Shemale Stories

I always wondered what it would be like to be with a girl with a dick. After spending years on the internet having internet sex, I finally found a black shemale. After hours of talking about how big her cock was and size double D tits, she finally agreed to meet with me for some fun.

We met at the local motel, porno in hand. In the room I put the porno in and we got down to business. As the moaning and slurping was playing on the porno we could not get it on fast enough. As I grabbed her hair she grabbed my crotch and started milking me like nobody ever had. I could feel my pants becoming wet with precum and my heart was racing. Almost like an animal, I pushed her ass on the bed and ripped off my pants.

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Post tags: black, domination, fucking, sex, shemale, Shemale Stories, stories

Here’s another real life story by Tony from NZ. He’s in love with a ladyboy from Thailand, she’s not only beautiful but also a succesful lady too! I wish you good luck, Tony 😉

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I prefer Ladyboys than girls and if that makes me a gay guy then so be it.
I live on my own in New Zealand and have a Ladyboy Friend in Thailand, whom I am very much in love with. We are planning to live together in Thailand within the next months.
My Ladyboy Friend is very Beautiful and SHE takes great pride in herself. She is a highly qualified person and is successful in per field of business.
I am extremely proud of her and proud to be seen with her anywhere at any time. To be honest I feel people are jealous of me having such a beautiful partner. She is Beautiful in so many different ways and I Love Her to bits.

Oh, by the way, I am successful in my business too, so it is not her money that attracts me to her.

Post tags: ladyboy, Shemale Stories

After calling the cleaning service, I really hoped that they would send some hot young cutie to tidy up my pad. When the doorbell rang, I dabbed the last bit of cologne on and headed for the door.

Upon opening the door, my heart sank. The most beautiful woman stood at my door in a French maid’s uniform. I was speechless; all I could do is focus on her breasts, which were just about to bust out of her uniform. In her hand she had a case which I assumed was cleaning supplies. I finally mustered enough balls to invite her in.

She walked in the door and looked around, this house is not dirty she exclaimed. I know but it needs to be tidied up and I like to watch as you fine young women shake your ass while you dust the fan. She giggled and said my name is Gigi, and I am at your service. I plopped down on the couch and Gigi went to work.

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Post tags: shemale, Shemale Stories, stories, tranny

I still remember my first time with a shemale. It was a tall thin blonde that came into the office of our law company one day. I knew she was an attorney of one of our clients and I thought her boss, and my friend, sent her to express gratitude for the very good deal we helped him to close.

As I stood up from my chair to welcome her she pushed me down back into my chair and came around while opening her trench coat. There was nothing on underneath the trench coat but there was some equipment that I was not accustomed to, a cock! I knew her before but I had no idea she was a shemale!

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Post tags: blowjob, dick, fucking, shemale, Shemale Stories, stories

After a jog in the park, I retired to a park bench to catch my breath. It wasn’t my breath that was caught though. This hot blonde with big tits run by and showed me her tits as she passed. My cock immediately rose to the occasion. I jumped up and ran after her. As she looked behind she yelled, catch me. Ok I thought, I can do that.

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Post tags: blowjob, dick, domination, fucking, shemale, Shemale Stories, stories

I know for sure many guys are fascinated about fucking a shemale in a car. Well, this is what the story is about. The guy rammed shemale ass at the drive in. Happy reading!

I pulled in with my radio up and saw the most beautiful girl walking right in front of my car. Her legs were long and brown and her short skirt swayed as she walked. As she walked by she looked my way and gave me a daring little smile. I knew right there she would be stroking me within 30 minutes. She stopped in front of my car and I just starred at her. All I could do is look at her tits and imagine her in bed.

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Post tags: fucking, sex, shemale, Shemale Stories, stories

This is another true life story from a guy who calls himself Foster. He thought he was a macho man, but then realized he’s turned on by shemales. How ironic 😉

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I was 19 when I first got with a T-girl. Back then i was the macho man, easy to call someone a faggot, or something similar. Then one day at a club i saw this gorgeous women. I couldn’t believe it. I was very surprised to see that she was generally being avoided. When i asked my friend he told me it’s because it was a man. I was sure he was kidding so i went over and talked to her.

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Post tags: blowjob, fucking, sex, shemale, Shemale Stories, tgirl

I always love it when our readers submit their own stories. It’s so much more enjoyable to read them knowing that it all has happened in real life. The story submitted today by Ben was not an exclusion. He wrote about his trip to Thailand and how he was desperate to find a shemale and finally found two on his last day there (and got dominated by them). I couldn’t help but get a hardon reading it. Enjoy!

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I took a trip to Thailand when i was 25. I told my friends I wanted to go alone so I could clear my head. The real reason was that I wanted so see some shemales.

When I first arrived I spent a day looking at every club I could find in search of a good Shemale. It was nearly a week and I couldn’t find any shemale, be it attractive or not. It was my last day and I decided to visit a hostel I had seen, but never though of visiting, as it was quite small. I didn’t think there would be a shemale, let alone another person in there. When I entered I was 3 beautiful girls sitting on some chairs. My first instinct was that I should just leave, as these 3 beauties can’t have dicks. In a frustrated matter I just yelled “Where can I find some god damn shemales?”

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Post tags: asian, domination, fucking, ladyboy, sex, shemale, Shemale Stories, stories, tranny

Another great story from our reader who didn’t even leave his name. He lost to a ladyboy in a wrestling match and she made him her slave. Not to say, he protested much…

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I have been a slave to a ladyboy in thailand. I challenged her to wrestling match to see who is dominant and she won and sat on top of me nearly naked with her cock hanging over my face, and proceded to taunt me, and made me suck her cock and submit to her.

Then she strapped a leash on me and told me how thais are dominant and wanted me to lick her feet clean. She says “you like licking a thai ladyboys feet?” and I did that for at least 20 minutes. (She also made me get on my knees and suck her cock while she taunted me). First time I sucked cock, or licked a shemales feet. She came in my mouth and held it there till i sucked it dry.

This is a story about the shemale adventure written by a girl. Not too many ladies fantasize about having sex with a shemale, even fewer of them actually get some. Well, Kimmi seems to be the lucky one of the few. Enjoy her story! It’s called “My Lesbian Shemale Adventure”

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My name’s Kimmi and I used to be a stripper. Guys liked me because of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts I danced at a place on Sunset Blvd in Hollywood. The stage was gorgeous, had a generous runway, and beautiful lights. I loved dancing there, and I loved working with all the fun people – especially the D.J. I also made friends with the boyfriends of one of the other strippers. The three of us used to hang out – and that’s where this story starts.

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Post tags: blonde, dick, jerk off, masturbation, shemale, Shemale Stories, stories, tgirl