Shemale Stories

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Orientation
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Infinite Scroll

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Jay's Sex Club Adventures Ch. 11

by WhiskeyIsGood on Sep 12, 2017
Transsexuals & Crossdressers

A whole month had passed by since Lisa and Holly had moved into my apartment with me, and both girls were now definitely settled in. Things had gone a different route then we originally planned though, with Lisa moving into my bedroom and sleeping in the same bed with me, and then Holly took the room that was originally supposed to belong to Lisa. I wasn't...

How I Met My Shemale Pt. 03

by Eroticalover1968 on Sep 25, 2017
Transsexuals & Crossdressers

It was early in the morning after a satisfying sleep. The cadence of bird sounds gave way to the rise and fall of passing cars below. Check out time wasn't for hours, but deadlines always bothered me. Cheryl slept soundly. I wondered what mood she would wake up in after my misconduct of the night before. Lord, but she was beautiful. I was in love with eve...

Sex Zoo 2.2: Entry 04

by JMaxwell69 on Sep 13, 2017
Sci-Fi & Fantasy

I was walking down a bright white arc of corridor absent-mindedly fingering the scar on the back of my head. It had to have occurred since I arrived here, but my hair had been much longer and my memories of my past life were fuzzy. I was trying to recall whether it could have happened during that vaguely remembered period that I continued to think of as my r...

Dark Desires

by XtinaSmith2017 on Apr 2, 2018
Transsexuals & Crossdressers

A happy family had always been a little hard to come by in Sam's life. The relationship between his mom, Lucy, and dad for most of his life had always been strained and despite any efforts to hide the cracks from Sam as he grew up, he'd always sort of known. As it became harder and harder to hide the fact of it all from him, they had put less effort into t...

Tits Have Benefits Ch. 06

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

From some of the feedback I got it seems like people enjoyed Andrea's sexual adventures last time around, I did say that the wedding would be described in this chapter but wedding preparations take time so now the wedding won't happen till the next chapter. Also Andrea meets up with her sister whom she has not met for some time and another social taboo gets...

His Son's Teacher Ch. 04

by GillianCD on Sep 16, 2017
Transsexuals & Crossdressers

PART TWO: The Spring Break Getaway ~1~ Tiffany had Dave's cock buried in her mouth as he drove to Hayden Lake for a long weekend getaway. It was the Friday night before spring break and they were going for a long weekend at his cabin in Idaho. They were about an hour into the seven-hour drive to his lake cabin he had managed to keep in his divorce. She had...

Genie Chronicles - Make a Wish 04

by BebopJet on Sep 19, 2017
Sci-Fi & Fantasy

A big thanks goes to Joe Brolly for the original Genie Chronicles. As many people have done, I'm simply taking his original story format and giving it a twist. Fair warning, lesbian and futa (shemale) sex will feature heavily in this storyline. Thanks to Ultrafem, Stickymon, NinjaKitty, and Anasheya for drawing pictures that inspired these stories. * Vick...

Patrolman: is it She or He?

by Frenchman on Sep 14, 2017
Humor & Satire

(Only her hairdresser knows, unless you read the story!) I was working graveyard as a rookie cop in one of the smaller cities just outside of Los Angeles, California. Our little city was independent from that of L.A. County so we had our own school system, fire and police departments. I was born and raised here so by the time I became an officer, I knew a l...

Tom Greer, P.I.

by Grey Eagle 286 on Sep 16, 2017
Transsexuals & Crossdressers

I looked up as the door to my office opened. The girl who walked in was stunning. She was dressed in a shirtwaist dress that was perfect for her. She had on high heeled shoes and was really lovely to look at. "Mr. Tom Greer?" "Yes, I am Tom Greer. How may I help you? What is Your Name?" "My name is Samantha Douglas, Mr. Greer. A man told me you were the...