Gay Encounter Stories

2,331 results
Orientation
Length
Source
Infinite Scroll

Rubbed The Right Way Ch. 02

by raginyank on Aug 18, 2017
Gay Male

Yeah, me again. It had been a few weeks after my first experience with another guy -- in this case a massage, that I was able to really face the fact that not only had I had the experience, but that I liked it. I wasn't in a relationship at the time and although I knew I could only relate to women in the romantic sense, there was something about man-to-man s...

Still Looking For My First

by ursismaritimus on Aug 18, 2017
Gay Male

I'm still looking for my first time. It hasn't happened yet, but I'll tell you what, how, and why I want it to happen. I have had a good sex life since the beginning in 1967. Since then, I have fathered two sons, been on two honeymoons, had my share of adventures between my two wives, have enjoyed and still enjoy a long term relationship with what one mig...

The College Boy Ch. 01

by trippy64 on May 12, 2020
Gay Male

This is a story of fiction, born out of an actual online encounter on a hookup website. Names places and situations have been changed to hide the guilty. * MMMM, baby. Keep nibbling that ear. That feels so nice. I can feel your hot cock between my ass cheeks. MMM. Ow. You need to trim your nails. And that's when consciousness started creeping into the drea...

Working for Daddy Ch. 02

by backtothe50s on Sep 1, 2017
Gay Male

Keith spent nearly every Saturday with his history teacher, Mr. Thadaropolis. In the beginning, he told his dad that he was doing yard work and running errands for his history teacher. The forty-two year old teacher was actually married and they never went near his house. Instead, they went to a little cabin that was owned by one of Mr. Thadaropolis' friends...

First Bi-Guy Experience Ch. 02

by Resparvae on Aug 18, 2017
Gay Male

This is a follow on from my first and only Literotica effort. Again this is a real life experience. I am not sure that I have the imagination to create an imaginary story but I admire the contributors that can do this. This will have more context if you feel inclined to read my first encounter. * My first Bi experience left me in a whirlwind of thoughts....

Jacking in the Bathroom

by John Hamilton on Aug 30, 2017
Gay Male

Hi my name is John. This is a true story that happened to me my sophomore year in college when I was about twenty. I had been completely strait up until then and this was the first encounter that made me curious about guys. * * * * * I used to masturbate a lot in college. Since I lived on campus and had an ever-present roommate I had to go someplace publi...

Graduation Party Ch. 02

by Qdawg2693 on Aug 18, 2017
Gay Male

Ever since my last encounter with Patrick, I fantasized about a great butt fucking. I was always a top. With Patrick, being a bottom was a dream realized. Either way, things got hot. When I remembered that Graduation party, I cream my pants on the spot. It has been a year now. Since the party. I can't help but to remember what Patrick said: "That was bette...

My New Friend Pete

by sd52 on Mar 2, 2020
Gay Male

I had spent the month following my high school graduation searching for a place to chat with other guys. Searching all over the web for a website that didn't look like it was made by a 10-year-old. Once I found the right one, I began talking to all sorts of different men. Actual men, gay, bi, even straight men like me. It was only after I graduated that I be...

Fun in the X-Ray Room Ch. 02

by sunmis on Aug 18, 2017
Gay Male

Hi I am back with the new encounter in the X – ray room, remember Sunil had lots of sex in the last episode. Someone suggested that such type of ailment does not exist and that the story was fake, let me tell you that Sunil is in fact suffering from coccydyma in medical term. O.K. so let get on with the fresh sex encounter of Sunil. Sunil went to the hospi...

Playing with Caesar

by oaklandtickles on May 21, 2018
Gay Male

I don't get to travel often so I was excited to finally get an opportunity to travel, and not just travel but take a trip to San Francisco. Work keeps me chained to my desk most of the time but I needed to make some client calls. It's not that San Francisco is so far from LA, but it might as well be the moon because I get away so infrequently. I'm gay and...