Gay Gender Role Reversal Stories

2,468 results
Orientation
Length
Source
Infinite Scroll

Bully to Bitch

by Emily_sweetness on Jul 3, 2019
Gay Male

You know the phrase: 'Karma's a bitch'? Well, I didn't believe it until only recently, although I didn't think it would take me 10 years for me to learn that lesson, the hard way. The name is Josh, let's start from the beginning. 2008 15 years old and still living in the innocent world of secondary school, I was the top of the food chain. Having gone throu...

Nine Inches of Trouble in Lake City

by Louis4th on Aug 30, 2017
Gay Male

Note: Based on an actual experience, but somewhat embellished by author. * It was dark in the theater, and as I watched the sexy action on the screen, my 18-year-old, country-raised dick got hard as a rock. I was sitting, as alone as I could get, in an XXX-rated theater in the mysterious big city - in town for a day while my parents thought I had driven to...

The C&s Club Pt. 04

by yukonnights on Oct 19, 2020
Gay Male

We both sleep late, when I finally come back to life the first thing I'm fully aware of is Shannon's warm body snuggled close to mine. The night was cool and the open window makes snuggling even nicer. I lay there, not wanting to lose this experience of waking up to such soft warmth next to me. As my thoughts drift, last night replays in my mind — he actuall...

Another First Time Ch. 03

by sr71plt on Aug 18, 2017
Gay Male

The flight from Birmingham to Vienna wasn't full—at least business class wasn't. Trent had been told to avoid any of the London airports in proceeding to his next assignment and that had paid off in terms of how crowded the flight was. This had at least one other benefit as well. A cute little flight attendant, looking much the same as Trent—passing at firs...

Diary of a Cock Sucker Ch. 05

by Bicyclist on Sep 14, 2017
Gay Male

In which our hero does new math. A few weeks since my visit to the video shop. It took a week or so for my poor mouth and jaw to fully recover from the pummeling I received. This led to an often considered subject of the physical relations between men and women. Companion two made clear that he wanted to fuck me. Although my principal interest, and the rea...

My First Threesome Ch. 01

by Cyanlot on Sep 25, 2017
Gay Male

[This is in the category of "Gay Male" out or deference to those fragile souls on Literotica who are threatened by any tales that involve man-on-man sex and, to avoid challenging their fragile masculinity, want those stories in the "Gay Male" category. Those looking for true gay male sex stories may be disappointed. In fact, this is a love story between a ma...

Living a Dream

by HerLittlePiggy on Dec 25, 2019
Gay Male

My wife leaned back on the overstuffed chair. Her pretty green eyes were glazed with lust and she had a hungry expression on her beautiful face. We had been married for over three years and together for six. She sighed deeply as her fingers glided across the slick wet folds of her excited pussy. I had never seen her so excited. Not even the first time we had...

Changing My Views

by HerLittlePiggy on Aug 22, 2017
Gay Male

"Oh god," I groaned deep and low as I knelt ass up with my face buried in the pillows at the head of his bed. A searing pain shot through my ass as he sank his big latex wrapped cock balls deep inside me. I had never been with another man sexually before and quite honestly I had never considered it a possibility. I was raised in a conservative christian home...

Everyone Knows But Them Ch. 02

by les_sammy_0211 on Aug 18, 2017
Gay Male

Well, after much thought, I decided that I'd actually finish this story. I wasn't going to after the feedback I received on part 1, but as a writer, I could not leave the story unfinished. So after completing this series, it will be my final entry/attempt into the M/M world. Good reading to all of you. S.J. ~*~*~*~*~*~*~*~*~*~*~ When Saturday rolled aroun...

An Unusual Ending to a Holiday

by Sean943 on Dec 24, 2019
Gay Male

This was my first time on a solo holiday; I joined a large 65ft charter yacht that was berthed in a marina in Plymouth, for a two week holiday sailing to France and back via the Isles of Scilly. This holiday had an unusual ending; I think. On arrival in Plymouth I met the skipper of the yacht; he looked the typical Captain Birds Eye character, complete wit...