Gay First Time Gay Sex Stories

22,838 results
Orientation
Length
Source
Infinite Scroll

The Extramarital Affair

by AsianThongSlut on Sep 14, 2017
Gay Male

Last summer, I worked a part-time job involving pool and yard maintenance. Living in California had a high cost of living and I needed something extra to pay for college tuition. A friend of mine referred me to a very nice young couple in their late 20's who owned a mansion on the rich side of town. The area was very remote, so I had to drive there every Sat...

The Ride of a Lifetime

by jasedean on Aug 18, 2017
Gay Male

It was the day after my 21st birthday, I was finally old enough to drink! It was early in the evening, so I decided to walk down a few blocks to a neighborhood bar. It was pretty quiet inside as I sat and ordered a beer. An older man was sitting just down from me, and I noticed he was eyeing me. He wasn't in bad shape, probably in his late 40's with a goatee...

My Old Pal Charley

by MrSperm on Aug 18, 2017
Gay Male

Longtime reader, this is my 1st literary submission. It is mostly a true story. ***** In my 30s I reconnected w/ an old high school chum on a whole other level. We had been friends on and off over the years, but I never let most people (esp the crowd i went to school with) know that I was bi. Well, an in the closet bisexual cocksucker to be exact. So this...

Neighbor

by SluttyBisexualGuy on Feb 25, 2019
Gay Male

I was a happily married 25-year-old guy living in a Monterey loft apartment with my wife of two years. Madison was a couple of years younger than I and we were enjoying all the pleasures that come with a young relationship. I worked in finance and she was just starting out at a local hospital while part-time bartending a couple of times a week to supplem...

Blowing Ammad

by Waterstone on Aug 30, 2017
Gay Male

I met Ammad when he was an undergrad at college a few years ago, and knew I wanted to blow him almost straight away. At the time, he was an 18-year old virgin in heat, desperately looking to bed girls. He combined rugged good looks from his native Pakistan with a light, honey complexion more like the Greeks or Italians. His dark hair, soft but masculine feat...

U-N-I Ch. 21

by unilive on Aug 6, 2018
Gay Male

I woke up on my left side, my eyes not quite willing to open. I slowly rolled onto my back and realised Rob wasn't in bed anymore. I tried to concentrate to see if I could hear any sound coming from the living room but there was none, everything was completely quiet and dark. It was still the middle of the night. For a few minutes, I tried to go back to slee...

L.A. Tour

by sr71plt on Aug 18, 2017
Gay Male

Monique had been incredibly easy. She had a sophistication that couldn't be counted on from nearly anyone but the French, and she was of an age and financial status that made it seem like she was the one taking advantage. She was easily in her late forties, but she had been very nicely pampered; she'd kept her looks and figure and had the appetites that help...

Fear Falls Away

by anon_temptations on Sep 25, 2017
Gay Male

I stepped into the classroom, my heart beating so hard that I was scared the other students could hear it. I felt my face flush as a few heads turned my way, and I started to wish I was anywhere but here. I started to evaluate myself in my head; what must I look like? Did my outfit look too flashy? Did it look like I was trying too hard? Was my hair a mess?...

The Education of Scott: Trilogy

by sack on Aug 18, 2017
Gay Male

After Scott's intense three way with Tom and Ben, he walked around with a constant erection which could barely be contained by his khakis and boxers. Memorial Day weekend had been particularly rough for him, as his wife was out of town visiting her relatives and wouldn't be back until Wednesday. When he reported to school on Tuesday morning, Scott was more t...

My Friend Tony

by michael1k on Aug 30, 2017
Gay Male

Tony's family moved into the neighborhood when he was four and we became good friends right away. We aways did everything together and were pretty close. Being the son of an Asian couple he was only about 5'1" and thin. We had gone to all the same schools and took pretty much the same classes so we spent a lot of time together in and out of school. We both...