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Browse all erotic stories on DoubleList — straight, gay, couples, trans, and more. Find real hookup stories and steamy encounters across every category.

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An Unexpected Encounter with My New Roommate
I'm in my late 40's posted up that I had a room to rent just needed someone in there so I can pay my house payment so I had a few guys come but none didn't look trust worthy until this

Posted by a straight man

By Steve

An Unexpected Encounter with My New Roommate
I'm in my late 40's posted up that I had a room to rent just needed someone in there so I can pay my house payment so I had a few guys come but none didn't look trust worthy until this

Posted by a straight man

By Steve

An Unexpected Visit Leads to Surprising Moments
So me and my gf are bisexual I know my gf needs and loves eating pussy and fucking with her strap on and me love cross dressing and pleasing men as a woman one day this guy was over at my house in

Posted by a couple

By kimorafoxxsexycd

An Unexpected Encounter in a Dark Alley
I LOVE giving road head n car fucking. The adrenaline rush of getting caught by some random stranger as I'm either sucking a daddy mans cock, or getting my lil sissy cunt rammed n crammed full

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Self-Discovery and Connection
I am long time crossdresser and had had girlfriends that loved it. However, that was years ago. Mow it is hard to find a woman that likes it and wants to have sex with me dressed as a woman or go to

Posted by a TS / CD

By Tiffanyheels

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.

Posted by a gay man

By kimorafoxxsexycd

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.

Posted by a gay man

By kimorafoxxsexycd

An Unusual Encounter in a Church Parking Lot
Got my first blow job from another man, and he was begging for my cum the whole time. I finally shot the load into his mouth and he slurped down every last drop of my cum. And the place that he had

Posted by a straight man

By ahrarrangement

Unexpected Video Call in the Parking Lot
I waited in the car for hours. I slept. I mistreated to Cosmopolitan pictorial of Scarlett Johansson. Yes, Im straight as a mountain road. But come on those lips, those eyes. I didn't realize i

Posted by a straight woman

By Jazz

A Unique Encounter on a Hiking Trail
I figured if women treated me like shit others must be in the same boat and figured I'd start crossdressing and offer what we were all missing. I stole a dress from an ex (a aline skater dress

Posted by a TS / CD

By CD Danielle Doggie

A New Friend Joins the Adventure
At 50&51 we are quite secure ,my wife is a sex dynamo,and i have a rather nice 10+ inch thick cock.We swing with select females,and our newest friend is recently divorced,and on the rebound.She

Posted by a straight man

By easyc51

Exploring New Connections After Divorce
Recently divorced I wanted to explore, I responded to an add on doublelist, met a gay man that likes straight guys, it was incredible, he invited me to his room told me to undress ,he pushed me to my

Posted by a straight man

By marcus874

A Connection Beyond Words: A Serene Encounter
It started with something simple—just a look that lingered a second longer than usual. The kind of look that made her feel seen, not just noticed. They were standing close, close enough to feel

Posted by a straight woman

By rosemarypeaks

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

Posted by a gay man

By johndoeanon

A Nervous First-Time Encounter at Home
Was looking thru doublelist to see if I could find a guy to come over & suck & swallow me I been curious for awhile now & a week went by & this guy replied stats & info I was

Posted by a straight man

By Steve

An Unexpected Connection at the Library
About a month ago I had an amazing thing happen. I was at our nearest library looking through books and movies when I almost bumped into this guy. He is about 5'9, blonde,blue eyes,slender

Posted by a straight man

By lvecock1

An Unexpected Visit from Mom Changes Everything
I was 19 and growing up was only me & my mom 1 bed room she was always working til late & when she would come home take a shower leave the door open & used to stare at her when I was

Posted by a straight man

By Steve

A Dinner Conversation Reveals Hidden Secrets
So last night my beautiful ebony girlfriend cooked me dinner and when we sat down to eat we were chatting and she casually says to me that she's been masturbating to lesbian and gay porn and she

Posted by a couple

By kimorafoxxsexycd

Exploring Connection in a Supportive Environment
When I started BatePHX jacknoff club just a few months ago, I wasn't entirely sure what to expect. What began as a simple idea has blossomed into something that has positively influenced every

Posted by a straight man

By Deleted User

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

Posted by a gay man

By italianstallion86

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 40.2k 665 4.2k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 84.4k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 28.7k 381 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 54.0k 574 3.0k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 83.4k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 51.8k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.8k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.5k 623 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.2k 375 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 45.1k 384 1.1k
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