Sissy Bikini Stories

40,840 results
Orientation
Length
Source
Infinite Scroll

Nikki Goes to College Ch. 02

by Latexsissy69 on Sep 25, 2017
Transsexuals & Crossdressers

The next day, I awoke to the sounds of someone screaming, I didn't know what it was at first being disoriented. I looked around the room and quickly began to realize that I was still in Primington Academy. It hadn't been a bad dream. I saw my roommate, Missy, across the room sleeping still. She must have gotten used to the screams because she was still out l...

A Wife Comes Around Ch. 03

by pinkpanteez247 on Sep 11, 2017
Transsexuals & Crossdressers

Part 3. Sorry it took so long but life gets in the way sometimes. Also had to get the creative juices, along with some other juices, flowing again. I'll try to get into more detail (foreplay), instead of just right into the action. It makes for better reading. * As I sat there and watched, my panties were getting wetter and wetter and I decided to do some...

Her Obedient Slave

by HumiliatrixEnigma on Sep 17, 2017
Loving Wives

About a half an hour ago... My girlfriend, lately, had placed me under her direct control. I no longer had control over when, where or how I could cum. My testicles were full because I hadn't been drained in over a week. I had attempted to get my perfect girlfriend to drain me. She denied me telling me that I only got to cum when she felt like it. She wasn'...

Sarah was Naughty in the Sauna

by SarahCD on Jan 16, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some...

Discovering Amber Ch. 05

by Ms_Allison on Dec 24, 2018
Transgender & Crossdressers

Mistress notes: To say both amber and Jenn were surprised when Jenn entered my condo would be an understatement. I had given Jenn "some" warning as to what she might find, but she was expecting me to be dressed up for her not amber. Poor amber had the biggest crush and attraction toward Jenn as well, it was hard not to though, Jenn is gorgeous! It was time...

I Admit I Was Speeding

by Cute Little Thing on Sep 16, 2017
Transsexuals & Crossdressers

I admit that I was speeding, when the cop pulled me over. What can I say, I was rushing to get home. I get that way when I have panties and a bra on. But let me start at the beginning, because this is a long story. It was a Friday night and I had been saving up all my courage for a month, since my girlfriend had told me she would be going out of town for the...

Making of a Porn Queen Ch. 05

by Scribler on Sep 25, 2017
Transsexuals & Crossdressers

By Saturday I was excited about going out. It would be the first date I went on in a very long time. As a boy I only went on three dates with girls. With two of the dates I got lucky, with the other one I didn't. I was pretty sure I would get lucky that night but you never know. Seeing we were going out to dinner before the movie I decided on wearing a bur...

It's Another Family Tradition

by Canadagander on Sep 13, 2017
Loving Wives

Copyright © 2004. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - -- - - - - Writer’s Note: This piece is a sequel to the previous story of Sam and the Powell women entitled “It’s A Family Tradition.” If you haven’t already read that one, I recommend that...

My Sissification

by sissy171 on Jul 6, 2020
Transgender & Crossdressers

Chapter 1 Summer after High school I was a sexual submissive with my very first girlfriend, Mary Jean. Mary Jean had an aura of sexuality; sensual and seductive. All her summer clothes were tight and revealing, and I was drawn to her like a moth to flame. We hung out a lot, and sex was all I wanted to talk about. She implied that she wouldn't fuck me, b...

Jack and Jill Pt. 05: Thailand

by candyflosslover on Jul 13, 2020
Transgender & Crossdressers

The decision to move to Thailand was a big one, but Jill was glad that they had done it. Here they could live out all of their sexual fantasies in total freedom, without judgement or harassment. She had completed Jack's feminisation by insisting he had breast implants when they arrived, but that was months ago and they were all healed now. She loved to grab...