Gay Bottom Stories

145,191 results
Orientation
Length
Source
Infinite Scroll

My Transition Pt. 01

by eroticwriter00 on Jun 17, 2019
First Time

It was late in the 1990's when the internet opened the door for porn on demand. I never spent a lot of time on the porn channels, but when I did, I loved watching two women together. On occasion, I would imagine being with them, watching and joining in. Typical of most males, if being in bed with one female is fantastic, what heights can be reached with two...

A Perfect Life

by Wholemanz on Sep 19, 2017
Transsexuals & Crossdressers

DECLARATION: This story is an original literary work. I wrote a story just to stretch my creative muscles. All scientists and Wizards in this work are fictional. Any resemblance to anyone living, dead, or born in the future, is purely coincidental. WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, swearing, and strange ideas. It ha...

Fifi La Femme: A Pansy at Last

by pris69696 on Sep 16, 2017
Transsexuals & Crossdressers

I have written this story "Fifi La Femme-A Pansy at Last" mainly from personal experience as a mature homosexual transvestite who was a gay virgin until my early 40s. I hope that it will appeal both to extreme effeminates and the ultra-masculine men they ache to serve. Now divorced I've been living with my boyfriend Ron for three years as his gay wife and ye...

Ragdoll

by theonewhowas on Sep 16, 2017
Transsexuals & Crossdressers

I'd always assumed I was 100%, no exceptions, one-track-minded Gay; as gay as the day is long. Pretty damn gay. Really, nothing's happened that should technically directly challenge that, there was still plenty of cock involved... but I can't deny the fact I was attracted to some very feminine features. It's not even like he (or rather she) was crossdressing...

A Few Notes from Mindy

by mindyrose on Sep 17, 2017
Non-Erotic

Dear Literotica Readers: Some random thoughts, in no particular order, about my story that don't seem to fit into my narrative but should help you know me better, which should help you understand the themes of my transition stories... Thank you to all of the people that have left me positive comments. I haven't been writing the stories for public approval;...

A Sissy's Journey Ch. 02

by yukonnights on Sep 15, 2017
Transsexuals & Crossdressers

This work is authorized by the author exclusively to Literotica.com for publication. Introduction: A tale told in short vignettes which chronicle one young man's journey into self discovery. Please Note: This story series contains elements of homosexuality, cross-dressing, light femdom/submission and male feminization. All characters are fictional and port...

Down for the Count Pt. 04

by hotwords229 on Sep 16, 2017
Sci-Fi & Fantasy

DIARY OF ABIGAIL VAN HOUTEN The next morning I woke up, still in the chair next to the bed with a terrible crick in my neck. Mark was standing in front of me with his sheet wrapped around him; he was looking for something on the floor. He found it and bent down which caused the sheet to cling to his nude body and show off his physique very nicely. Then he r...

Gay Man and Straight Couples

by kewtieboy on Sep 19, 2017
Group Sex

I have always been fascinated by the grey area of sexuality in guys. We constantly talk about "gays" and "straights" and more recently "bisexuals." This suggests there were two and now three categories of sexuality. I think many of us know that rather than three, there is actually a sliding rule of sexuality starting with the absolute 100% straight guy who c...

The Alpha Who Made Me a Sissy Ch. 02

by HB77 on Jul 31, 2019
Transgender & Crossdressers

Chad texted me a few days after our first encounter and I was super hesitant to return his enthusiastic messages to see each other again. I was racked with feelings of confusion and shame. Was I gay? What will my life be like? I really didn't know what to think or what I was feeling. But he persisted at easing my apprehension and I finally agreed to meet for...

Bottom of the Heap

by SEVERUSMAX on Sep 16, 2017
BDSM

The knock at the door woke me up from my slumber at exactly 6:45 am, Eastern Daylight Time (don't even get me started on how much I despise Daylight Savings). I struggled to get to my feet, having drunk more than a few spirits and also fucked my way through quite a few people the day before. It was nice, but it's good to have a chance to sleep such a maratho...