Gay First Time Gay Sex Stories

22,838 results
Orientation
Length
Source
Infinite Scroll

My Life as a Bisexual Man #01

by ElskerFrb on Feb 6, 2018
Gay Male

My mind was spinning. I had just for the first time agreed to meet with a guy for sex. My name is Peter. I has been married since I was 24 and enjoy sex with me wife several times a week in all my married years. But I have recognized another side in me. I am also total bisexual. In many years my curiosity and later need for sex with men had been growing in...

A Bi-vacation in Cape Cod

by walterio on Jul 17, 2018
Gay Male

FIRST TIME A day after arriving at the home of my aunt and uncle, their 20-year-old son Ricky and I headed for their summer home on Cape Cod. They would be out on the weekend but we would have five days to ourselves first. Once we arrived and unpacked, I took a leisurely shower and as I soaped my 6'2" 180-pound frame I thought about scoring with some New En...

Straight Chris Makes a Bet

by dunnohowtosex on Aug 18, 2017
Gay Male

Chris chortled and said "No way that's true! I've had sex with women multiple times in one day but I've needed a couple hours in between 'sessions'." I rolled my eyes and just face palmed. He had been talking about how unfair it was for women to have multiple orgasms when he was pretty much just one and done. I had just said, "You know what foreplay is? Wel...

Black Man's Paradise: Forever

by Samuelx on Sep 13, 2017
Gay Male

Yo, what's up? This is your man Teejay Overman speaking. I'm currently in Brentwood, Long Island, staying at my uncle Larry Smith's house. I'm a big and tall young black man from Boston, Massachusetts. Vacations are fun and this is my third visit to Long Island. What can I say, I like the city. The beaches, the sand and the towns are beautiful. I'm having th...

Nephew's Readjustment

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Cynthia's life had improved drastically in the past two years. Most people would consider getting a divorce at thirty years old pretty bad. A divorce due t...

Host Offers More than Skiing

by walterio on Dec 23, 2019
Gay Male

Will Jennings woke up in bed alone that February Thursday morning. He was still naked having slept in the nude after great sex the night before. Swinging his muscular legs out of bed, he sat on the side and rubbed his eyes. It was still snowing and it looked like it would snow all morning. There would be plenty of time to venture out and ski the fresh powder...

My Sister's Fiance

by speedodave on May 15, 2019
Gay Male

Let me start this off by saying that I am not gay. I have never had a gay experience until, this happened. It will never happen again and I am getting married next weekend. I'm putting this experience down in writing because out wedding counselor from the church suggested that if I write this down I can use it for strength if I am ever tempted again. My n...

Levi Ch. 06

by jdylanh9 on Sep 1, 2017
Gay Male

This is the second installment of the Prologue written for the 4 part Levi Series. So, technically this is chapter 6 of the Levi Series. Thank you for all of the comments so far. Christian is one of my favorite characters and I love to write about him. I know a lot of readers hate Christian because of his arrogance but he really is a good guy. All characters...

The Hole

by drlust on Sep 14, 2017
Gay Male

When I went to college in the 1970s I was incredibly naïve about the world of homosexuality. It helps to remember that in the United States in those days being gay was still something to keep secret. I knew a couple of guys in high school who I was pretty sure were gay, but it just wasn't something we talked about much. I was anything but naïve about sex,...

Just Another Day In The Office Ch. 02

by chelseabi on Sep 1, 2017
Gay Male

It had been just a couple of days since my night time rendezvous and the realisation of what I was embarking on was ever present in my mind. The thought of the sexual encounter was tinged with the mixed emotion of doubts over my orientation. Did the enjoyment of that encounter mean I was gay? I had no inclination or overt attraction to men, other than I li...