Man Sucked A Hairy Fem Sissy Stories

371,936 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Caught in Transition

by toontessa on Sep 16, 2017
Transsexuals & Crossdressers

My wife had left for work, leaving me alone in the midst of a layoff down at the plant. I was a little depressed; thirty four years old, uncertain job future. I wondered how housewives managed. I laughed bitterly, thinking that I was now like a housewife. Lying in bed, I rubbed my nipples, “I’m a housewife, look at my titties,” I said in a fem voice. It ac...

Black On Black Cuckolding : Hell

by Samuelx on Apr 3, 2019
Group Sex

Officially, we don't exist. That's what conventional wisdom tells us. If you were to type the words "Black Cuckolds" on Google, all you'd get are references to the standard-issue Cuckolding, which typically involves a big Black guy fucking a White woman while her husband or boyfriend, also White, watches. Nothing wrong with that if that's what moves you. My...

His Sissy Bitch Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

It started after a transvestite walked into the bar. Sounds like the start of a bad joke but it's not, we were in a party bar after work, me and my boss. My boss and I were having a drink after work; he was more than a little high. An obvious cross dressed man with several friends came in and sat at the bar. 'She' was very cutely dressed, stylish and sexy. M...

The Alpha Who Made Me a Sissy Ch. 01

by HB77 on Jul 31, 2019
Transgender & Crossdressers

So there I was again on all fours in his bed. My peach coloured thong panties pulled to the side, and my daddy behind me with one hand on my hip and the other Gripped onto the back of my red corset. Chad relentlessly filling my ass pussy with his gorgeous rock hard 8" as I moaned "oh daddy, oh daddy don't ever stop fucking me, I love you" over and over in my...

Sissy Construction Worker & Friend Ch. 02

by toontessa on Sep 2, 2017
Fetish

After the crazy fling with Todd, I began to live more and more like a woman. I was amazed at the way I would look at certain men and have an intense desire to suck them off, or my asshole would suddenly feel empty. And the way those clothes felt on me was incredible. How do women walk around dressed like that without having an orgasm every five minutes? I fe...

Down The Path Ch. 03

by gbr2004 on Sep 14, 2017
Fetish

This story involves gay sex and forced fem, not your thing, move to another story. * I haven't been able to concentrate all day, didn't get anything done. All I can think about is having to go back to the bookstore tonight. I don't know if I can do it but if I don't I'm not sure what he might do. Maybe he just won't contact me anymore and I really don't w...

Sometimes That's All You Need

by Hungry4aman on May 12, 2020
Erotic Couplings

This morning's headlines are not grabbing me. Typically, I wake up, fix coffee, and read the news. I am, typically, horny, and sex fantasies swirl through my mind like the steam swirling from my coffee. Like, how it feels to kiss and hug and grope a man's back and hips and ass and cock fully dressed. And how a man's ass can be so round and heavy with sex...

Down The Path Ch. 05

by gbr2004 on Sep 14, 2017
Fetish

This story involves dom sub/scenes, humiliation and forced fem. Not your thing, loots of other stories. * I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at...

Neighbors Sissy Son Ch. 02

by newfield1981 on Nov 21, 2017
Transsexuals & Crossdressers

This is a prequel to 'Neighbors sissy son'. It's a stand alone story but trust me it will be a better read if you've read the first chapter. ***** Looking back Charles remembered always being the smallest kid in the class. Even now at 18 years old he was still the smallest. When other boys were just starting to notice girls and their changing bodies, Ch...

Another Submissive Slut Ch. 07

by Stillherer on Sep 19, 2017
Transsexuals & Crossdressers

Getting ready to go anywhere was beginning to take more and more time. Cleaning myself properly just encase I encountered Ms Shawna or Mr Lennie during my excursions entailed various time consuming activities that a well presented sissy just couldn't ignore. I viewed my naked body in a full length mirror searching for flaws. I now kept myself smooth, hairles...