First Time Gay Stories

1,000 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

Real First Time Gay Sex

by jayvee696969 on Aug 30, 2017
First Time

I was in the Air Force, stationed near San Antonio, a thousand miles from home where no one knew me. Early 20s, tall and slim. I had been propositioned a few times by gay guys but always refused, afraid that someone would "find out." I always wondered what it would be like to have sex with a guy, but never had the nerve to say yes. I had often pounded off fa...

First Time Orgy: Five Guys

by Osewa on Sep 15, 2017
Group Sex

Same as my other "First Time" stories, this one is based on a real event. I have changed the original title "First Time Gay Orgy" because the guys involved in the story are not gay, but rather bi - and even married. * Hot sunny noon, Friday... I was waiting in a big and almost empty hotel lobby for a guy to take me to a room for a four-guys orgy! I had 3-s...

My First Gay Wrestling Experience

by hndcuffguy on Mar 3, 2020
First Time

It is a real story, not a fiction. First let me Introduce myself: I am a 26 yo guy. I rent an apartment with another guy who is 27 yo. The interesting thing is that he is gay. I never thought about myself as a bisexual before, but sometimes even the male body and genitals can make me horny. I love wrestling and soft bondage porn, and my roommate caught me...

Curious WM 30 Ch. 03

by 0ra11yfix8ed on Sep 16, 2017
BDSM

Disclaimer: The first two installments of this story were submitted in the Gay Male category. Those of you who read the first two chapters will understand why I am switching to the BDSM category. If you haven't read the first two chapters please take the time now so you will understand what is happening to the main character! The first chapter concerns a 'fi...

Wet Dream Pt. 03

by sissymissyct on Jan 28, 2020
Fetish

Gayle finished ordering items on line and checked the cam to be sure Georgia was asleep. The wetness in her panties told her what she needed to do. The payback for all those years that bastard cheated on her and how he had no idea what was coming to him, just made her pussy so wet. She was soon in bed enjoying her favorite toy. "I can't believe I slept so l...

Aprons For Gayle Ch. 07

by Addicted2Writing on Sep 26, 2017
BDSM

AUTHOR'S NOTE: "Being belittled and unnecessarily criticized shows nothing of your character, but it shows a lot of the other person's." I know it's been a bit longer to get this out as it has the other chapters, but I've been threatened by death to finish Hiliad's Special Gift. And as always, a big shout out to my cherished Editor. CHAPTER SEVEN Gayle...

Aprons For Gayle Ch. 04

by Addicted2Writing on Sep 26, 2017
BDSM

AUTHOR'S NOTE: Again, shout out to my amusing muse, Scooter Titenbum. GREAT job! Thanks for keeping me on my gouty toes. We meet Mrs. Harrower, Hamish's cook. She has a very thick accent, and written as such. But I think y'all can keep up with understanding her. -------------------------- SUNDAY, AUGUST 4th, 2013 TAP. TAP. TAP. "It's almost seven, Ms....

Gaye Rennie

by hopeolsonfan on Sep 17, 2017
Celebrities & Fan Fiction

When Gaye Rennie sat for her graduation pictures the photographer paid special attention to her; after the portraits were taken he asked her to wait and he went in to an office and came out with his wife. She sat down with Gaye and held her hand. At first the young girl thought something was wrong but then the woman asked if Gaye knew about Playboy Magazine....

My Friend The Call Girl

by imhapless on Sep 15, 2017
Loving Wives

At the time that my story starts, Jamie and I gotten married six years previously. I distinctly remember the minister at our 300 guest wedding with seven bridesmaids and groomsmen, and $20,000 worth of flowers, asking "Do you Jamie Elizabeth Snowden take Blake William Benson to be your lawful wedded husband...forsaking all others...until death do you part?"...

College Threesome (And Then Some)

by JorisKHuysmans on Sep 13, 2017
Group Sex

ONE In college I had a female friend named Kristin, who everybody thought I was dating, and believe me at the time I wished I had been-- but I was just one of the many guys she kept around her, thanks to being a stacked blonde. A casual friend of mine from one of my classes named Steve was quickly becoming her latest admirer, I thought. One night we all we...