Story First Time Cruising Gay Stories

360,103 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Story Tags

by Literotica on Sep 18, 2017
How To

You've written your story, edited it within an inch of its life, and are all ready to show it to the world. You open a submission page and – what's this? Story Tags? What the bleep is a Story Tag? The larger any archive grows, the more important organization becomes. Separating stories into our current categories helps connect readers with stories they'll e...

Tricked into Reluctant Blow Job

by Alluring_Crimson_Shifter on Sep 13, 2017
Anal

Part One: Backing Chad was coming down the sidewalk in his neighborhood in Brooklyn, NY. He witnessed a guy backing his car into another person's car quarter panel doing substantial damage. When the guy looked out of his car window to see if anyone had noticed, he saw Chad glaring at him. The guy, Darrel, got out of his car, trying to think of a way out o...

Prostitution Stings

by WaltForest on Sep 16, 2017
Reviews & Essays

In my area—and I suspect in yours—the local news regularly runs stories of prostitution "stings." In case you are not familiar with them, they work like this: female police officers pose as prostitutes. They may walk a street "known" for prostitution (which in my city means you may find, at most, a dozen down-and-out, drug-addicted women on a busy night, plu...

Rita

by jimmito on Sep 14, 2017
Transsexuals & Crossdressers

I e-mailed some online gay friends asking for the name of a place someone like me, a bi-curious middle aged guy, would be comfortable in just having a beer. They e-mailed right back with the name of a place called Charlene's near downtown. Before I had the chance to wonder why the place was not in the gay part of the city they followed up with a note that s...

The Bisexual Black Scholar

by Samuelx on Oct 6, 2020
Interracial Love

Boarding the bus had taken a while, since Covid still complicated matters. He was in a hurry to leave town. A tall, dark-skinned man of African descent, looking impatiently at his watch, just another would-be passenger in a crowd. Ronald Temple kept looking behind him, past the portly white dude with the Chinese girlfriend, and past the Sikh gentleman with t...

Sometimes That's All You Need

by Hungry4aman on May 12, 2020
Erotic Couplings

This morning's headlines are not grabbing me. Typically, I wake up, fix coffee, and read the news. I am, typically, horny, and sex fantasies swirl through my mind like the steam swirling from my coffee. Like, how it feels to kiss and hug and grope a man's back and hips and ass and cock fully dressed. And how a man's ass can be so round and heavy with sex...

Glory Hole First Timer

by yourtoy on Sep 14, 2017
Fetish

I’m not sure where my interest came from. I think it has something to do with finding my dad’s porn collection when I was younger. I remember one day I was watching this girl suck this beautiful cock on tape. All of a sudden I became so curious as to what a cock in my mouth would feel like. I didn’t find it dirty (well, not in a negative way) or disgusting....

Hippie Hollow

by KenJames on Sep 15, 2017
Exhibitionist & Voyeur

"NOTICE," the sign beside the trail read. "Nude swimming or sunbathing may be occurring beyond this point. Consult attendant for details of statutes regarding nudity." I grinned at the sign. As usual, I'd parked at the east end of the parking lot, far away from the entrance booth, and stripped at the car before starting down the trail. All I was wearing wer...

Seducing Kevin Ch. 01

by Spango on Dec 2, 2019
Transgender & Crossdressers

(This story is a follow up to my story 'Pizza Delivery') *** Dear Internet, It had been a few weeks since my encounter with, as I like to call him, Pizza Daddy and I was looking for a new adventure. I briefly thought about cruising the local parks at night or finding a glory hole somewhere (giving, not receiving, of course) but Pizza Daddy's warning about...

Angie Ch. 06

by TheKeith on Apr 3, 2018
Loving Wives

The Ulleann Pipes are real and the music that comes from these simple reeds and covered or uncovered finger-holes is haunting. Some of the pieces still claw at my soul. Here are YouTube titles, for those that want to hear such music for yourselves: Davy Spillane - Caoineadh Cu Chulainn Uilleann Pipes.flv I am asleep (Air) & The Clumsy Lover (Reel) Uilleann...