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An Unexpected Visit Before the Wedding
before i married my wife,i went to see an older friend of her family just a few miles from the home town we both lived in,i was 23 at the time and he was probally 50 give or take a few years,he had

Posted by a straight man

By charleencd

An Unexpected Meeting in an Apartment
I'm a bi mwm put an ad looking for bj. I'm obsessed with bj cant get enough of them. Had two guys reply. One guy was 47 said he could host now. So got address and headed to his place. Got

Posted by a straight man

By Deleted User

An Unexpected Massage Encounter at His Condo
I answered an ad on craigslist for a full body oil massage and was surprised by answer from a younger man that said he could host at his condo by the highway.He said dress sexy and he would to.So i

Posted by a straight man

By Deleted User

An Unexpected Meeting in a Quiet Parking Lot
I am a happily married older guy but in recent years become bi-curious. Using a meeting site I contacted a similar guy interested in catching up and teaching each other about guy touching. After

Posted by a straight man

By happyp

Unexpected Encounters During a Delivery Wait
One day I had to wait in my remote warehouse for a delivery, since I’m the only there I decided to post on DL. I was looking to suck some cock. I have a few responses and sucked And swallowed

Posted by a gay man

By jimpamps

An Unexpected Meeting at a Birthday Party
Posted an ad a few weeks back. I’m straight, but just love getting great oral from different people. The different styles are so much fun to experience. My wife is great as well, I just need

Posted by a straight man

By itpdivebarfan

An Unexpected Visit from the Bug Man
When I was 18 years old I was living with my parents and working at a local restaurant waiting for my first semester of college to begin. I got off work around midnight and slept late most every

Posted by a straight man

By cockjocky

An Unexpected Connection Between Generations
I recently crossed paths with an early 20's college senior off this site. About 5'5" with pert tits, long black hair and an athletic build. Truly a dream cum true. She'd posted

Posted by a straight man

By othraddr

An Unexpected Evening at Joe's Trailer
I answered an add for a jack off session with another 60 year old male. I am 60 myself and am not getting any sex at home anymore. Discretion was a must, so when I answered the add we talked via

Posted by a straight man

By daves829

A Discreet Late Night Visit to a Neighbor
So I’m a 19 year old man and my experience with women my age hasn’t been that great so I posted an ad on here trying to find a woman a little older with some experience. That’s when

Posted by a straight man

By Deleted User

A Summer Day Car Repair Visit
I'm 25 and married, and last summer my husband was out of town for work. On the Saturday he was out of town my car wouldn't start. I called my husband and he said his dad would be over to

Posted by a straight woman

By khead1994

A Surprising Encounter with Family Dynamics
I am actually bi now, I would have considered myself straight before this story. So I am 26 and married, a few years ago I had noticed that when I watched porn if the guy was hung I would sometime

Posted by a gay man

By khead1994

A Park River Meeting Adventure
I'm a 42 year old white guy, 6 ft tall, with a long, lean body. Muscular, long legs and a hot little hairless ass. I LOVE to show off outside, and get guys all worked up at the cruise spots

Posted by a gay man

By Deleted User

Navigating Challenges in a Long-Term Relationship
Well I don’t know where to begin for 16 years I was with my best friend my lover and my first of everything‘s that were fucking crazy we are basically swingers out the get go multiple

Posted by a straight man

By laidbacklovers

Exploring New Connections at a Hotel
I wish there was a Bi category because that's what I feel I am now. I've been very curious as to how it would be to suck a cock for a long time. This past December I finally had the courage

Posted by a straight man

By richardsmoker

A Surprise Encounter During a Hotel Visit
Long time ago i went to visit my gf she use to leave an hour drive far from me then i ask her to get out her mom house to go to a hotel to fuck as usually and ask her can u use a g string and b sexy

Posted by a couple

By xtrms

An Unexpected Ride Leads to Gratitude
This one time this guy from the airport was willing to drop me off at my hotel as it was on his way home. Let's be real, most older men do not offer to drive younger men home without something.

Posted by a gay man

By Deleted User

A Craigslist Adventure in the Next Town Over
I separated from my wife a few years ago, and sucking cock had always been a fantasy of mine so decided that now was a good time to try it. I looked on craigslist as it still had its personals back

Posted by a straight man

By borofun81

An Unexpected Evening at the Upscale Hotel
I am 55 BBW woman. About 200 pounds, 40ddd breasts. It had been awhile since I had any sexual activity, so to say the I was desperate. I answered an add on DL for Guys looking for playmate for

Posted by a straight woman

By oldarmy

A Naked Drive Through the Mountains
Being an exhibitionist I love driving naked. This week I took a drive into the mountains in my convertible completely naked. While jacking off I passed and flashed a trucker. He liked it and followed

Posted by a straight 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 Trend
#1
derake14
Straight Gay Straight for Gay
35 years later 38.0k 643 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 83.0k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.0k 380 3.1k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 51.9k 567 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.7k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.8k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.4k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.1k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.9k 382 1.1k
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