Gay Craigslist Stories

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Bi-Curious 'Fantasy' Goes Awry

by KyrusDelacroix on Jan 23, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. Hi! My pen name is Kyrus, I'm a 20-year-old bi curious male from Australia and this is my first literary work of any kind. This is the partially true story of when I put my curiosity of sucking another bloke's dick to rest. I took it to Craigslist and found a good-looking straight...

Jack's First Time

by JakeLogan13 on Aug 31, 2017
Gay Male

Jack always had been curious about bi-experiences, but never had a chance to try it out. He was 30 years old and had several girlfriends. However, what drew him to trying out a gay experience was more of a power game of giving up control and being "forced" to do something forbidden. One day he even put up a craigslist, but never went through with it. This d...

My First Gloryhole Experience

by CKline on May 23, 2018
Gay Male

I was 18, bicurious, and incredibly horny. I lived on campus in the dorms with a roommate sharing a room about the size of your average walk-in closet. It was impossible for me to meet people because I was horribly shy and because I was uncomfortable with my sexuality. Thinking myself straight, I was confused by my fascination with big cocks and I sometimes...

Never Too Late

by kindanormalmwm on Aug 31, 2017
Gay Male

I had been getting closer and closer to taking the plunge into gay sex. Each day, I'd pursue Craigslist ads just to see what was happening in my area. After that, I'd read some Literotica stories about first times, getting harder by the minute, until I could not deny myself the pure pleasure of jerking off on cam with some random guy. I loved watching him st...

First Time Sucking

by wantsexencounter on Aug 18, 2017
Gay Male

This is a true story of my first experience with another guy. I was 20 years old and and subletting an apartment over the summer. The other people in the apartment weren't around very often and I didn't have any friends in the area so I got pretty bored at night. I had been having fantasies about giving a blowjob to a guy for a while and had even started ch...

My Second First Time

by maratsade on Aug 18, 2017
Gay Male

Oh shit, it’s 5:20, what am I gonna do? Only 5 minutes left to cancel. Do I really want to do this? Jesus! My fucking heart just won’t slow down. I’m shaking! Why am I doing this? Let me tell you what this is. I am a 22 year old guy, who is just out of a relationship with a wonderful woman. She truly was great, but our age difference just began to really...

Second Dick

by jasoncandor on Sep 14, 2017
Gay Male

I had been living in California for a good three months and had convinced myself from the start that after my year and a half long fling with a cop in Texas, seeing him every week or every other week to suck him off with no reciprocation, I was done with men. I only wanted girls going forward. Not to say that I didn't have fun sucking off my cop, but I was s...

Another First Time Story Ch. 02

by 0ra11yfix8ed on Sep 14, 2017
Gay Male

Well, I know I didn't think I would write much more but as you can plainly see I have! It's kind of like a journal since I can't very well share this with friends or relatives. This is very much not a fantasy...just real life. It is a follow up but you don't really need to read the first installment...unless you want to. * So, it was 8am on the first Satu...

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...

My First Cock

by NJFUNGUY42 on Aug 24, 2020
Gay Male

This is a true story and part of a journey exploring my Bi side. This is one of many. I hope you enjoy or can relate. My first experience with another guy was about 8 years ago. I had always wanted to experiment with another guy since my twenties. I was in a hotel traveling on business and put an ad on Craigslist looking for mutual oral. I got a bunch of r...