Sissy Tim Stories

12,400 results
Orientation
Length
Source
Infinite Scroll

My Girlfriend's Sissy Roommate Ch. 06-07

by SEVERUSMAX on Jul 17, 2018
Transsexuals & Crossdressers

Chapter 6 "So, you're the famous, or infamous Jessica, then?" Larissa teased my wife as she stepped inside her house. "And you're ... Larissa, my husband's new mistress or girlfriend or whatever. Who is she? That woman! Wait ... is that ... Rain? My God, you look like a woman! So ladylike, so exquisitely feminine ... wearing a wig, makeup, and lingerie, to...

X-Change

by Noah_Peal on May 15, 2015
Miscellaneous

Pills Pink pills change males to females. Blue pills change females to males. Purple pills (X-Trans) change males or females into transgenders, can be combined with pink or blue. X-Change (Formula subject to change) Acquired from unlicensed "street" vendors. Changed (defective/in testing) formula. Cheapest. High pregnancy risk. Can lead to mental a...

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Football Buddy Ch. 03

by Shadowforce1 on Sep 24, 2019
Interracial Love

I couldn't believe my luck. First, I met someone that I thought would be the next big thing in my life, but that fell through very quickly. Even though we had what was probably the best sex life I had ever had, everything else was a disaster. I thought I had hit bottom again when opportunity knocked again, not with one woman but two, both of them were attrac...

Creating Ginger Ch. 09

by Ms_Allison on Aug 31, 2020
Transgender & Crossdressers

Author's note: This is a story of a loving, married couple who wanted to expand their boundaries. It involves crossdressing, gender play and their foray into dominance and submission. If these are not topics you are interested in, then please move along. ~~~~~~~~~~~~~~~~~ To say ginger was in hell would be an understatement, although it would be more accur...

Black Cuckolding In Montreal

by Samuelx on Sep 11, 2017
Interracial Love

Never say never, I guess that's what the moral of the story is. When my husband Benjamin "Benny" LaCroix told me that he wanted me to cuckold him, I think my jaw hit the floor. Benny is six-foot-one, lean and muscular, with dark brown skin, curly Black hair and lime-green eyes. My darling husband is biracial, born in the City of Montreal to a French Canadian...

Opening Him Up Ch. 08

by humbleboy on Sep 14, 2017
BDSM

A couple of days had passed since they boarded Rachel's ship and they had the gangbang. It was almost dinnertime and Amy was in C5 with her slave. He was tied up and gagged. Amy was in a comfortable dress sitting on a chair across from her slave pondering what things were going to happen to him. There was a knock at the door. It was the Captain. Amy yelled,...

For the Whored Ch. 058

by Thatawfulwowporno on Sep 15, 2017
Sci-Fi & Fantasy

"It all makes sense now!" "Come on, Tim. Leave off." Roger sighed. "Of course she can do any damned thing she damned well pleases; she's the daughter of one of the faction leaders." Gerald snorted. "Who disowned her thirty years ago over the death of Fandral's son?" "She ain't disowned now." Tim slammed his fist on the table. "I'm telling you, someon...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

You're Like a Little Boy at Times Ch. 01

by Myneed on Sep 13, 2017
Fetish

This is a femdom love story that will only make sense if the chapters are read in order. The characters don't seem to want to engage in safe sex, but in the real world we should. Enjoy. All characters are over 18 Chapter 1 One early Summer weekend, I was hanging out with Mel an Tim in their loft. I have lived in a loft myself, an old warehouse space by th...

Frustration of Small Cock

by jamtby on Oct 16, 2018
Anal

In 2001 I suffered from a severe medical condition which required extensive surgery. The procedure saved my life but removal of my prostrate, batter, and extensive nerve damage left me without a functioning sex ability. My cock and balls remained outwardly normal but not doing what they were supposed to do. Despite the little blue pill, which only gave me a...