Sissy Party Stories

84,300 results
Orientation
Length
Source
Infinite Scroll

Mistress Marisa's Estate Pt. 11

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** The matron sits at the front of the room, gorgeous and tailored perfectly. She's wearing a tight short black dress and nee...

Truth or Dare Takes a Turn Pt. 02

by Cutiepie183 on Sep 14, 2020
Transgender & Crossdressers

Morning rises and I must have eventually fallen asleep during the night as I am awoken by a swift and stubborn kick to the stomach. "Rise and shine sissy boy, you've got a lot to do today" sprooked Luke as he looked down at my filthy curled up body. I peel myself off the hard cold concrete of the patio and instantly feel the pain of my cock being squeezed...

A Jamaican Vacation Ch. 04

by sissyashley4bbc on Dec 24, 2019
Transgender & Crossdressers

Rebecca studied me up and down. "What happened to you?" She asked. "I...uh...I..." Ty cut me off, "you look like you are in shock Rebecca. Let's fix you a drink and I'll explain everything to you." "Make it a double," she said as Ty started to make her a screwdriver. He handed her the drink, grabbed a joint, and ushered us outside. Rebecca sat down...

Snowbunnies

by tori_tgirl on Oct 12, 2017
Transsexuals & Crossdressers

I was finding it hard to concentrate on my picture... the creaking sounds from the box spring grew louder with each passing moment, making it harder and harder to keep my crayons inside the lines. I didn't have long to finish my coloring, maybe another minute or two but it was already the prettiest unicorn I'd colored yet, and surely they'd be happy. I strug...

The Dominatrix Order Pt. 02 Ch. 01 - Sissies

by Jwwsmith on Jan 22, 2019
Transgender & Crossdressers

THE DOMINATRIX ORDER: FEMDOM EROTICA 2 BOUND BY LAWS BY J.W. SMITH *** "All Women Are Created Equal" was inscribed on the bronze plated plaque on display in Representative Johanna Aletheia's office. It was the declaration put forth by The Founding Mothers of Femininus, of which Johanna's ancestor belonged to. Johanna was of the oldest lineage of Feminin...

Escapade

by Da_Vida on Sep 13, 2017
Transsexuals & Crossdressers

I'll never forget Homecoming this year. My boyfriend, Blake, came by my dorm to pick me up around 6 pm. He was in a very excited state and I could tell something was in the works. I asked him why he was so hyper and he told me that he was about to win the sex escapades, which was an annual challenge his fraternity put up each year to its members. There was a...

It Only Gets Better

by ElderDirt on Sep 14, 2017
Romance

Author's Note: This is a story about how a chance meeting led to a much younger woman becoming an intrinsic part of an older bachelor's life. Readers be warned that if you are looking for raunchy and frequent sex, you will be disappointed. The sex that follows is just the spice added to the meat and potatoes of the love story This is my first venture into...

Truth or Dare Takes a Turn Pt. 06

by Cutiepie183 on Nov 2, 2020
BDSM

I wake up in a small strange concrete room, still wearing the pink latex that Master Brent bought for me but this time without the hood or the gag. I look down and see masters foot on the concrete floor tapping. As I look further up I see his tall muscular body dressed in tight leather and the big smirk on his face as he says "well looks like our little bitc...

So Many Poles, So Many Holes!

by dirtyjoe69 on Aug 29, 2017
Group Sex

The room was dark and humid; all the bodies raised the temperature to that of a steam room. If one was to stand back from the group we would look like a pile of garter snakes coming out of hibernation. Limbs were everywhere, flailing and twisting in the throes of passion. I didn't even think it possible to have that many people on one bed. Five men and five...

Controlling Sissy Janice Pt. 01

by sissy_janice on Jul 6, 2020
Fetish

I was uncertain which category I should post this story under. I love the crossdressing stories most, and this would certainly fit there. But the main action really is about cuckolding, so I've put it in the Fetish section. *** I had thought that my wife was unaware of my crossdressing. Not only was I wrong but, as it turns out, I was the one unaware - -o...