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Navigating Life with a Crossdresser Partner
I'm a 73 year old GWM who is married to a crossdresser. She is 37 and very passable. I am submissive to her domme, and she is submissive to other men. I met her when she was just another GWM

Posted by a gay man

By Deleted User

Unexpected Connections at a Pool Party
One Friday afternoon I was just in the pool floating around, when I heard the side gate open. Around the corner came a young man in his 20's with a towel and a cooler. As soon as he saw me he

Posted by a gay man

By lordpap

An Unexpected Meeting in a Booth
Recently moved to the Pacific NW and was craving a cock and had not met anyone as of yet. I decided to visit the abs just down the road. I went into a booth and waited. Soon a hard cock appeared

Posted by a gay man

By bjsnakes

Curiosity Leads to an Unexpected Theater Encounter
So the post on DL asked, What is the theater like, and the one on the other side.. the post said "I'm str8 but curious, and before I'd go for my first time.. what is it like? I like to

Posted by a gay man

By tjnwwihostdthvistor

A Night of Surprising Confessions Between Friends
I met Jeff, my best friend, four years ago. My wife and his wife had become friends, so Jeff and I started hanging out. About a year after we had become friends while drinking whiskey one night, Jeff

Posted by a gay man

By Deleted User

An Unexpected Adventure with New Friends
I have always wanted to try double penetration. I put an ad out stating what I was looking for and two black guys answered my ad and they both said they would love to come over. Both had about 8 inch

Posted by a gay man

By lordpap

A Surprising Weekend Transformation and Meeting
I am a married bi man. Normal day to day I seem like a normal masculine straight man, however when I have the house to myself I love to be a sissy boy. I put on my wife's panties or thongs, I

Posted by a gay man

By khead1994

Unexpected Encounter on a Rainy Night
I was 19, on my way home from work. Picked up a guy hitchhiking in the rain. He was a black guy from south America and just got released from a 6 month county stint. He was walking to the motel he

Posted by a gay man

By misstriss

Unexpected Connection During a Rural Survey
So I was a "ride along" doing survey of properties in rural north lands, mostly pine and such. My driver the company paired me with was a very butch ex-marine bearded but with it trimmed

Posted by a gay man

By tjnwwihostdthvistor

A New Neighborly Friendship Blossoms
Quite few years ago I moved from Burnaby to East Vancouver. I had just bought a house in an older neighbourhood where the houses are quite close together. On the day that I was moving in II noticed

Posted by a gay man

By Deleted User

Unexpected Connection at the Model Home
I love to go out to model homes and just look for ideas for my own home. There were some new town homes that I wanted to go and look at. It was a Tue and I knew that I might be the only one looking

Posted by a gay man

By lordpap

An Unexpected Gathering in the Living Room
I had put an ad out for tops to come over to the house and use me. Three guys replied, all of them lived close and did not mind playing with others. The first two arrived and we were all naked in the

Posted by a gay man

By lordpap

A Chance Encounter at the Beach in Murrell's Inlet
At the time I lived in Murrell's inlet I would go to the beach from time to time.i was sitting on my chair and noticed this guy in sun glasses he was hot.we keep looking at each other for about

Posted by a gay man

By fouryoublue

Unexpected Encounter at a Rest Stop
I was on a drive up Vancouver island and had to take a piss. I stopped in at Cassidy rest stop and noticed only a few cars in the lot. I went in and slowly walked by the first cublicle which was

Posted by a gay man

By duncaknight

An Unexpected Hotel Meeting with a Country Boy
I m in my early 40s and I met a 19 year old country boy through the site. We emailed and met once but nothing too crazy as neither of us could host. Then one weekend he emailed me and said he had a

Posted by a gay man

By jonathandough

An Unexpected Visitor at My Door
I had put an ad out for someone to come over to the house and fuck me raw. I also wanted a big dick to fuck me. A black guy answered my ad and sent a photo of his dick. All 12 inches of it. I sent

Posted by a gay man

By lordpap

An Unexpected Hotel Meeting with a Young Guy
Im 30 in decent shape married bisexual and most of the time a bottom but I love topping a younger more feminine guy. I replied to an ad from a guy who had just turned 18 a few days before and was

Posted by a gay man

By cm5510

An Unexpected Encounter with a Dominant Man
I've met up through online a few times over the years, one experience sticks with me though. I'm strictly a bottom, smooth tight bubble butt, and I like VERY dominant older guys. One guy

Posted by a gay man

By suballday

An Unexpected Visitor for a Relaxing Massage
I had put an ad out that I needed a massage on my lower back and I was not going to pay for it. One guy in his 30's said he would be more than glad to massage my back but he was not a pro at it.

Posted by a gay man

By lordpap

An Unexpected Meeting at the Lake Park
I was up at the lake looking for sex. I was sitting on my usual park bench almost naked. It had been very slow and I really thought about going home. Then this truck pulling a long trailer parks next

Posted by a gay man

By lordpap

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes
#1
derake14
Gay Straight for Gay Straight
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Tiffanyheels
Couple Straight Trans
Girlfriend takes bareback penis 72.4k 1.3k 3.1k
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KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 21.5k 351 3.1k
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cnysub
Gay Trans Straight
Exploring the Rest Area 38.5k 479 2.7k
#5
kimorafoxxsexycd
Gay Trans Couple
My first big black 59.5k 1.0k 2.5k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 40.7k 453 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 49.1k 267 1.8k
#8
Steve
Straight Straight for Gay Gay
2nd part to gay club experience 42.5k 558 1.6k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.2k 346 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.1k 268 1.1k
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