Sissy Test Stories

46,770 results
Orientation
Length
Source
Infinite Scroll

The Cock Clock Ch. 04

by HarveyMarcus on Sep 26, 2017
Erotic Couplings

WARNING: The following story is for the entertainment of ADULTS ONLY, and contains descriptions of explicit sex. If you are not an adult, or reading sex stories upset you, or you are offended by subjects of a sexual nature - do not read any further! This story is for entertainment only. It contains adult oriented material. This is a work of fiction. The a...

The Wedding Ch. 05

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

(Patti Cake part 3) Chapter 5 -- Femdom, Fucking and Femininity... At the end of our time spent with Ms. Walsh, I was left with a lot of questions and I wasn't sure how to deal or cope with any of it... But one thing was for certain, I was starting to see more of the old Patti bubbling back to the surface, being direct and without compromise... The whole d...

The Descent Ch. 03 - The Show

by pantywriter on Sep 28, 2020
Transgender & Crossdressers

She jarred me awake, destroying arguably the best slumber I had ever had. "Wh-what?" I managed. "Darling, you must get up, it's five AM and I have no wish for you to see me like this, yet," she softened her words. I blinked and rubbed my face with the palm of my hands. Sitting up still wearing incredibly sexy lingerie nearly made my clitty rise, but her...

Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by...

Mistress Chronicles Ch. 02

by MistressMtoyou on Sep 25, 2017
Fetish

2 – Hurry Background/update In my last story, my new subject Muffin and I had our first live session. He is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professes to be most interested in being gradually transformed into a sissy maid and forced to serve in variou...

Moving To Louisiana Ch. 3

by eeric on Sep 14, 2017
Interracial Love

If you have the time you can e-mail me at the email address in my profile and tell me what you thought. * * * * * Over the past weeks Helen has become more open about her love for black men. She has been out to clubs and danced with both Ty and James, although never with both of them together. Then she has had me lick and suck her pussy when she gets home...

The Dominatrix

by magicrub on Sep 17, 2017
BDSM

The dominatrix looked stunning standing there before him. "Out of your clothes bitch!" she demanded. "You know what your purpose is here." He undressed as fast as he could, nearly tearing his clothes off. "On your knees slave!" she demanded as soon as his clothes were removed. "I gave you no permission to stand before me." She circled him, eyeing him as s...

Mom's Big Black Hobby Ch. 07

by MiddleKoala on Jul 13, 2020
Transgender & Crossdressers

This story has with homoerotic themes. If you are offended by such, do not read. This level of depravity is not to be taken lightly and the deeper down the rabbit hole you go the more you will find that may offend you. You have been warned! All characters in this story are over the age of 18. The entire story is fiction as are all characters. Any likeness a...

Young Sissy Ch. 03

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pur...

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...