Free Xxx Sissy Caption Story Stories

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Loosening Up Bk. 01 Ch. 01-10

by SteveWallace on May 14, 2018
Group Sex

Book 1 -- Loosening Up: Initial Journey Chapter 1 -- A Crack In The Façade Alice sedately drove her seven-year old silver Honda Civic into the parking lot of the company she worked for -- Knightsbridge Manufacturing. She looked around, but only a few cars were present. Along the back side of the lot four cars were already parked in the spaces under the tre...

Journey of the Next Door Valentines

by GoneGray on Jan 29, 2020
Romance

This is my entry in the Valentine's Day 2020 Contest. So, Please Vote if you read the story. This is the story of a sad Japanese girl, who suddenly immigrates to the USA. She finds her valentine in the next door neighbor who changes her life, and he finds new value in his life because of her. Please accept that I did not research current immigration practi...

High School Dilemma Ch. 05

by LaurenWestley on Sep 15, 2017
Fetish

(Authoress's note: of course all disclaimers are still in place regarding characters etc. PLEASE DON'T READ THIS IS YOU HAVE AN AVERSION TO PEE SCENES AND EXTREME HUMILIATION. This is only a fantasy story XXX+. I only wish there is enough here to make each of you happy. To those who have given me constructive criticisms as well as those with praise thanks. L...

Luke Powers: Black Master Pt. 03

by scatwoman on Sep 16, 2017
Interracial Love

Brad's Ruined Honeymoon Starring: Brad Whitebread, Chastity Belle, Wesley Whitebread, Luke Powers and a special guest appearance by Mishi herself! (See the "XXX-Women" series, "Misadventures of Mishi" series and "The Perils of Greggie-Poo" for more Luke Powers & Mishi action!) Directed by Mishi. Most of you are familiar with Mishi favorite boytoy porno...

My Submission to a Real Man

by gbr2004 on Dec 28, 2017
BDSM

This is total fantasy and would never do many of the things I discuss. If not into really kinky play, humiliation, verbal abuse, and forced fem and strong discipline, please pass on this story. For all you other submissive boy and dominant men hope you like my fantasies. ***** MY SUBMISSION TO A REAL MAN It was our first actual meeting. We had emailed bac...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

Turned So Totally

by gbr2004 on Oct 8, 2019
BDSM

It was our first actual meeting. We had emailed back and forth about what we were both looking for and found we had similar interests. He wanted to take a straight acting guy, take his masculinity away and turn him into his submissive sissy bitch. That is what I had been thinking and fantasizing about continually but could I actually do it? From our email ex...

Innocence

by HunterShambles on Sep 16, 2017
Non-Erotic

The characters in this story are all over eighteen and the age of consent, sex if it happens is consensual. UK English is the rule: if the spellings Mum, arse or colour annoy you, don't go any further, for the rest of you enjoy. ***** "I swear I didn't let it happen, why can't you believe me?" My sister looked at me with genuine tears in her eyes, I backe...

My Cuckold History

by jj62 on Jul 18, 2018
Loving Wives

Hi to all I am a member of both a cuckold forum and a chastity forum where members have been able to read about the relationship my wife and I have enjoyed. I hope Literotica readers will welcome the same opportunity. I have unashamedly cut and pasted my story from the forum postings, where it has been up for quite a while. But since it is my own work then...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...