Sissy Bikini Stories

40,840 results
Orientation
Length
Source
Infinite Scroll

Sarah had to Wear Little Panties

by SarahCD on Dec 25, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, 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 grammatical mistakes. ------------------------------------------------------- It was Saturday morning and I decided to get my laundry done before going ou...

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

Sissy Boy Secretary Ch. 04

by Hotenuf4u on Sep 19, 2017
Fetish

Arriving at the office 15 minutes early, walking past three of the other secretaries, noticing them smiling and giggling when they glanced my way. Elaine must have told them of my secret desire to wear panties. Today's choice was the white lace thong pair, which felt good as they rubbed against me as I walked. Feeling my face turning red, I walked faster to...

Girl's Night Pt. 07

by DifferentBreed on Sep 14, 2017
Fetish

This a continuation from an earlier story. It contains fetish themes of forced feminization, public humiliation and other erotic themes that may not be to everyone's taste. If you enjoy these, please read on and leave comments as to how you'd like the story to evolve or what you like. Enjoy. - DB ***** Fisher slid across the passenger seat of his Jeep, man...

A Natural Sissy

by harv069 on Sep 12, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman turning a man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. More will be added if comments from readers justifies it. A Natural Sissy – Ch. 01 Stacy is a natural sissy. I knew it the f...

A Sissy's Uniform Pt. 01

by Deeznuts4pm on Sep 14, 2020
Transgender & Crossdressers

I suppose the best place to start here is what my life currently looks like. I'm a 25 year old chastity sissy maid that lives with my dom. I would tell you my name before I was a sissy, but there's little point, so the name we are going by here is Jessica. I've always had a skinny build, and this is well complemented by my dark brown hair, which after servin...

Lock And Key

by ksu328 on Sep 1, 2017
Fetish

As the first snow of the season started to fall on my small hometown, my sex life started to make a turn just like the seasons. Well, I guess since I've never really had a sex life besides jacking off my little pee-pee, you could say that my sexual freedom was changing. The little box (ironic that it came in such a small box) arrived on a Wednesday and as m...

Fukee Sukee Beach

by JamesMiehoff on Nov 19, 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...

Kimmy's Discovery Ch. 03

by Deviana on Sep 16, 2017
Transsexuals & Crossdressers

i heard the click of my .. of Dougie's high heels and it was like everything fell silent. i walked around the kitchen, around and around, wanting to hear that click, to have the sound so deep in my mind. i took one of the VS 120s and then a pretty pink lighter that was on a side table- i have to find one of these for me- and lit the tip, feeling the filter e...

Street Walking Sissy Boy!

by nancyvasquez on Sep 16, 2017
Anal

My black boyfriend, Jay, is from Puerto Rico. He brings me to the adult arcade every afternoon around 3 pm. The arcade is located in a large complex that houses a strip club, 2 adult arcades, a gay bathhouse, and a gay nightclub. Usually I'm wearing butt baring short shorts, a bikini top or halter top, and high heels. Once we pay the 5 bucks to get into the...