Gay Craigslist Stories

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Craigslist Hookup Ch. 01

by Harry_Balsach on Sep 14, 2017
Gay Male

Probably a little too perfect for a first time but what the hell. It's fantasy, right? I'd fantasized about being with a guy for most of my life. I don't really know why. I'd watch porn and wonder what it would be like to be the girl. Okay, not really wonder. I flat out wished I was her. Wrapping my hands around his hard cock. Stroking it. Maybe even suckin...

Craigslist Hookup Pt. 04

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well, both at home and with Will. Our new office in Chicago was growing nicely, which meant I got to make the trip there a couple times a month. Which meant Will and I got to see a lot of each other. Sometimes we were slow and gentile while at other times we were raw and animalistic. Sometimes we made love and other times we fucked. We even...

Craigslist Hookup Pt. 03

by Harry_Balsach on Sep 14, 2017
Gay Male

Life was good. I had just been made a senior partner at my law firm. In addition, we had opened an office in Chicago, which meant my meetings with Will soon became a regular thing. During the months we spent together we started growing close. Our "fuck sessions", as we called them, were starting to include talking and we actually got to know each other beyon...

Craigslist Hookup Pt. 02

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well at the law firm. I had been winning most of my cases and was getting a reputation around the local courts as "a force to be reckoned with" as one of the senior partners put it. "In fact," he told me one day, "you keep going like this you could even be a judge some day." "Really?" I asked. "Why not? But in the mean time I need you to...

Craigslist Adventures Don Ch. 03: Rob

by hornyyoungguy69 on Aug 18, 2017
Gay Male

This chapter picks up where I left off on Chapter 2. It was probably about 2 weeks after my last meeting with Don. After Don had let me know that Rob wanted to keep in touch with me, Rob and I chatted over email for a couple weeks. We kind of got to know eachother a little better. Rob told me how much he liked playing with me. He absolutely loved my body, m...

Craigslist Adventures Don Ch. 02

by hornyyoungguy69 on Aug 18, 2017
Gay Male

I had met with my relatively new friend Don a few times in the couple of months or so before he moved out of state. I sent an email to him to see if he was horny and wanted to play around a little bit. He quickly replied back that he was horny and wanted me to come over. He also asked if I would be fine with another guy joining us. I said that wouldn't be a...

Craigslist Adventures Don Ch. 01

by hornyyoungguy69 on Aug 18, 2017
Gay Male

Before these events, I had successfully met with 2 other people from Craigslist for safe play at different times. I am bi and like women more, but when I need some quick relief, I turn to Craigslist, usually guys because the w4m posts are typically scams of some sort. Anyway, onto the story... I was extremely horny one day, as usual. I posted an ad searchin...

Craigslist Ad

by dvilleman1975 on Sep 1, 2017
Gay Male

It all started with my new job and a work trip out of town. My wife and I hadn't been having sex as often as I would like (not at all), so I turned to porn as a way of coping with it. But lately I had become obsessed with bi asexual porn and transsexuals. Mainly I was loving to see the cocks in the movies. I didn't consider myself gay or bi but I had started...

Craigslist Ad Ch. 02

by dvilleman1975 on Sep 1, 2017
Gay Male

After posting my first craigslist ad everything changed for me. I found myself watching more transsexual and mmf porn. I couldn't help but to want to suck the cock of guys in the movie and the only way to ease this urge was to suck one myself. I knew the holidays were coming up and that my family would be going out of town so that would be the perfect time t...

Craigslist Success!

by chub2fxck on Aug 18, 2017
Gay Male

For weeks before it had finally happened I had spent time in the shower secretly rubbing my chub titties and fantasizing about being molested by another man. I had never touched another cock other than my own and the idea of being treated like a girl had always made me so aroused. When masturbating I had never experienced harder orgasms than while I had my f...