Sissy Bikini Stories

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Orientation
Length
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Infinite Scroll

Behavior Modification Institute Ch. 05

by NancyPan on Sep 12, 2017
Fetish

"I am so proud of you, Tom," Ms Jensen said warmly, approaching me and taking my hands in hers, "It will help you so much to accept this about yourself, Tom. We will help you turn the fantasy of being a sissy into the reality of sissy life. Ms. Panington will be pleased with this progress, and I am quite sure that Kelli will be pleased as well. Let's get you...

Sissy Nicky

by call_me_dana on Sep 2, 2017
Fetish

"Please don't make me open the door like this," Nicky begged to Angie. "Then you should have had your chores finished before I got home like I instructed. Don't keep Sonya waiting." Nicky slowly moved to the door as the bell rang again. Nicky could feel himself blushing as he opened the door. Sonya was standing on the porch and he could see the look of sho...

A Sissy's Sister Pt. 01

by Gemsissy on Sep 16, 2017
Fetish

My twin sister had a big role in how I became a sissy. I feel I've always been a sissy so she didn't make me a sissy but had a huge influence on how I embraced it. Our parents encouraged her to include me when she would play with her friends and I credit her with obeying with gusto. I was a regular, if unofficial, member of her girl group of friends. When we...

Inaugural Crossdress Sexfight Ch. 03.5

by danidhotcd on Sep 16, 2017
Transsexuals & Crossdressers

After losses to Tommi, Jaimie and Dani, it didn't take a genius to realize that I had become the defacto jobber of the Crossdressing Sexfight League (CXSFL). There wasn't a cock among them that hadn't been in my mouth or ass at some point and if we had kept standings, I would have been in dead last place. Unless I wanted to accept my jobber role within the l...

Basketball Crossdresser

by Cute Little Thing on Sep 14, 2017
Fetish

This story is about an athletic but small man who has fantasized about cross dressing from an early age. When his wife finds a strange number on the phone bill, she calls the number and has a conversation with his phone mistress. What follows contains blackmail, humiliation and of course - sex. If sex and crossdressing offend you, or if you are underage, ple...

Prankster Ch. 08

by Paris Waterman on Sep 15, 2017
Group Sex

Late the next afternoon, Tony met with Barely to set things up for that evening's session at Crazy's place. "You know," Barely said, "I came across something last night when I was editing the tapes." "What was that?" Tony asked. "It's best I show you, then you tell me if you want it back in. It was me, I'd keep it out. I just don't feel comfortable with...

Sissy Fluffs an Orgy

by yvetteinpanties on Sep 25, 2018
Transsexuals & Crossdressers

For years, I would seek out a new sex partner every six months or so. However, over the last year, I have become insatiable for cock. My male sex drive leaves me wanting it all the time, and, as a sissy, I don't need an erection to have a good time anymore. I can be a sissy slut whenever the opportunity arrives. Last night I found a new group on a social n...

The Vacation from Hell Pt. 02

by JamesMiehoff on Dec 11, 2018
Erotic Couplings

Copyright (c) 2018 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. --------- This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on sex that...

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

Playing the Part

by Sissysdream on Jan 20, 2020
Transgender & Crossdressers

All people in this story are above 18 or older. This is just a fast story I wrote and don't know if I will do any more on this story. *** My name is Tommy, but these days I go by Tammy. A few weeks ago, I was turned out by my high school bully during summer break and now I am a happy cum drinking sissy. I know I'm getting a bit ahead of myself here so let...