An Unexpected Connection Through Online Chatrooms
I've always had a curiosity and desire to be of service. I haven't had many encounters with other men, but this one time, when I was in my 20's I had my closest shot of being a
A Late Night Visit with a Friend
I like to bottom. I love to see the pleasure on my tops face as he first slides inside me. Anyways, I was needing some hot sex this night and I have a couple of tops who are regular fwb's. The
A Secret Meeting Under the Stars
I'm a 53 year old closeted gay man whose is married to a woman. My very religious and conservative Latino family would never approve. But I have desires to be with men. I had a hot encounter
A Curious Man Explores New Connections
This is an interesting part of this site. It seems like there are some fantasy scenarios being shared, but I’d like to express my sincere gratitude to DoubleList. This site actually made a
An Unexpected Stop on the Way to Texas
I was traveling south heading towards Texas, stopped at a convenience store getting a quick snack and soda, I was in line behind two guys that were dressed nice and very polite, I was wearing my
A Surprising Meeting at Hollywood Boutique
I went to Hollywood Boutique and the usual bottoms were hanging out. I got a room and put on some porn on.
I have limited experience with anal sex. I’ve had it twice and neither was much to
Curiosity Leads to Unexpected Encounters in Nature
I lived in Illinois the forest preserves are known for guys walking trails looking for fun I was 18 I was curious so I waited on a trail n man grabbed his crotch and walked into the woods so I
Navigating a Unique Roommate Arrangement
Part 1 - I was 27 years old and I was renting a room in a big house from a 60 year old single guy. There had been a few times over the past year when work was slow. I didn't have all of the rent
An Unexpected Evening with My Neighbor
After work today I texted my gay neighbor who's been fucking me if he wants to hangout he said yes baby. So when I get there he has a drink ready for me we kiss and hold each other. When we
An Unexpected Connection at Work
It was a nasty rainy grey sky day like any other early spring or late winter day. I'm a general contractor who does almost anything that pays, I just hired a new helper and had no idea that he
An Unexpected Encounter by the Jacuzzi
I'm not a gay man but now I guess bi. Just out of college I get a job in a near by city, being a country boy I'm looking for an apartment and not liking living in the city I find one just
Unexpected Late Night Movie with Friends
Back in 2003, I was dating this Lebanese guy Karim from Canada. I'd drive up once a month to see him but occasionally he'd come down to visit me. I was living at home so I'd sneak him
A Winter Train Journey to Montreal's Magic
I was 39, had just split with a partner of ten years and was feeling kind of aimless. A bud with benefits suggested we drive up to Montreal for New Years Eve and we could stay with his cousin. It
A Long Drive to a Surprise Visit
So he said he had a 7 incher lied. So I headed to his house. 70 minutes away. Thinking I hope he really has 7 inches. You know what I mean you drive miles to find a guy who claims he has 6" and
Unexpected Encounter During Dorm Inspection
I stumbled into a memorable bondage / domination scene a few years ago. My last year in college, I was a resident advisor in a small dormitory. Each semester, the RAs did a room inspection for fire
Posted by a gay man
By dlb4e
An Unexpected Meeting by the River
Can’t resist
I was at the local river checking out the nude sunbathers there and walking around naked myself when I walked into the woods a little and came across two guys laying in the moss
An Unexpected Visit from the Neighbor
Lately while watching gay porn which gets me so hard btw well anyways while watching amateur gay porn I decided to put my butt plug in me before I decided to cross dress and do my makeup and wig.
An Unexpected Visit from the Neighbor
Lately while watching gay porn which gets me so hard btw well anyways while watching amateur gay porn I decided to put my butt plug in me before I decided to cross dress and do my makeup and wig.
Unexpected Meeting in the College Library Restroom
I was in my late teens in the library at college. I went to the restroom and it was closed for repairs so I went up the stairs to the restroom on the next floor up. I was totally naive and
Unexpected Meeting in a Hospital Bathroom
I had put an ad up not expecting much, looking for a top around the hospital I was at. Got an email quick telling me to go to the second floor and meet in this bathroom. I was laughing thinking ya
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