Trans On Sissy Stories

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Sissy Wants Her Wife's Boyfriend Ch. 02

by SissyArlene on Aug 21, 2018
Transsexuals & Crossdressers

I recently discovered that, just because I am a transitioning sissy husband, I don't have to be docile in the sex department. I am a transgender woman, and I've learned that trans-women have a lot more power over men than most people think. Most people think that trans-women are all submissive, and have no control over their sex life. I have learned diffe...

Sissy Girl Forever Pt. 01

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

The call from Mistress Andrea made my day. I hadn't seen her for over a week and was looking forward to playing with her & having my chastity finally removed. You should know that Mistress and I have known each other for many years and have I always enjoyed being her sissy sub. Lately she has been training me to be more feminine in appearance. I have been r...

Cocks are for boys

by Sissyhalo1 on May 12, 2020
Transgender & Crossdressers

It all changed my 3rd week of October in my first year here at college. I'd just started to settle in with the dorms and classes and started to have a social life. Well not really, with college so big I didn't matter so I wasn't unpopular enough to get tossed from the parties I went to with everyone else. I was just part of the crowd. Drink a few beers,...

Jackie Pt. 04: Alternative Ending

by Purple_Raihne on Sep 16, 2017
Transsexuals & Crossdressers

(This is a short one-off rewriting of Literotica Author Scribler's ending to his/her four part story Jackie, which in my opinion was horrifyingly mean-spirited, and completely destroyed for me the respect I had for him/her for writing Oasis In The Desert. In Part 4 of Jackie the author ended the story in a repugnant mean-spirited fashion that completely unde...

New Gurl in Town Pt. 01

by GavinIsaNuisance on Jul 6, 2020
Transgender & Crossdressers

This work is entirely fictitious. Any similarities to actual persons living or dead is purely coincidental and entirely unintentional. All characters portrayed in a naked/sexual nature are 18 and up. *** The city of Los Angeles, California. A place once regarded as the focal point for entertainment and movie stardom now reduced to an over-taxed, grimy, dru...

Girl's Night Pt. 12

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. - DB **************************** Fisher slumped in his seat as the last of their party climbed into the stretch Excursion limousine that was usherin...

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...

Holly's New Start

by Sissyhalo on Nov 26, 2017
Transsexuals & Crossdressers

I love Jamie so much it hurts. I mean there's a lot of things that would have people freaking out over this relationship of ours especially how I am and how we started. Jamie loves me despite my past. And like he really, really only has a sort of little picture of just how bad I was as Holt. Only he found reasons why Holt ended up so broken. No, no excu...

ESTIM Experiences Ch. 02

by jy55 on Sep 12, 2017
Toys & Masturbation

Since my first story, I have developed into a real estim freak. My daily pleasures are such that my body almost 'knows' that it is time. I generally masturbate every morning anyway, but estim is almost always the usual method. I have taken to looking at online porn the whole time as I stimulate myself for at least an hour daily. The sensations are so exqui...

From a Husband to a Dutiful Sissy Ch. 18

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Eighteen: A Honeymoon To Remember "Good Morning Hun." as I kiss Mikel, the morning after our most wonderful night. "Good Morning Chan." Mikel says as he plays with my hair. I say, "Last night was...well so wonderful, you made me feel like a woman." Mikel says, "You are a woman and last night was the best for me too babe." Mikel rolls out of bed,...