Sissy Black Master Stories

210,474 results
Orientation
Length
Source
Infinite Scroll

My Wife and I Became Sluts Pt. 01

by mandiejune on May 22, 2018
Transsexuals & Crossdressers

My wife Carol was away for a week due to business conference. She was blonde 25 years old 5' 5" with very sexy body and 36C breasts and very sexy bum. We had been married for 3 years and had no children. I was called Tom and 28 years old and 5' 6" and thin. I was IT systems designer and worked from home. I was also a crossdresser that my wife and Mistress al...

AliExpress and Sissy Downfall Pt. 09

by His_fag_wife on Aug 20, 2018
Transsexuals & Crossdressers

Charlie stood wobbling slightly, on the 5 inch heels. Legs a little apart to accommodate the very substantial base of the Fenrir Dragon cock currently stretching her wide open, holding her buttocks apart and her asspussy wide open with the 2 1/2 inch diameter. She felt better now, shattered and tired but she was basking in the looks of approval from both her...

Thank You For My Life

by darklace on Sep 16, 2017
Transsexuals & Crossdressers

It was an unseasonably warm and sunny February day and so I didn't feel cold even though my legs were only covered by my black seamed stockings. Taking the keys out of my purse, I walked up the snowy steps to his house and let myself in. It was a lovely house, decorated with sports memorabilia and photos of him in faraway countries on his aid trips. He was a...

Master and Four Subs

by totk6432 on Apr 17, 2018
Fetish

This is a fantasy written by myself for fun. It contains spanking, humiliation and fetish; if this bothers you please seek other authors. All characters are 25 years old or older. ======= The rule is simple: I ring the doorbell and let myself into Master Daddy's house. Susan, my 25 year old personal assistant, is with me. She is in charge of me at work. Sh...

First Time Meeting Master Gene

by sissysubTiffany on May 29, 2018
Transsexuals & Crossdressers

First off a little about myself as I am bi having been with both sexes, but lately only men. I have always it seems to have been attracted to a male cock, but not to men as weird as that may sound. For awhile now I have been going to an XXX Theater Book Store in a town about 45 minutes from me hoping no one would know me there sucking cocks and getting mine...

Young Master Ch. 01

by smittysimon on Sep 11, 2017
Transsexuals & Crossdressers

It was supposed to be the best day of my life...and maybe it was, but definitely not in the way I planned. My 21st birthday...my first day as a man, as a true lord of the Manor...my first day as a Master. I was so nervous I threw up my lunch. Not very manly, I know, but just the thought of having my very own sissy to play with had me teetering between the...

Khan Market Sissy

by smalltownsissy on Dec 24, 2019
Transgender & Crossdressers

An English degree was all that Lijo had when he took a train from Kochi to New Delhi. He was promised a teaching assistant's job at a University in Delhi. Though he knew that he could barely survive on the salary of a mere 16,000 rupees, Lijo still went ahead as he somehow wanted to leave behind his conservative hometown in Kerala and experience a metro life...

Sissy Chantel, New Reality Ch. 03

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Three: More Fun and a Deeper Push into a Reality. [10:15pm] My phone rings, I look to see who is calling me and I see it is Master Camron. I dutifully answer the call, "Hello, Master, sissy Chantel at your service." "Hey sissy, I need you tomorrow morning, that will not be a problem I suppose?" He asks. I reply, "Oh no sir working afternoons or...

Shango's Hot Time in Philly

by dsoul on Sep 16, 2017
Interracial Love

The taxi deposited me in front of this quaint and simple suburban home. It was a hot Saturday, the sun was out in the sky with no prediction of rain for the next three days. I haven't been in Philadelphia before, but I was there on an assignment. Some bitch-ass white hubby whom I'd been communicating with online finally caught my attention and begged me to c...

AliExpress and Sissy Downfall Pt. 06

by His_fag_wife on Mar 6, 2018
Transsexuals & Crossdressers

"Ok, now you've been fed, back in the chair and Candice will get your make up done, so that you are as pretty as you can be when you return to your Mistress and Master." "Get all that mess cleaned off her face please Candice and start making her up to look pretty." "Yes Miss Bell." Charlie got back in the chair and Candice prepared to make her look as pre...