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An Unexpected Reunion with My High School Teacher
I'm 26 and gay and have always had a thing for older men but where I grew up you couldn't be to picky if you were gay so I usually dated guys around my age. Recently I saw a post from a guy

Posted by a gay man

By khead1994

A Step-Sibling's Unexpected First Connection
Stepbrother part 2: As he raised my leg. I felt all of his inches in me sliding in and out. I grabbed my leg so he could use one arm to wrap around my neck and the other to grab my waist. He had me

Posted by a gay man

By @coocui

A Chance Meeting at the Local Market
Stepbrother pt 1. Let me tell you how I started liking cock. Years ago when I was young. My father remarried and I eventually had a new step brother. All was good and we got along. He was about 19.

Posted by a gay man

By @coocui

A Relaxing Day by the Neighbor's Pool
I'm 25 and in a lesbian relationship and about 80% of my relationships have been lesbian however I am bi and enjoy men every now and then. So recently I bought a house, and my GF moved in with

Posted by a gay woman

By khead1994

An Unexpected House Party Adventure
I answered an ad to meet up with man on a site this weekend. We had arranged to meet at his house when I got off work. I knocked on his door and he answered completely naked. I knew then I was in

Posted by a gay man

By Deleted User

An Unexpected Visit to a New Friend
I answered an ad to meet up with man on a site this weekend. We had arranged to meet at his house when I got off work. I knocked on his door and he answered completely naked. I knew then I was in

Posted by a gay man

By Deleted User

An Unexpected Connection at the Video Store
I think technically I'm bi, but that's not important right now. I've always been fascinated by cocks. Ever since at least middle school, I've wanted to suck them. I finally

Posted by a gay man

By TernBreeze1913

College Buddies Explore a Unique Encounter
My college buddies and I were bored one night eventually the talk got around to sex with our chicks. Two of us had steady girls and two were in between girlfriends. We were horny as fuck. Our girls

Posted by a gay man

By Deleted User

An Unexpected Connection During a Cab Ride
I've been cheating on my man since the day we met. I know that he has done the same thing to me. We dont share stories in fact we never tell a thing . We used to live in Philly but moved to

Posted by a gay man

By knobslobber

Exploring Connections at the Local Theater
i am an older widowed recently that has for years managed to get off the apron strings and get out to play Have engaged i sucking and anal only 2 times (not into it) Due to health lost the ability

Posted by a gay man

By Deleted User

Unexpected Connection in the Office
I am 26 and bi. At work I am the only openly bi/gay guy. I come across as straight but the last time we had a work party I was dating a guy and he came, and that is when everyone found out. Well

Posted by a gay man

By khead1994

An Unexpected Office Encounter After Hours
 I took a dab on my index finger and lubed up my hole and inserted my finger a bit to make sure I would be ready for the pounding I was about to take. He came up behind me and pushed my ass a

Posted by a gay man

By Biguy64

Unexpected Connection During Office Lunch Break
Last week I saw a post on here of an older married gentleman in his 50's with an office nearby. I sent him a few pics of my ass and he sent me a reply saying "nice ass" and a dick pic.

Posted by a gay man

By Biguy64

An Unexpected Encounter at the Gym
I am an older recently widowed white male that went into an abs in raleigh to get a blow job and instead of getting one i wound up giving 7 different guys blow jobs and swallowing 6 of them apperntly

Posted by a gay man

By Deleted User

An Unexpected Massage at the Doctor's Office
Bi guy here. Met a guy on DL yesterday. He was looking for a guy that would let him touch/massage you all over. Sounded interesting as I like my massages. We emailed then talked. Found out he loved

Posted by a gay man

By HermitDune2730

An Unexpected Visit to an Older Gentleman
This story is probably going to be boring compared to others on here but it's sort of erotic sharing it. I answered an ad on DL of an older gentleman looking to spank someone. I'd never

Posted by a gay man

By hrtbrkhtl787500

An Unexpected Encounter on the Couch
Ok I'm a gay man responded to an ad on grinder this gut asked me if I wanted him to stop I said year eager to see this 5ft 6in 125 pound man and see what he was packing he walked in stated

Posted by a gay man

By bigbottom4u44

An Unexpected Beach Encounter with a Stranger
Here’s my story and “problem”..... I’m a quick cummer and sometimes my cock isn’t even hard and also hands free this happens when I hook up with a guy but when I’m say in bed playing

Posted by a gay man

By Deleted User

Unexpected Meeting at the Bike Repair
I was coming out of wallmart the other day in olean ny, it was hot that day and I had on just shorts and a t shirt. As i was walking out I saw a guy about 20 messing with his bike tire with a bag

Posted by a gay man

By markuslots

Unexpected Meeting at the Lake Trails
I need to tell what happened to me yesterday. First, I'm a 60 year old, heavy set ,balding guy. I love to dress in womens clothes but am not passable at all. Yesterday I decided to go to a place

Posted by a gay man

By subsenior

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 29.4k 606 4.1k
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KestrelElbow9092
Gay Straight for Gay Straight
A day of Exploring. 16.8k 333 3.0k
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Couple Straight Trans
Wife admitted to self-pleasure and lesbian intimacy at toy party 62.8k 1.2k 3.0k
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cnysub
Gay Trans Straight
My Birthday Surprise 31.0k 463 2.6k
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kimorafoxxsexycd
Gay Couple Trans
Consumed a few 49.3k 943 2.4k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 36.4k 441 1.9k
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Alma
Straight for Gay Trans Straight
Inspect me officer 13.1k 528 1.7k
#8
wally4u
Gay Trans Straight for Gay
Went Home With Older Man! 45.8k 265 1.7k
#9
Steve
Gay Straight for Gay Couple
Called back my massage therapist 38.8k 538 1.5k
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curiousladyd
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First really big appendage 8.6k 337 1.2k
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