Gay 1st Time Stories

180 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Bi 1st Time in Vegas

by Batcum2002 on Aug 18, 2017
Gay Male

I realize that I have not written a story in many years, but all of my other stories were fantasies and this one is finally real. If you've read my stories you know that I'm an obsessed cum lover who's only real exploration has been through my pictures, prose and in my own mind aside from tasting my own elixir every now and again and wishing it came from a r...

Glory Hole 1st Time

by TomNY on Aug 18, 2017
Gay Male

My second story -- a fast foward in time from the first. This is a true accounting... Metroland is an area free weekly for the Capitol District in New York. The last pages, the ones my eyes always diverted to, were for adults. One stood out. It was a video store. It advertised private booths and free tokens with the ad. After many more weeks of Metroland, I...

Straight Cocksucker: 1st Time Anal

by silkstockingslover on Nov 26, 2019
Gay Male

Summary: Married cocksucker has crazy submissive night including anal. Thanks: To Robert, Wayne and goamz86 for editing. Straight Cocksucker: First Time Anal Once you have crossed the imaginary line between straight and gay, once you drop to your knees and fish out a stiff rod from a stranger's pants, once you have had a cock in your mouth, once you've...

My First Time

by lovebigcocks on Aug 18, 2017
Gay Male

I was always a horny kid growing up. I wanted to get laid from as far back as I can remember. Where I live we used to have close to 6 adult bookstores to choose from and I was always trying to get into them before I was 18, I never could and from about 17 on I forgot about them entirely. I had met my 1st girlfriend by 17 and was occupied with all the newness...

My First Time

by sdunlapa on Aug 18, 2017
Gay Male

I was always a horny kid growing up. I wanted to get laid from as far back as I can remember. Where I live we used to have close to 6 adult bookstores to choose from and I was always trying to get into them before I was 18, I never could and from about 17 on I forgot about them entirely. I had met my 1st girlfriend by 17 and was occupied with all the newness...

Chance Encounter Changes Everything

by Pete200095 on Aug 22, 2017
Gay Male

My 1st story, so please keep that in perspective. Hopefully I am not too chatty or informative at 1st, but I would like to lay out the true context of the situation - before I get to the hot stuff. I trust others have been in a similar situation. I write about an encounter, and the incredible, subsequent event that took place. This was a complete chance enc...

I Got Myself a Cum Slut Pt. 01

by AJ1603 on Aug 31, 2017
Gay Male

This is the 1st in a short story series and thanks to help from shygirlwhore with ediditng. ***** My name is Andy and I have been married for 25 years and I am 48 years old. I consider myself straight but recently I have been wondering what it would be like for another man to play with my cock, I am sexually adventurous and think I am open to most things a...

Jerry's Obsession

by RichDinMD on Aug 18, 2017
Gay Male

The test for sexual inclination is this: If you look at the opposite sex 95% of the time then you are straight. It's more like 100% for me, because guys don't turn me on. I have never looked at a guy on the street or anywhere else and thought: Hey, he's cute. I like girls. So what's the deal here? Two nights ago I was online in my bedroom and in a chat room...

Taking Thomas

by bogey4u on Dec 24, 2018
Gay Male

Sweet Thomas... One of my best friends Tom came to visit me after having many issues with his fat mean wife. Tom and I went to High School together in California and have remained the best of friends ever since. He moved to Utah after getting hitched to his wife 10 years ago. I visited him about 5 years ago, for a week of snowboarding and partying. We had f...

Her Brother Ch. 01

by tamgreen on Sep 25, 2017
Gay Male

My girlfriend had the sexiest mouth. Nice smooth lips, natural deep pink, full and soft with an impish little smirk lingering perpetually at the edges even when her expression was neutral. She also had gorgeous eyes - warm hazel with little flecks of green and gold. I thought I could die for those eyes. I was sure there was no butt in the world cuter than...