Gay Gender Swap Stories

800 results
Orientation
Length
Source
Infinite Scroll

A Bisexual Somali Prince

by Samuelx on Sep 16, 2017
Gay Male

Meet Rashid Ali, a young man living in the City of Ottawa, Ontario. Born in the City of Calgary, Alberta, to Somali Muslim immigrant parents, Rashid moved to Ottawa to study in the prestigious School of Journalism at Carleton University. Standing six feet two inches tall, broad-shouldered and handsome, Rashid is an excellent student in his program. His paren...

Pain & Pleasure

by alexcarr on Aug 18, 2017
Gay Male

I was simply enjoying Jason to the limit of our boundaries. We had known and discovered enough about each other to know our idiosyncrasies, and we both respected each other's diversities realizing that we don't both enjoy the same things. One has to adapt to maintain an ongoing relationship and sometimes, something you may not think is a turn -on and vice v...

Bishop takes Pawn Pt. 02

by Mr_Trickster64 on Mar 2, 2020
Gay Male

Hello all my beautiful and sexy fans. People seem to be enjoying the first part so here is Day 2 of my chess tournament / fun times with Hunter. This is 100% real. Time for some gay sex. Enjoy it! **************** I awoke to a nice feeling the following morning. The feeling of my dick going in and out of a warm crevasse. I glanced at the time (8:00 am) bef...

Winners and Losers Ch. 09

by bawdybloke on Sep 15, 2017
Gay Male

The premise of this story, is that after the match, the losing team provides sexual satisfaction to the winning side. Previous chapters are on Literotica. ***** I was certainly a little nervous about returning to work a few hours after sucking most of my colleagues in a hotel bedroom behind a gloryhole constructed from a vandalised hotel duvet. I had swal...

A Dude Loves Jude Ch. 02

by blondeallover_00 on Sep 15, 2017
Gay Male

Before the month of February was out, Tristan got the phone call he had been expecting almost impatiently. Jude spoke in a terse demanding tone. But it was good news for Tristan. "She's seen the pictures from our Valentine night tryst. She wants you to get your queer man buns over here ASAP so she can watch as I fuck you silly between them." He hung up befor...

Outed

by Bakeboss on Aug 18, 2017
Gay Male

I guess I've always known I was gay, I mean even as a child when we neighborhood kids would play 'doctor' I always wanted to give checkups to the boys not the girls. I also learned at an early age that it wasn't right for boys to play with other boy's privates. I grew up confused by my sexuality and lived a life of denial. Eventually I repressed my desires e...

Cock-Sucker: Obedience

by tristantrotsky on Aug 31, 2017
Gay Male

All characters featured in this tale are over Twenty Years of age. ***** I'm finding my way around my strange new world. A small-town boy, a runaway lost in the city, with only my older Gentleman friend to guide and educate me in the ways of sexual deviance, my patron, tutor and confidante. It is to him that I owe my awareness that an obedient and well-tra...

Straight Man who Admires Other Men's Butts

by Edwarlife on Aug 18, 2017
Gay Male

You may not know this from the tone of this essay, but I'm a straight man. A straight man who admires other men's butts. "Oh, sure," you may say, "another closet homosexual. Allow me to beg your pardon." Say what you will. I am straight, and I could write volumes about the beauty of the opposite sex. I love women foremost, but like many straight men, I fan...

One Man's Search Ch. 01

by Tarielen on Sep 14, 2017
Gay Male

-~*{One Man's Search}*~- A fan fiction based off JinkiesFarie's "The Femme In Me" series. Chapter 1 -- Fate Reggie lay on his bed in his nice apartment and gave a long sigh as he stared at the white ceiling. His night with Nic was enjoyable to be sure and her new boy toy's ass felt wonderful, but seeing those two together only helped remind him of the ho...

First Time With Another Man

by kamaladevan on Aug 18, 2017
Gay Male

My past three stories have been on various experiences I had as a young adult. All of them can be considered as taboos in other societies. My own society considers such activities as taboo too, yet a lot of that happens in our society because sexual relationships before marriage are considered highly improper. Naturally, horny young people have to find a cha...