Gay Pilot Stories

276 results
Orientation
Length
Source
Infinite Scroll

Call Me an April Fool

by robertreams on Aug 17, 2017
Gay Male

Call Me an April Fool [A satirical attempt to fit into as many Literotica categories as possible.] by Robert Reams Many thanks to Pilot and one other for editing Goddamn! Shit! I am so pissed off. Who the fuck ever invented April Fool's Day anyway? Fucking asshole. Even so, how could she have done this to me? It all started last Friday, March 27th. I s...

Service and Support

by hylyfe on Aug 28, 2017
Gay Male

I was serving on an RAF air base in the Far East. There was a certain amount of division between us army guys and the RAF and the tendency was for us to have the poorer facilities and the less prestigious accommodation, but in truth all the accommodation was very poor; we were crammed into 14 man rooms and the toilets and showers were in separate blocks scat...

Easing My Stress

by Reusha on Sep 14, 2017
Gay Male

I don't get a massage often. As in, pretty close to never. Mostly because I just don't have the time. But work had been more demanding than usual and the back-to-back flights had put a permanent crick in my lower back that I just couldn't seem to shake. Shelly, my PA, who was more like a mother, had taken one look at my face this morning as I was downing pai...

Straight to Bottom

by straighttobottom on Aug 24, 2020
Gay Male

This is a true account of how I lost my anal virginity. I travel a fair amount for work and a few months back I was in another city for an industry conference simply to have a presence there for my company and network with potential clients. The last night there is the fundraising gala, which is not my favourite thing, but great food and liquored up prospe...

Night Games Pt. 03

by EROTICbearscribe on Jul 30, 2019
Gay Male

Snow was falling but I could barely see anything that was happening in the outside world through the steam on the windows of my bedroom. My mind wandered to those moments back in the living room when Miles, Brandon and I were talking and drinking just after they had wandered in out of the snowstorm raging outside. I have to admit, I had been jealous of Br...

Kelly's Big Surprise

by nowiamhere on Aug 18, 2017
Gay Male

Please forgive me if there are any spelling or grammar errors in here – I don't have anyone to correct my work so I have done my bets. Hope you enjoy it as you did my last stories (thanks again for the response to those). I am 30 years old and I am good-looking guy – so I have been told. I am just under 6 foot tall, medium build 70kg – with a nice physique....

Death in Key West Ch. 06

by sr71plt on Sep 14, 2017
Gay Male

"You might want to put some clothes on," Sylvia Browne said with a bite in her voice, but I could tell from her sloppy grin that she wasn't all that put off with what she could see. "I seem to be finding you with your pants down quite often, don't I?" It wasn't your usual encounter. I was groggy and had tumbled backward onto the mussed-up bed, sending a cha...

Groomed To Be Gay

by Mike Tauron on Sep 4, 2017
Gay Male

Never in my wildest dreams did I ever expect Bill Withers to ask me what he asked me that Tuesday morning. We had worked in the same stockbroker's office for a couple of years and we were sort of friends. Often we'd have lunch together, and his girlfriend Debbie and my wife Linda went out shopping together sometimes. But that morning he had a concerned look...

Becoming a Gal Friday Pt. 04

by Showoff888 on Sep 14, 2017
Gay Male

Here I am wearing stiletto heels, thong panties and a matching bra. I just got hired in this work/live job for two Gay bosses. I must be drunk, cause I can't believe what I just did. I actually sucked his huge black cock! What the fuck is happening to me? I'm stunned. After sucking him, he pulled out and gave me a facial! His goo was all over my face like on...

Cum Dump Trump

by Cumalittlecloser on Aug 18, 2017
Gay Male

This is a story of fiction, any similarities to real people or events is merely coincidental. In British slang "to trump" means to expel gas through the anus often in a highly audible way. I guess there are other things that one can "trump" out of their ass. * When I got out of college, my aspirations were to be the best political candidate the nation wou...