechanic
My Hottest Shemale Tube Excursion With The Mechanic. As I was driving my car, I could see that my oil change light appeared. As a shemale, I do not like walking and I would never chance my car breaking down. It was time for me to take my automobile to the mechanic. As I pull into the driveway, I ... Read full Story
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Dance Contest
My name's Dan and I own The Glass Cat. The Glass Cat is a Female Impersonator club, although lately we're getting a lot of transsexuals, too. The club is pretty well-know, and and sometimes we get some big-name shemale porn stars in to do a show. Our biggest draw is Tuesday nights. Tuesday nigh... Read full Story
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Erin and the Shemale
Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras we... Read full Story
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A Couple And A Shemale Encounter
Not long ago I was sitting home alone on a Friday night with nothing much to do and feeling horny so I decided to go out. I showered, misted myself with my favorite perfume, put on a sexy black bra, rolled on a silky new pair of jet black sheer to waist pantyhose, slipped into a tight, very short, l... Read full Story
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Shemale Adventure
You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your stron... Read full Story
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Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
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Eden
"Hey Frank, where ya been? I need ta ask ya somethin' man." "I'm on vacation. Talk to Abbey. She's the boss until I get back. Ya better get used to it, because when I retire in a few months, she'll be taking over on a more permanent basis." "Retirement? You're only 29 years ... Read full Story
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A Night Full Of Dicks
I was on a trip to Frankfurt for some work. It was a week long trip with some colleagues. After finishing the official work, I had to go out from Frankfurt for a day & my colleagues were to get back to India. I finished my work in the other citi & came back to Frankfurt to stay the night. ... Read full Story
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