Free Stories

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First time with ladyboy / bottom
Hi everyone! now it is my turn to share my experience in Thailand. We were on a Christmas vacation on an island, and I didn’t even know ladyboy existed then. At a Christmas beach party I chatted and danced with a woman and we ended up in my bungalow. We kissed a lot and I knew that now I was g... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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My second time with ladyboy Nan
If you like the idea of a girl going at it with a ladyboy and follow the ladyboy stories section of our blog for some time, you should remember the story about Thai ladyboy Nan that our reader Julia wrote. Well, this is her second report and I hope you enjoy it as much as the first one. This time... Read full Story
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Soo, my ladyboy friend in Bangkok
This shemale story is not your usual one as it's written by a lesbian girl Jamie and it involves a very sensual description of sex with an Asian ladyboy. Enjoy reading! Well as an openly gay Lesbian woman (submissive as I say) a long way indeed. My friend in Bangkok, Soo is a beautiful, articula... Read full Story
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Fucked and sucked by a ladyboy
Our reader Maxie wants to share what it is like to be fucked up bottom by a ladyboy and getting a blowjob from her at the same time. Seems very exciting, what do you think? ;) On a recent visit to Thailand I went further than I ever thought I would. I picked up a "young lady" Bangkok wh... Read full Story
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Ladyboy Loves Up The Midwest
When Jasmine, a Thai ladyboy, moved into a small town in Iowa the locals didn't know what had hit them. She was instantly the talk of the town; initially for being so different and exotic but once she opened her club her reputation spread right across the county and state line. It was only a real... Read full Story
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Thai Ladyboy goddes in Tokyo and a cheap love hotel
This is a real account of my meeting last week with a beautiful Thai ladyboy working at a flashy show at a night club in Tokyo. Written as a not to her. Hope you like it. You sexy ladyboy goddess, I must say you have the most beautiful body. When we first started drinking wine and talking ... Read full Story
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Becoming Aphrodite
My wife and I have been married for 10 years. She is a beautiful brunette of 5'8" and 120 pounds. With her long hair and her cute and innocent face, she looks a lot like the porn star Cheyenne Silver. I would dare to say she's even prettier: her extraordinary green eyes are totally unforgettabl... Read full Story
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My First Ladyboy
I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers. This particular Friday we were in the usual place chatting and having a nice relaxing time. When she walked in. Taller t... Read full Story
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True story about a ladyboy first timer fucking her customer's as
Those of You that dream about having a beautiful Asian ladyboy fuck your ass will certainly love this naughty story posted by our reader Tommy where he got his asshole violated by a cute ladyboy. Did I mention that she was a first timer and Tommy was her first customer? Hi, me again with anothe... Read full Story
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Cum is a Cross-Dresser New Drink
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
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Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
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Ladyboy surprise in Bankgkok
A few years ago I went to Thailand for the first time, my first stop was the bustling city of Bangkok. I had heard stories about the nightlife, the girls and the tourists. The country had never appealed to me that much but through a twist of fate I ended up visiting the city of sin for a couple of d... Read full Story
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Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... Read full Story
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Beautiful ladyboy Natalie
Feasting comes after fasting. What's with you guys, it's been over a month that i haven't seen any new shemale stories from you, and now i'm getting them every day. Which is good of course. ;) Here's a shemale story from Tommy about his long-standing shemale fantasy finally fulfilled. I'd had she... Read full Story
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Ladyboy Lust
I had been watching ts porn and thinking about visiting an escort for a while, when I found myself working in London and actually got the oportunity. I had been checking out the London Eros guide on the internet and had called several tgirls when I came across Seri Atika's profile. I called he... Read full Story
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My First Ladyboy Adventure
I had been watching ts porn and thinking about visiting an escort for a while, when I found myself working in London and actually got the oportunity. I had been checking out the London Eros guide on the internet and had called several tgirls when I came across Seri Atika's profile. I called he... Read full Story
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Well endowed ladyboy Yoko
Here's the second part of the story posted by our reader Tommy, and i'll tell you what, it's even hotter than the first one! I went back to Casanova some months later, hoping to see that well endowed ladyboy. She was dancing on stage - we made eye contact, she hopped down straightaway and we kiss... Read full Story
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Ladyboy Surprise - Part 2
My jaw hit the floor. Between the legs of these to beautiful girls were 6 inch cocks! I was stunned. Here I am standing naked in a shower with a raging hard on with what I thought were two gorgeous women, and they turn out to have dicks! I didn't know whether to shit or go blind! One of the ladyboys... Read full Story
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Afternoon Delight Chapter 2
The week was very busy getting ready for the party. All of Auntie's staff was invited, plus several students and professors that I didn't know. Well, this presented me with a small problem: Not all of them knew I was transsexual. I asked Auntie if I could wear a wrap skirt in order not to freak anyb... Read full Story
