Sissy Prince Stories

14,095 results
Orientation
Length
Source
Infinite Scroll

Sparrows Caught and Caged

by nikisixx on Oct 6, 2020
Fetish

NOTE: This is a work of original fiction. All names, circumstances, or situations herein are purely fictional. They are not based upon either real people, governments, organizations, places, or real events. Should any parallels to real circumstances be drawn, historical or otherwise, they are purely coincidental. --------------------------------------------...

Sissy Auction

by davine on Sep 26, 2017
Transsexuals & Crossdressers

Authors note: this story is a fill in while I get over a block with the fifty shades part three. I also need to revise part two of sissy downfall as Literotica rightly pulled it due to excessive violence. I wish this story was autobiographical. It's not but has some elements of truth in it. I hope you enjoy reading it. I love feedback; even negative. All cha...

Afro Stress Relief Ch. 09

by llts1970 on Feb 3, 2020
Transgender & Crossdressers

After a hectic and traumatic weekend, it was Monday again, I was still in a state of shock after what had happened. I spent most of the day at my desk doing very little, and wondering if any of the loading bay crew had seen the photos of me kissing Drake's ass, but I thought they wouldn't recognize me, as I was fully made-up as a sissy in the picture, but I...

Separation Trial (Trial Separation)

by fetisha_44 on Sep 2, 2017
Fetish

We had been married about three years, when my wife and I decided that it just wasn't working. We agreed to a "Trial Separation" with the proviso that we could see others if we wished to, but somehow I didn't think that Gayle would do anything about it in a physical sense. I had always been a gentle lover, and she seemed like the quintessential "ice queen."...

The Goddess

by CastleDJK on Sep 14, 2017
BDSM

By Mistress Machiavelli as told to DJK The following is a parody of Machiavelli's "The Prince", the 16th century instruction guide for city-state rulers. It is also written as a submissive's fantasy. Upon this a question arises: whether it is better for the Goddess to be loved or to be feared? Of course the answer is that the Goddess must be both loved a...

Penis Shrinking from Chastity

by tinywhiteboi on Sep 19, 2017
BDSM

After losing my wife to her big dicked black lover I was pretty depressed. I knew that my 4 inch skinny penis was not big enough to satisfy any experienced women. Sure it was fine as a teenager fucking young girls, but in my mid thirties I figured pussy for me was likely to be rare. While reading pornography on the web I discovered stories about small penis...

A Sissy Saga Ch. 15

by Snurge on Sep 15, 2017
Novels and Novellas

A fine day, thick and hot making Miriam Hancock's face dewy with sweat. She gazed at the house. Was this the place? She checked the card in her hand. No mistake. It was an unimposing Edwardian terrace house in a street of equally unimposing houses, narrow fronted, three stories high, the windows heavily draped. She went up a set of steps to a porticoed door...

Band Mates of Self-Gratification

by Jake_Nosis on Sep 14, 2017
Erotic Couplings

The skinny talk show host with the tacky blue suit placed the album cover in front of the camera and told the audience when they could buy the band's music. The old man made an involuntary gesture with his lips, and then introduced Self-Gratification. The lights focused on the stage, and the band burst into a heavy combination of electric bass and resonatin...

Black on Black Cuckolding is Nice

by Samuelx on Apr 3, 2019
Group Sex

Don't believe the stereotypes, ladies and gentlemen. Black cuckolds do EXIST. My name is Jeanette Langlois and I'm a woman of Haitian and French Canadian descent living in the City of Gatineau, Quebec. My mother, Annabelle Jean was Haitian and my father, Roger Langlois was white, of French Canadian descent. I guess that technically makes me mixed but I alway...

Hubby Drop To Thy Knees! Ch. 07

by Ashesh9 on Sep 14, 2017
BDSM

Ch.7 So where do we go from here...???? But the Royal lass & Her commoner beau couldn't keep their hands &... er... various body parts off each other in following days, weeks... months. Johnny boy usually got erect in Her voluptuous presence but was circumspect enough not to dare to take Royal Virginity that might create a Royal scandal which would create p...