Pegging Sissy Stories

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Bollywood mixed wrestling

by maverick11111 on Oct 13, 2016
Fetish

This is your first mixed wrestling experience. You have waited a long time to wrestle women. And you find yourself an opportunity to wrestle bollywood babes.What's next? Kareena Kapoor Kriti Sanon Deepika Padukone Priyanka Chopra katrina kaif What's next? Kareena Kapoor Kriti Sanon Deepika Padukone Priyanka Chopra katrina kaif...

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Few of My Ultra-Perverted Fantasies

by whiteboibbclicker on Sep 16, 2017
Transsexuals & Crossdressers

Hello, I am a white boi who's addicted to sissy porn and have a lot of wicked and perverted fantasies. In this list, I will enumerate some of them. I would ask the readers to name the one that they like the most in the comments section so I can write a story about it. Authors are more than welcome if they want to write about any of the themes mentioned here...

Pegging Surprise

by jane1179 on Sep 19, 2017
Fetish

Surprise pegging for my wonderful husband My hubby and I have been married for almost 5 years, No children yet, and we are both approaching 30 years old. We have been playing around with anal toys and a strap on for a little over a year now. I have a very rough and tough masculine husband, and never consider him a sissy in any way. Our pegging fun is stric...

Laboratory Fun

by Hypnoticus on Sep 26, 2017
Science Fiction

You stand on a street-corner in your home town. The sky is overcast and there's a rumble of thunder in the distance that reverberates off the buildings. You reach in your pocket and pull out enough cash to cover the cost of lunch, shove it into the hands of the street vendor, and begin to make your way back to the office. You would hate to be caught in yet a...

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Black Sissy For Black Dominatrix

by Samuelx on Sep 1, 2017
Group Sex

As a Black mistress, I totally love it when my Black male Sluts dress up for me. Gleefully I slid my strap-on dildo into Reginald/Slut Gina's ass while spanking him and cussing him out like the bitch he is. The big Black dude is now wearing a frilly pink dress, red panties, stockings, and a wig, and his ugly mug is well-made up. Transforming macho Black truc...

Begging for a Pegging Pt. 02

by Cirkle7 on Oct 12, 2020
Fetish

This story is dedicated to the muse who inspired it. I think she would most certainly enjoy taking the reins in the bedroom. In fact, I think she may have pleasured herself while she read the last story. Thanks again I'm speechless, but I love your dirty mind! All characters are above the age of eighteen, please this story may not be for you, but don't read...

Made to Obey Ch. 07

by madetoobey on Jul 10, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...

Sissified by My Sister

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I will never forget that night. The night I discovered how I truly am. My true self. Its an unforgivable night. And I never thought my little sister would be the one to help uncover this part of me. I was a young, average 19 year old, my sister and I were home from college for winter break. I had short, blond hair and my sister had brown hair cut about at h...

Mistress Training Guide

by Kerrysslave on Jan 1, 2019
How To

Slave Training basics Let me start by saying that I love my husband. Some people have a desire to submit, some have a desire to dominate. This is the way I trained Allen. People very quiet a bit. I will explain why I have these basic rules and steps. The most important thing is to be consistent. 1. Never let him know what your ultimate goal is. Never e...

Barbie's BBC Beginning

by jacki697 on Jun 9, 2020
Transgender & Crossdressers

I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...