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Craigslist surprise in Chicago

by Wym


It was my last evening in the Chicago Rosemont area and I convinced myself that I would fulfill one of my fantasies...hot M2M action! I'm married and never had the opportunity to explore the gay side of my true being. Oh, I had the occasional mutual jack off in the gym showers, but never M2M...until tonight.

Skimming through Craiglist, one posting in particular caught my eye....

"Hey guys! This is my last night in town and looking to suck some cock. MWM, 36, 5'11, 200#. Hosting in my hotel room in the Rosemont area."

Everything about the posting screamed to me to reply since we had similar stats (except I was 5" shorter and 3 years older). I quickly replied (this was the first time replying to a post and I had to create an account!) and I was blown away when I got a response. I wasn't surprised that I got a response, but rather, surprised because I recognized who the sender was based on his email address...he was at the same conference as me! In fact, he was the only guy at the conference that I had my eye on. When I first met him (I'll call him Tim), I noticed a wedding band and would never have guessed that the two of us would be hitting it off...but wow, I'm glad I responded to his posting!

In a quick exchange of emails, Tim soon figured out who I was, and I was ecstatic that he wanted to hook up. I practically race-walked from my 7th floor room to his 4th floor room when he emailed me his room number. Tim was waiting for me in a loose fitting t-shirt and a pair of boxers that wasn't doing it job in hiding his already hard dick. Admittedly I was a bit nervous since this was my first M2M, and Tim soothed my nerves with a warm hug (I could've stayed in his arms for hours!).

Tim led me to the bed and helped me out of my clothes, as I helped him with his. Again, he wrapped me in his arms, but this time, our naked bodies were pressing against each other as we kissed. For the next two hours, I forgot about the family I had back home, and enjoyed total BLISS! Hugging, kissing, groping and sucking led to a climactic ending and me falling asleep peacefully in Tim's arms.

Oh what a night to remember!!! [This story is 99% true! I hope that "Tim" reads this.]


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3 Gay Erotic Stories from Wym

Craigslist surprise in Chicago

It was my last evening in the Chicago Rosemont area and I convinced myself that I would fulfill one of my fantasies...hot M2M action! I'm married and never had the opportunity to explore the gay side of my true being. Oh, I had the occasional mutual jack off in the gym showers, but never M2M...until tonight.Skimming through Craiglist, one posting in particular caught my eye....

My First Airplane JO

I dreamed of playing around with a fellow passenger on an airplane, but never did I believe it would ever happen to me...but it did, and this story is 100% true!Like an ordinary trip, I like to sit in an aisle seat where the seat next to me is a window seat and hope that some hot guy is my neighbor. Well as the passengers strolled toward me upon entering the plane, I would hope that some kept

Surprise prostate massage

My mind was set on getting my first sensual massage while on a business trip to Washington, DC. I combed through several M4M massage websites and came across

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