Shemale Sissy In Chastity Porn Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Whitewash High Ch. 03

by EnglishTeacher on Sep 25, 2017
Interracial Love

The couple turned towards the woman at the classroom door. Fresh cum dripped off of Principal Weiss' face, cumdrunk lust still apparent on her face. "You two are lucky I'm the only one in the building," Michelle said, walking over, shaking her head at the mess. "How long have you two been fucking?" CRASH! Michelle slipped on a puddle of cum, falling on...

Secret Makes Him a Cuckold Bitch

by Subkoksukr4u on Jul 29, 2019
Fetish

Getting caught doing something kinky or sexual for some people is a turn on, for others it's humiliating. There's lots of different variations. Like when you get caught doing something with another person or get caught doing something by yourself. Anyway way you slice it, getting caught can be embarrassing to some degree. This story is about someone finding...

A Changed Man Ch. 1

by sub5000 on Sep 12, 2017
Fetish

Part One - Beginnings It had to happen one day I guess. I had such a collection of porn on my hard drive, that it was inevitable that one day my wife would stumble across it. It wouldn't have been so bad if it was average, everyday porn, but my collection consisted of more 'specialist' images. There were pictures of shemales with big hard cocks dressed in s...

Black Cuckolding Dreams

by Samuelx on Sep 11, 2017
Group Sex

Sometimes what you're looking for is closer than you think. Take my fiancé and I for example. My name is Stacey Walton and I'm a young Black woman living in Milton, Massachusetts. I studied business administration at Bay State College and earned my MBA at the University of Massachusetts at Amherst. Presently I work for a real estate company in Brighton. I me...

Letter From Hobson Bend

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I've enjoyed the letters I've read, and I wanted to tell you of my unique relationship with my dominant wife, Beatrix, "Trix" for short. I am Doctor Lionel Lithgow, author of 20 books... University professor of physics... And president of the biggest quantum physics research facility in the Western Hemisphere... But at home I'm just a...

XXX-Women Ch. 03

by scatwoman on Sep 14, 2017
Celebrities & Fan Fiction

NOTE: is you just wanna get to the nasty stuff, you can skip the marked-off section that deals with the background and set-up... * * * * * The Premise: XXX-Women After founding the original X-Men, Professor X was often found to be missing or believed to be dead or off on some secret mission he told no-one about. In truth, Professor X was training an enti...

Compromising Positions: A Fantasy

by GingerM on Sep 14, 2017
Fetish

This is a story born of a role-play exchange in the forums of a futanari-interest website, hence the credit to the other player. © 2010 Bishiebunny and GingerM Act 1 - A Fortuitous Meeting He wanted to visit Ireland, see the castles, the green hills, visit a pub and maybe explore his roots. She wanted Cancun, to hit the beaches and drink exotic drinks...

Bayonetta's Abuse Ch. 03

by ChainedToAKeyboard on Sep 13, 2017
BDSM

As anticipated, James will be spending the weekend at Jeanne's manor while Bayonetta is away on business. What pleasures and horrors await within? Bayonetta's Abuse III - Weekend At Jeanne's It was another bright spring day as James and Bayonetta made their way up the long walkway to Jeanne's estate. The compound was well fortified with a chain link fence...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...