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A Night of Unexpected Connections in a Hotel
After a couple years on here I found Chrissy and I love her in a certain way. I have always had this fantasy of going to a woman's bedroom to find her sleeping in panties, the first part of my

Posted by a straight man

By KestrelElbow9092

A Surprising Meeting in a Dark Room
I was in an adult video room with lots of single rooms and really dark and I went to like the north west corner and couldn't even see to open a door but a man came up behind me and said here and

Posted by a gay man

By Ozzy

An Unexpected Connection at a Cruising Spot
Im 50 years old and bisexual I've been sucking dick and other things since I was very young when I join the army I got hooked up with some African American guys who like to f*** and I loved it

Posted by a straight man

By georgeluvscum

A Halloween Costume Party Adventure with Friends
It was 2017 Halloween my girlfriend dress like a man meanwhile she dolled me up as a pretty lil slut.And damn I look so fucking good went out bar hopping guys talking to me trying pick me up.my

Posted by a TS / CD

By casyleggs

A Halloween Party Takes an Unexpected Turn
It was 2017 Halloween my girlfriend dress like a man meanwhile she dolled me up as a pretty lil slut.And damn I look so fucking good went out bar hopping guys talking to me trying pick me up.my

Posted by a TS / CD

By casyleggs

A Playful Game Leads to Unexpected Guests
Well at a hotel we was playing truth or dare we was all naked so my husband dare me and my friend to answer door naked for door dash so he order some food and when he got there me and her answer

Posted by a TS / CD

By Deleted User

A Surprising Encounter with My High School Crush
When I was like a freshman in high school I had this huge crush on this senior boy named Ricky. OMG, he was fine!! He played sports like football n basketball n baseball. I would just go to the games

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Reunion and a Twist of Revenge
I had an affair and I’m not proud of it. The wife and I separated. One day she texts me asking if she can come over to talk, i say yes. She tells me what time she’ll be over. I’m in

Posted by a straight man

By Almabebe

Unexpected Secrets Uncovered at the Grocery Store
Walking into grocery store and did my thing like I do every other day. Retired, married for 20 years, I'm 58, wife 47. I was wearing a shirt for the company she worked for, old ratty sweatshirt

Posted by a straight man

By KestrelElbow9092

An Unexpected Connection During Lunch Hour
Okay, This is the time I got my ass taken by a gay man! So usually I take my hour lunch break and I go meet this guy in his office. Now let me describe him … He usually posts on DL.

Posted by a straight man

By marcgreen

An Unexpected Bedtime Encounter with Friends
This is amazing! Her back is against my chest, we are both naked, sitting on edge of the bed, her legs spread, up in the air, my arms wrapped around to hold them up and apart. His steel hard cock

Posted by a straight man

By jediboner

A Night of Surprising College Connections
Was in college a few back. Loved all that young pussy, sucking and fucking. This one gal which I fucked every week wanted a treesome. She invited another guy and she started by sucking us both back

Posted by a straight man

By downwith

A Journey to Reconnect with a Lost Love
I once agreed to a hookup. When we undressed I was started to see how massively he was hung. When first he entered me the pain was excruciating but somehow my body quickly adjusted, thus allowing

Posted by a straight man

By rayyar

A Chance Encounter at the Barber Shop
Back when I was 19 and worked in Downtown Manhattan, I went to this barber..a unisex salon. James was really friendly and as he did the best job on my hair I always went to him. He was a good-looking

Posted by a gay man

By johnsteed1967

An Unexpected Meeting at the Park
I was at a park somebody told me about where guys cruise and this young looking guy was sitting in his car I started walking towards a wooded area and he started following me. I stopped by a log and

Posted by a gay man

By willingpartner

An Unexpected Meeting at the Park
I was at a park somebody told me about where guys cruise and this young looking guy was sitting in his car I started walking towards a wooded area and he started following me. I stopped by a log and

Posted by a gay man

By willingpartner

An Unexpected Meeting by the River
Can’t resist I was at the local river checking out the nude sunbathers there and walking around naked myself when I walked into the woods a little and came across two guy laying in the moss

Posted by a gay man

By lst357

A Birthday Surprise with Friends at Home
My husband and i live with a trans woman. The three of us have been living together for a while now. I love waking up to both of their cocks in my mouth. Sometimes i wake up and they’re both

Posted by a couple

By Almabebe

A Caring Visit to Daddy in the Hospital
So I get a call from one of my daddy mens. He is in the hospital n really needs some company. Daddy mens tells me to get my sweet lil ass up to see him. He tells me his wifey-pooh just left n she

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Bedtime Gathering of Friends
"Whose next" I asked as my wife laid in bed on all 4s, cum dripping out of her cunt n ass. "Now serving number 5,6,&7" she yelled out. "That's right, 3 holes no

Posted by a couple

By sissyjamie4daddys

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 42.5k 670 4.2k
#2
Tiffanyheels
Couple Trans Straight
Girlfriend loves movie theaters 89.9k 1.6k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Another camping adventure. 31.3k 389 3.2k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 56.3k 585 3.0k
#5
kimorafoxxsexycd
Gay Couple Trans
Hooked up with my first ftm trans man 91.4k 1.2k 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 55.0k 466 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 55.4k 278 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 51.1k 623 1.7k
#9
butchmax
Gay Couple Straight
She figured it out and changed my life 51.2k 422 1.2k
#10
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.6k 378 1.2k
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