Sissies Love Strap-ons Story Stories

287,796 results
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Infinite Scroll

Becoming a Sissy Maid & Slut Vol. 12

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Bonus chapter added to keep this story moving forward. I felt it should be told and enjoyed. ***** Chapter Twenty One: Sluts at a Party. Our Masters always looking at ways to get the word out about us three sissy sluts all to make sure we become looked for and hunted street walking sluts for sex starved and horny males leads them to putting us out in very...

From Her Ex-Boss to her Bitch Pt. 03

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

This story contains extreme fantasies of Fem Domme, watersports, cock sucking, forced bi, if these aspects are likely to upset you please do not read on. ***** Pete had been taken in by Rachel, encouraged along the way, with a little titillation and confessions of her bisexuality. For a married man he had admitted too much and allowed himself to be taken f...

Mistress Chantel, Tranny Dominatrix Ch. 02

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Two: A Day in the Life of Tranny Dominatrix Chantel Waking up into another morning where this transvestite dominatrix gets to dress up and enjoy her life of toying with sub men and sissies/crossdressers. Working hard to get my femme look down over the last couple of years prior to operating this Dominatrix business, I enter my very lady-like powder...

Zoey's Basement Transformation Pt. 02

by SissyStoryTime on Sep 11, 2017
Transsexuals & Crossdressers

"Stand up," the whip crack of Mia's voice caused Zoey to flinch, but she didn't move from where she kneeled. With a sigh, Mia grabbed the leash attached to her chastity cage and started to give it a firm pull. Zoey quickly found her motivation, legs scrambling beneath her to find purchase. In her haste she slipped, almost falling back down. "Slower," Mia sa...

Danni Ch. 02

by Coder3445 on Jan 20, 2020
Transgender & Crossdressers

This story starts where the last left off, read Danni to understand what is going on in this story. Of course all character are above the age of 18. The following story contain feminization and female domination. * Also another description Tara, Danni's Mother Unlike Danni Tara had tanned skin, she was five foot four inches tall. She had green eyes and...

Caught in a New Life Pt. 02

by Fibaro on Jun 15, 2020
Transgender & Crossdressers

(Hello everyone, here is part 2 of the story requested by one of my readers.) Chapter 3 While Monroe was having breakfast the next morning Lena passed by on her way out wearing a white body con designer dress with a black belt at the waist, black sheer pantyhose, a pair of white patent leather heels, big rounded sunglasses and a wide floppy white hat with...

Candy's Adventures

by tgirl_Mary on Jul 13, 2020
Transgender & Crossdressers

Strong transgender and incest themes. *** "Candy, come with me. This guy will pay us fifty bucks each to have sex with him in the bathroom," said my friend Jasmine who was shouting in my ear over the thumping beat of the dance music. It was a Friday night and we were out at Club Bumpers. Jasmine and I often went there just to dance and party but we got pic...

The Night is Still Young

by Copycat88 on Aug 18, 2017
Fetish

DISCLAIMER; This story is about femdom, sissies, and cuckoldry. If these topics don't appeal to you, move on. No need to read or comment. If this does appeal to you, ENJOY! ***** - THE NIGHT IS STILL YOUNG - Mike (Now known as the cock sucking slut Michelle) had just given his first official blow job and there was a look of contentment and serenity on his...

Sissy Shopping

by Candour on Sep 25, 2017
BDSM

My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year ol...

Becoming a Sissy Maid & Slut Vol. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Three: Sissies at Work, Sissies as Sluts at the Farm. 4:00am and the alarm clock goes off. We three sissies must wake and begin our day of long, hard labour of degrading sissy maid and sissy slut work. Off comes our sleeping lingerie and soon three naked with only our chastity devices dangling on our sissy dicks we must quickly and together s...