Gay Best Friend Stories

243,090 results
Orientation
Length
Source
Infinite Scroll

Tranny Chasers: Bernie and Ron

by 1946EW on Sep 12, 2017
Transsexuals & Crossdressers

Bernie looked around as he entered the Cavalier d'Eon, checking out the patrons. Spying his friend Ron, he worked his way over to him. Ron was sitting at the bar, back to it, also checking out the patrons. "How's it hanging, Ron boy," Bernie asked, easing between Ron and the guy sitting next to him. "Low as usual, Bern," Ron replied, turning to his beer on...

Chasing The Last Road To Stockholm

by SleeperyJim on Mar 23, 2020
Novels and Novellas

This started out as part of my Conversations universe, but turned out a much longer story than I usually write. I do not apologise for its length, however, having received several emails complaining that I just write flash stories and offer nothing that readers can really get their teeth into. If you're not keen on long stories -- don't read it. If you're...

Simple Math Ch. 01

by TheUnoriginalist on Sep 11, 2017
Loving Wives

First a list of 'another's, just to clear the air: -Another collaboration with SirThopas (more co-author than editor) -Another set of borrowed ideas, repackaged and reimagined in the hopes of saying something new. -Another story that touches on fatherhood as much as it does infidelity. Apt, as I am finishing and submitting it on my late father's birthday...

Backwards in High Heels

by thrillerauthor on Sep 15, 2017
Transsexuals & Crossdressers

I'm told that when I was two or three, my mother dressed me as a girl and took me trick-or-treating with my older sister on Halloween, but I have no recollection of the event. * * * Fast forward ten years, when I was on the brink of puberty. For some reason which I will never understand, I developed a fixation on trying on my mother's high heels. One nigh...

Randy's New Life Ch. 02

by Rich5Spot on Sep 19, 2017
Fetish

Friday’s can be hell. Last night (Friday) my female co-worker Noreen blackmailed me into becoming her and her families sexual servant. I was forced to suck her submissive husband’s cock (twice), get fucked by her brother in-law, not to mention clean off her black lovers’ cocks and eat their cum out of her and her sisters cunts and asses. Then, I was informed...

Jennifer's Obsession: Justice

by methylation on Sep 16, 2017
Novels and Novellas

As she waited for the file to open she slouched back in her chair, leaning to one side and with her left hand under her chin, supporting her head. Something appeared on the screen and she sprang bolt-upright and wide-eyed, her mouth slowly falling open. She sat dead-still for a second, before hurriedly closing the file down and fighting hard against the temp...

In Prague

by flyndance on Sep 14, 2017
Erotic Couplings

As I was leaving my room in Prague's Kempinski Hotel, the door latched behind me at exactly the same instant as the door to the next room clicked shut. Dressed for my morning run in black tights and a solid aqua-coloured, short-sleeved Pearl Izumi running shirt, I said good morning to the man who had just emerged from the room next to mine and began down the...

The Deadbeat Club Ch. 01

by bwilson on Sep 16, 2017
Non-Erotic

"…I had to re-arrange their faces and give them all another name… B. Dylan "Desolation Row" Prologue: Regret My wife – she divorced me around 20 years ago. It's not something I tell many people about. Why make myself seem even shittier than I am? Plus, I really don't like going into the story for someone else's amusement. On the ot...

Policeman on Patrol

by Timpoo on Oct 9, 2018
Fetish

Before you carry on reading this tale I need to warn you it is not very dramatic or even vaguely kinky. None the less I think it may well entertain a good many readers of these pages. My name is Barry and I have just passed the age of twenty one. I know I'm good looking in a way that I've heard described as pretty more than manly. I know it's true but what...

I'm Now Called Dee Ch. 05

by RomeoDelta on Mar 5, 2018
Transsexuals & Crossdressers

Saturday night came at last, we were going out clubbing to a gay bar. We'd both showered, shaved, moisturised and generally pampered and preened ourselves. Put on our sexiest lingerie and our new glam dresses, hiding my Adam's apple with a choker. I also had sling back shoes, new matching clutch bag, into which I'd put certain feminine items including some...