Gay Chat Stories

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Me and Jack

by bimanms on Aug 17, 2017
Gay Male

I had been to the bookstore many times and had a lot of fun going there. I knew I would continue to go there but since I had moved to Jackson it was less frequent. I also knew that I was wanting a little bit more out of this side of my life. I wanted to try to meet someone to hook up with occasionally. I wasn't quite sure how to do this, but I knew if there...

Business Trip - Night 01

by OldFizziWig on Sep 14, 2017
Gay Male

I travel a fair amount for my work, one hotel after another can get boring so often I spend my evenings at a nice restaurant, then one or two drinks at the hotel bar, if there is one. If not I try to find a nice cozy pub near my hotel, much better in walking distance than if I have to drive. After that it is usually back to the room, and fire up my compute...

Hooked Online Ch. 01

by Warm to touch on Aug 18, 2017
Gay Male

This is a fictional work intended for consenting adults over the age of 21. If the first time and only time had not been so wonderful John probably wouldn't go through all the nervousness and anguish again. But that one time John met another professional business man in person and did all the things for him that they discussed in a chat room it was simply H...

Would You Like To Come By? Ch. 01

by fullncreamy on Aug 31, 2017
Gay Male

Chapter 1 - The Internet can be your friend ////////////// The world of Internet chat. What a diverse and wonderful world it is. If you have time to kill, the Internet is your friend. Everything and everyone can be found on the Internet. Millions of strangers wait for you in Cyberspace to hold you like the warm, close and personal friend you need. Or...

He Watched Me with His Son Pt. 01

by SxyHusband on Sep 14, 2017
Gay Male

Mark's eyes were closed, his brow deeply furrowed and his head thrown back against the armchair as he furiously stroked the length of his manhood. With one hand holding and pressing down the base of his shaft and balls, the other intensely pumped his glistening and incredibly turgid cock; he was hardly breathing, his whole body was tense. The sight of me, n...

Remember Yahoo Chat? I Sure Do

by FinallyOpeningUp on May 22, 2019
Gay Male

The news was unexpected. I can't say it was devastating. In fact, it elicited no truly emotional response from me whatsoever. But just a few months ago I was scrolling through my Twitter feed and a headline jumped out: "Yahoo Chat to shut down permanently." I paused for a moment when I read that headline. Yahoo Chat. It had been probably ten years since I,...

Wanted: JO Buddy

by jon227 on Aug 18, 2017
Gay Male

Note: This story explores a bisexual/bi-curious relationship where two friends explore the boundaries of their sexuality. * "Here goes nothing," I thought as I clicked submit. I had finally mustered the courage to post an advertisement. For quite a while I had kept my online habits a dirty, little secret. I'd go on chat sites and swap porn links with othe...

Chat First

by InfiniteGiraffe on Dec 24, 2017
Gay Male

Fantasies are easy. And it's easy to pretend that they aren't real. Especially for me. I've always found a safe space for my fantasies, and I don't let them intrude on the rest of my life. That's the nice thing about porn. You log in online, browse what you want. Link to the next video, and it goes on and on and on. Before you know it, you're stroking to t...

Cyber Meets Real World

by sneakymoe_knee_key on Aug 18, 2017
Gay Male

Paul nervously paced around his living room. Months of chatting online had led to this moment. He was stepping out of his comfort zone and meeting Christopher for the first time. Paul had many admirers in the chat room he frequented. Men and women seemed to be drawn to him like a moth to a flame. That same charisma never seemed to translate to his real life....

From Alex to Lexi

by oskarwild on Sep 14, 2017
Gay Male

Author's Note: So, here's my second story submitted to Literotica. I had intended to write a follow-up to "Daddy's Girl," my first submission, but I had to get this one down first. It's based on personal experience and I've been 'itching' to put it down on paper. Hope you like it. The Chat Room Alex was bored. In fact, he felt his life was pretty boring. A...