Shemale Stories

1,331 results
Orientation
Length
Source
Infinite Scroll

Danielle Ch. 07

by sexgundam666 on Jun 18, 2019
Sci-Fi & Fantasy

"So, how's the, uh, problem?" Holly asked. She and Danielle sat on a bench in the local mall, bags beside them, stuffed with the latest in a line of soon to be useless clothes. A week had passed and she still grew, faster than ever it seemed. She grimaced at how her breasts bellowed over the cups of her old bra, swallowing them in the sensitive flesh. It was...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Danielle Ch. 03

by sexgundam666 on Mar 11, 2019
Sci-Fi & Fantasy

Why did so many people know about sex, yet she was blind to it? Danielle wondered the same thing again and again, more so now as she sat in the shadowed corner of a restaurant, a random woman atop her just as Holly and Bethany had been. A week had passed since her friend did this for the first time, but only a couple of days since she last did it. Yet, despi...

Genesis: Sucker Punched

by panther1282 on Sep 16, 2017
Sci-Fi & Fantasy

Chapter 1: Veronica "V" Stone V woke up after the blessing of the sun shining its light through the opened shades of the window. V did not need to go outside to tell how beautiful it is. To V it didn't matter if the clouds were dark grey, lightening lighting up the sky, or it would be pouring rain. Nature was beautiful. If only she could control it in he...

Results and Consequences

by Fred190666 on Oct 15, 2017
Transsexuals & Crossdressers

Notes from the author: Hi again everyone. First of all, I wish to thank those who encourage me to keep on writing. No matter how modest one claims to be, it is always gratifying to read such praise. Second, because I don't want to revisit a theme when I write, this is probably the last story where I will be able to draw upon personal experience or memories t...

Sugar & Spice

by AngelCherysse on Sep 16, 2017
Transsexuals & Crossdressers

This is my most difficult story to date; difficult to write, difficult to read. The sex is intense; the violence, more so. Most men will not have the patience to sit through it; it takes too long to get to "the good parts". Most women will not have the stomach for it; in places, it hits too close to home. I don't know whom that might leave as an audience, bu...

CYCLOPS

by Jonathan_Stone on Jul 16, 2019
Exhibitionist & Voyeur

[An Account from the PRISM Chronicles] Chapter 1 Darkness The darkness seemed to have a shape and a movement of its own. His thoughts were filled with a mix of fear that he would be waylaid by somebody and an excitement at the size of the payment he and the guard beside him would receive for their work tonight. In this part of the Port of Salvador, Brazi...

Compromised

by HorribleHenry on Jul 6, 2020
Transgender & Crossdressers

STORY OUTLINE/SYNOPSIS On holiday in Jamaica Sandy Armstrong's eyes lingered too long on three feminine items in a display window. By biometric means he was singled out as a possible sissy or the like, and the information sold to an international organisation. Sandy receives a surprise visitor at his flat in London, a shemale, who seduces him and he eventu...

Pam's Shemale Experience

by majicman21 on Sep 25, 2017
Transsexuals & Crossdressers

Pam stopped outside her hotel room, fresh off her morning run. She checked her watch, a banana grabbed from the continental breakfast in her other hand. 8:22. That gives me enough time to shower, call John, get dressed and get downstairs with time to spare. "Excuse me?" came a voice from down the hall. She turned to see a tall black woman, in a t-shirt a...

Revenge!

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Revenge! Or I Never Wanted This, but... Wow! By Mistress Tawny Suede ***** Chapter 1 Bobby Bradley knelt by the side of the road. He was mildly drunk and high from the first joint he had ever smoked. The cop leaned back against Elizabeth's sports car and took firm hold of Bobby's head. Bobby was afraid his blonde wig would come loose so he let his head...