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First time with a cute ladyboy
It had been a long week at work. So I decided to go to the Sound Factory for a drink and maybe get lucky with the ladies. As soon as I got to the bar, I spotted a beautiful asian lady wearing leggings with pantyhose and a sexy little top. She offered to buy me a drink, who am I to refuse. So we had... Read full Story
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ladyboy Yaqi
After graduating, she began to wear women's clothing to work all day for a month. After Yaqi went to work in this company, she had to wear tight dresses and stockings and high heels every day. After a long time, she also got used to the close-fitting feeling of wearing pantyhose. More importantl... Read full Story
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A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
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Ladyboy Switch Story
I am messed up with how I feel about this. I still love looking at women. I love tits and arse. I like the soft feel of women – kissing them and feeling their bodies. I don’t look at men in public and get turned on – men with clothes on do nothing for me. Put me somewhere that I can see those same m... Read full Story
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James's Cum Slut Part 2
It had been a day or two since James had turned me and it had left me craving more! We whiled away the days larking around and being fools, then one morning after I’d had a shower, James had swapped my rooms, from the spare room to his sister’s. He said that most of her stuff would fit and winked, l... Read full Story
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Jamess Cum Slut part 3
James decided it was time to take me into town for something special. He’d said he’d ordered a few things in and wanted to get me something really nice for a surprise this evening, seen as I’d been such a good girl. I dressed up pretty casually, leggings, a plain red pantie and bra set and and cute ... Read full Story
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Last night I drank my own cum
Once upon a time... There was a regular boy, who was always fascinated by women, but one day (casually) discovered the dirty and horny world of the "third way" of sex, the fantastic shemale-ladyboy-tranny universe, and it was like a shock for him, a very sweet shock, he never believed o... Read full Story
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James's Cum Slut Part 4; Back to Boarding School
It was back to school time and I was back in the boarding house with James. We hadn’t seen each other all summer and were eager to relight the fire. But it was going to be hard. While we shared a dorm together, it would be hard maintaining the privacy. We had both packed items from my secondary ward... Read full Story
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Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
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Becoming Alanna Part 1
My name is Alanna Monroe and i am currently a college bound 17 year old senior at St. Anne's school for girls in Middletown Conn. I was once Alex Monroe, but after one fateful day four years ago, I became Alanna. Being a proper “lady”, i have all of the assets of my classmates...well tha... Read full Story
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Naples
I had been at sea about a month when my ship pulled into Naples, Italy. The only action I had seen had been slipping away to my hiding place on the ship to jack my dick on a regular basis. I was ready to find some Italian pussy. I was slim about 6' with blonde hair and a fat 7" cock that ... Read full Story
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HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
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HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
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A Ski Bunny is Born
AQToday I am a fully-fledged she-male, living with my girl friend Kim, who, to me, is the most beautiful girl in the world. We live as sisters to the outside world, but we are in fact passionate lovers. This whole true story started some 5 years ago, let us tell it to you. At that time I was a si... Read full Story
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A Ski Bunny is Born Chapter 3
Kim and I are thrilled that so many people are enjoying reading about our adventures. We have received so many really nice e-mails from lots of lovely people, its good to know you girls and guys out there are enjoying them! We had promised each other a trip to Europe but hadn't really made any fi... Read full Story
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Teen Sissy getting ready to give herself to daddy for xmas
Hey Im Rosie and im 22 from the UK im a aspiring sissy slut and i have been getting myself getting my whole body smooth ready for my daddy ready for my daddy for xmas / new years i have found out he has been watching ts / ladyboy porn for a while now and i have allays wanted to become his sissy slut... Read full Story
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Becoming Alanna Part 2
Walking into room number one, she told me kindly to strip nude and climb into the chair. I did as I was told and hopped in to the chair. I fit my feet and legs into the stirrups and she spread them apart exposing my cock balls and asshole. She looked me up and down and smiled "not much work wit... Read full Story
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Seattle Weekend Part 2
I awakened to the smell of coffee and this beautiful silhouette of a girl standing at the window watching sunrise. I could see through her lingerie the beautiful breast and nipples, and the silhouette of her TG butt which was so sexy looking I was getting hard. I joined Gwen at the window wrapping m... Read full Story
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Florida TG Experience
I had known Jan from High School, we always had an attraction for each other but were dating someone else or married at the time. Jan had actually married a friend of mine and I was envious of course. She at that time had sandy blonde hair, and a body to die for. One evening we had them over for dr... Read full Story
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A hole new world unfolding before my eyes.
