Gay Craigslist Stories

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Straight Guy's Curiosity

by str8joLA on Jun 1, 2020
Gay Male

This is my first story, thanks for reading! This is a true story of my very first experience with another guy. If it's any good and people like it, I'll keep going. In the meantime, enjoy! Let me tell you a little about myself. I'm 34 years-old, and good-looking in a boy-next-door sorta way. I have wavy brown hair, green eyes. I'm 5'11" and because I like t...

Becoming His Bitch

by lilbrownsissy on Jul 4, 2018
Gay Male

*This story has been edited from its original published version in order to provide some more detail and clear things up* Before I begin, this is the real story of my first anonymous encounter with a man. No false details have been added. I do not consider myself to be a good writer, nor do I aspire to be a good writer either. I simply want to share my sto...

Sick Day Ch. 01

by TrvlGuy on Mar 26, 2019
Gay Male

All: I woke up with what I'm hoping is a 24 hour bug and I feel like I've been run over by a truck. I started feeling bad on the flight in last night and it just kept getting worse through the night. I'll still be online, but will be working from the hotel today. Text me if you need me, otherwise I hope I'll see you in the office tomorrow. Have a great day...

0-15

by curiousgeorge on Jun 15, 2009
Gay

Three months removed now from family and friends, I often contemplate what I gave up to move 3,000 miles from home all in the name of a career opportunity. Among other things, I miss playing tennis twice/week, with the same guys. I looked into a couple clubs out here, but none of them offered anything remotely close to what I was used to. None of my coworker...

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Curiosity Wins Out

by RaleighBoy on Aug 18, 2017
Gay Male

The listing on Craiglist.com read as follows: Hello! I am a 31-year-old professional in the West Charlotte area. I am very happily married and straight, but very curious about trying some bi stuff. I have played with a guy once, but it was years ago. He was an old friend of mine. We were both married and curious and briefly played orally. I moved shortly af...

Craigslist Chronicles Ch. 02: Mr. G

by Profanity89 on Mar 6, 2018
Gay Male

Hey All, continuing my series based on my early 20's... Thought I'd get it all written out before I hit my 30's. ;) Most of the chronicles I'll be releasing are based on real-life experience as I explored my sexual urges with other men. Again, feedback on writing is enjoyed! I love some constructive criticism. ***** Craigslist Chronicles: Mr. G What can I...

Becoming a Cocksucker: A Journey

by silkstockingslover on Sep 25, 2017
Gay Male

Becoming a Cocksucker: A Journey Summary: Man's journey from straight & married to loving cock sucking Note 1: Although unorthodox, this is a 2017 Valentine's Day Contest. No it's not a love story between a man and a woman, a woman and a woman or even a man and a man... it's a love story of a man and the discovery of his love for cock. No hearts and fl...

Tom

by Laxtwink10 on Aug 18, 2017
Gay Male

You could say that when I was 18 I was a little "Cock Crazy." I had yet to lose my virginity, but still had given my fair share of blowjobs. One of my favorite things to do was find a businessman staying in my town on craigslist, go to his hotel, and then suck him off and get that hot, delicious cum. I could go on and on about the different men I took in my...

First Time Gay Anal and Breeding

by RoughBreedingLover on Sep 25, 2017
Gay Male

I've always wondered what it felt like to receive a creampie, at 24 years old I finally decided to post an ad on Craigslist. The ad was named "wanting first time gay anal with a deep breeding creampie." I wasn't interested in blowjobs and anything I just wanted to be topped really hard, balls deep with the absolute minimum amount of lube so I would really...

An Average Day

by Closetfaggotnyc on Aug 18, 2017
Gay Male

This is how an average day goes for me. In addition to being a closet faggot and a liar, I'm also a loser and a chronic masturbator. I'm a loser because I really don't have friends any more after lying so much for the last few years. My friends would call me on a Friday night and invite me out for drinks or to hang out or whatever. But because of my cock a...