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Exploring New Horizons in Midlife
I had been bi curious for years but never acted on it until one day in my mid 50s my wife was out of town for a week and after a couple days of watching porn I answered a ad on dL from a guy about my

Posted by a gay man

By Deleted User

A Nervous Encounter with an Older Gentleman
I posted an add on CL. looking of older, I had several responses and dialed in on the one that seemed the best for situation. Straight for the most part but at the time was starting to get aroused

Posted by a gay man

By kinknfetish

A Summer Gathering at the Family Pool
it was a great experience, i wish it would have lasted longer. the guy was a lot older than me, i think at the time he was about 60. he was a family friend. so he watched me grow up. at that point i

Posted by a gay man

By tj346811

An Unexpected Gathering at Tim's Country Home
I'm a 22 year old twink. Blonde hair, smooth body. It was about six months before the pandemic started. I was at a local gay bar having a beer. An older Daddy approached me and asked me if he

Posted by a gay man

By oldarmy

Exploring Boundaries in a Unique Session
Session with Sir part 2 After a back-blowing fuck, Sir fucking into me with every fiber of my being, he pulls out, and then tells me to get back on my knees. I hear Sir opening the lube, and along

Posted by a gay man

By baltbottom

An Afternoon Encounter at the Motel
Just happened yesterday...let me set the scene. I’m 47, 6’, 175, 32”waist, white cock-caged sub bottom. My key holder, Sir is 40, 6’3”, 195, 34”waist, black and a

Posted by a gay man

By baltbottom

A Surprise Encounter with a Blindfolded Twist
Slowly beginning to begin playing with guys I had found myself sucked many times and me touch back some bit not fully. I do like surprises and decided to make one for me and the next guy that came

Posted by a gay man

By Deleted User

A Summer Morning Adventure in the Park
Was cruising the local outdoor spots near my house I saw a guy in the distance so I stripped down butt set my clothes down and walked about 50 yards by now my 8 inch uncut cock was as hard as I ever

Posted by a gay man

By sultrysteve

Unexpected Meeting in the Summer Sun
Was cruising the local outdoor spots near my house I saw a guy in the distance so I stripped down butt set my clothes down and walked about 50 yards by now my 8 inch uncut cock was as hard as I ever

Posted by a gay man

By sultrysteve

An Unexpected Connection on a Bus Ride
Well, my first hookup experience was with the older man. I was 18 at the time. I was taking a bus ride to visit family from Edmonton to Vancouver, when Greyhound used to run that route. My family

Posted by a gay man

By Deleted User

A Night of Surprises at the Bookstore
So I answered the add-on dl for somebody that wants to go to the ABS with me to the adult bookstore. So I meet a guy they wants to go. So on Friday we meet four drinks. We catch a buzz and head off

Posted by a gay man

By MagpieCoral1679

A Summer Encounter at Mitchell Park
I’m a closeted Bi-guy. Love giving BJ’s. Last summer around this time I was going to head out for a long run by myself. Knowing I’d be in the Mitchell Park area, I threw an add up

Posted by a gay man

By Deleted User

Reconnecting with an Old Friend: A Surprising Encounter
At this point in time I gotta say gay man, I like cock too much. I found out exactly how I felt I would discover my love of cock. Guy I grew up with. Always known he was gay from birth he says.

Posted by a gay man

By bill094

A Surprising Encounter During a Weekend Stay
My story is I was visiting a friend. We been great friends for a long time. One night I was visiting and staying for the weekend. We where in his bedroom drinking beer. It was late and his brother

Posted by a gay man

By Barry

A Journey of Self-Discovery and New Experiences
My first time with another man happened when I was 35. A little late but I had been thinking and fantasizing about it for years so I finally decided to try it. I met this guy for dinner. Then we

Posted by a gay man

By cryledmb

An Unexpected Experience of Bed Switching
He Switched sides of the bed from time to time to work each cheek into a reddening target. Somewhere into about 50 or 60 continual hard strokes my mind started to process the pain and I arrived in a

Posted by a gay man

By LarkIndex1192

A Surprising Meeting in Winnemucca Hotel
Rough Hotel Meeting I was living in Winnemucca NV at the time and like most Saturday afternoons I was searching grinder when I received a post from a guy visiting for the weekend. He was a Dom/Top

Posted by a gay man

By LarkIndex1192

A Surprising Barbecue Gathering with Friends
I'm a 20 year twink. Going to college working part-time. Short brown hair, but smooth every where else. I'm seeing an older Daddy on a regular basis. He's in his 50's. I take very

Posted by a gay man

By oldarmy

A Surprising Connection at a Halloween Party
Ok. I’m actually bi but there was only a gay option and I’m gonna tell the story of my first gay experience. It was at a wear house Halloween party. At the time I still considered

Posted by a gay man

By Deleted User

A Midnight Summer Encounter That Changed Everything
Where are you now? We met half past midnight one summer night not a long time ago. You answered my post here on dL and after 30 minutes you showed up in front of my door . You were an apparition, a

Posted by a gay man

By Deleted User

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
Parking lot kiss 31.1k 608 4.1k
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Tiffanyheels
Couple Trans Straight
Girlfriend takes two partners 67.9k 1.3k 3.1k
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KestrelElbow9092
Gay Straight for Gay Straight
Tricked him to sleep with me. 19.6k 344 3.1k
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cnysub
Gay Trans Straight
My Fun Bucket List 34.6k 471 2.7k
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kimorafoxxsexycd
Gay Trans Couple
My first big black 56.8k 987 2.5k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 38.9k 444 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 48.7k 268 1.8k
#8
Steve
Gay Straight for Gay Couple
Called back my massage therapist 39.6k 540 1.6k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 8.9k 341 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 36.7k 266 1.1k
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