When i was still a little boy, i was always surrounded by women, i was raised mostly by them, so i always was in touch with that feminine side of mine. In addition my sexual desires and cravings developed actually kinda fast. I remember loving the feeling of watching my mom's wardrobe specially her ... Read full Story
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Mongoose Hunting and the Dark Car
After my first sexual experience with a trans girl in school (Check out Biology of Music), it was a long time before anything else got me that horny again. Which is obviously understandable given how ridiculous that whole event was. This time instead of a trans girl cumming hot jizz into my mouth af... Read full Story
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HypnoSissy Partie 2
DEVENIR CUM SLUT Une fois habillé et James parti, Rose demanda: "Vous êtes-vous amusé?" Je hochai la tête. "Oui, bien que je me sente un peu gay." Rose secoua la tête. "Brian," gay "est juste un mot, comme" lesbienne ", ou" faggot "ou" gouine ". J'ai mangé la chatte et demandé aux filles... Read full Story
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My First Ladyboy
I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers.. This particular Friday we were in the usual place chatting and having a nice relaxing time......when she walked in....t... Read full Story
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Giving Away Virginia Holton
Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... 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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How do you do it?
this is just a quick little story. or really a question i could say. at first trannys were a complete joke for me. my friend tricked me into watching the porn cause the guy looked like a girl and bam when i saw the penis i turned the video off. I couldnt stop thinking about it to the point where ... Read full Story
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A pervy uncle invited me to his house at 10 PM..!
It's been 8-10 years now, I had this amazing experience. I was standing at the bus stop in my area/street(my daily routine), one uncle was watching me but I ignored eye contact as I feel awkward the way he was looking at me because I act straight in public and I felt that he's seen my girly ... Read full Story
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LE CONTRAT DE MARGOT
Madame Margot Elizabeth Stott était l'objet de mes désirs, des désirs très secrets ; désire que je n'aie jamais eu l'intention de la laisser - ou qui que ce soit d'autre - le découvrir. Mme Margot Elizabeth Stott avait, au moment où je l'ai connue pour la première fois, environ 45 ans, peut-être ... Read full Story
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FAIT POUR OBÉIR ⚧️ ⚧️
Mettons les choses au clair. Je ne suis pas gay, pas une poule mouillée ou un pédé, je suis un hétérosexuel normal de 30 ans, d'accord ! Alors pourquoi vous demandez vous si j'écris ceci vêtue d'une robe bleu foncé, de bas noirs avec porte-jarretelles, d'une culotte bleu clair avec un motif à pois b... Read full Story
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Becoming addicted to her she-cock
"I'm going to make you a very happy woman tonight when I slowly but firmly slide my long, thick, hard she-cock all the way up your tight virgin ass tonight baby" Alma whispered in my ear as we left the bar I had ?mistakenly? stumbled into. I shuddered with both fear & a bit excitement. I don't why ... Read full Story
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The Babysitter Chapter Two
Over the next few weeks, I could hardly think of anything but the idea of wearing girly clothes and how sexy it would feel. Every house I babysat at now, I would not just go through the underwear, I would dress up in it. I began to build up quite a collection of soiled panties stolen from the women ... Read full Story
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A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
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Casino Girl
I had been working as a casino dealer for several years and would occasionally meet some very attractive women and chat. Asian women have always been attractive to me, whether the exotic appearance or maybe because my Mom was Pacific Islander, and a lot of people thought I was Asian. Mia was a bit... Read full Story
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Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
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MISTRESS'S TERROR
The night had ended EXTREMELY PLEASUREABLE with BILLY, RYAN & PETER in a literal BANG and I was HAPPY. BITCH I was going to ask to be my wife as LESBIAN LOVERS. We were perfect together, Aunt Susie had groomed me into a SHEMALE DOMINATRIX and BITCH became my SUBMISSIVE. From the early days when I wa... Read full Story