Shemale Cum Stories

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Shemale Takes Her Man

by standingstones on Sep 12, 2017
Transsexuals & Crossdressers

I had just moved into a new town and a new job. A buddy from work said I should go and check out this club. Tom said it got a little kinky sometimes but that I would enjoy it. I tried to ask him what he meant by 'kinky' but he just smiled and said for me to go some weekend. I didn't really know anyone so I figured it couldn't hurt. That Friday I got dressed...

A Shemale Vacation Ch. 01

by britneyfan on Sep 12, 2017
Transsexuals & Crossdressers

I was eighteen, naïve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was s...

Dark Life

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and she could hold her own against most of the other females out...

The Neighbour Who Had It All

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

Not my usual fare, if I have enough stories to be considered usual. Shemale, transsexual, chick with a dick, whatever you want to call it, it's here, so fair warning. I'd also consider it a bit of a romance story, though not a straightforward one. There's also some master/slave, not very much, it's more a hint of where their relationship will probably go i...

My First Shemale Sex

by available269 on Sep 26, 2017
Transsexuals & Crossdressers

I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I wa...

The Devil's Harem Outfit

by Miles63 on Sep 18, 2017
Transsexuals & Crossdressers

Author's Note: Hey guys, when I was finishing my last story I found a file with this story half finished and I thought, what the hell lets finish it. Now this is a very very dark story with strong erotic horror themes that some may not find pleasing. There is some strong incest thrown in too. If you are not into that this may not be the story for you. Other...

Sex Toys and Websites

by Equinella on Sep 14, 2017
Fetish

I didn't tell my girlfriend that I was moving out; just packed my stuff and disappeared while she was at work. There was no need to say anything. After weeks of sleeping on the couch she wasn't going to miss me. My new apartment was furnished so the move mostly involved traipsing boxes up the stairs and finding the right shelf, cupboard or drawer for their...

Snowfall Seduction

by pantywriter on Sep 14, 2017
Transsexuals & Crossdressers

Early in the semester, the professor of Modern European Literature asked everyone where they were from, and whether they would be going home over either Thanksgiving or Christmas. Evan was from Arizona and already knew that his parents were planning on spending Christmas abroad. But the timing had not worked out for him with the start of classes, so his pare...

Brazilian Shemale

by Thorsten007 on Dec 30, 2017
Transsexual

Rules: Needs to be a brazilian shemale with big tits, a fat cock and a nice round bubble butt! Feel free to continue and create new storylines.What's next? James Kingston Pablo What's next? James Kingston Pablo...

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Shemale Subway Sex

by Travel_by_day on Sep 13, 2017
Transsexuals & Crossdressers

I was out at a dance club with some friends on Saturday night. Clubbing isn't really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o'clock in the morning. I was having an awful time, and if I didn't leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to...