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Unexpected Encounters: A Mobile Home Salesman's Surprise Visit
I was a used mobile home salesman and got a call to go on a listing, when I got there a young wife who was barely dressed answered the door, I told her I got a call that you wanted to list you home

Posted by a straight man

By butchmax

Exploring New Boundaries: A Journey of Connection and Discovery
In the summer of 2025 on here I made friends with someone transitioning from female to male. He was looking someone to have fun intimate and discreet experiences with. After a couple emails then text

Posted by a straight man

By 4urpleasure23

The Journey Begins: My Unexpected Adventure with a Trucker
Part 2 : Trucker. We sucked each other off rimm d, kissed and enjoyed at 3 hrs of sex. He gave me a butt plug to take home so I could loosen up. He explained what to do. How long to leave it in.

Posted by a gay man

By constrman42

Unexpected Surprises: A Night of Romance and Intimacy
Today my bf surprised me he was like when you off work baby I said I'm walking out now he was like I'm here to pick you up. I get in his car and hug him and give him a good kiss on the

Posted by a gay man

By kimorafoxxsexycd

The Allure of Unspoken Connections: A Flirtatious Game
A Little Game Your smile’s a secret, I can't ignore, Like a melody I’m dying to explore. The way you laugh, it’s quite unfair, How it tugs at my heart, without a

Posted by a gay man

By Laurakate9

An Unexpected Invitation: Adventures Await at Myrtle Beach
Double Take part 2 Well I was asked to come back for some more hot fun Monday morning with my two new friends. I arrived there knowing that both were going to be there to enjoy my skills lol. Ron

Posted by a gay man

By Deleted User

A Night of Firsts: Exploring Boundaries and Desires
I responded to an add about wanting to explore BDSM more. She was 27 (but her post said 24), and I was 40. We actually talked a bit and i waited til she was comfortable to want to meet. And so she

Posted by a straight woman

By shibari_bum

Exploring Curiosity: A Night of Unexpected Transformations
My first cd experience I was 22 and very curious! I used to have cornrows and when I took them out would love the way my hair felt down my back! My friend who I always suspected was bi had a sister

Posted by a TS / CD

By bigmouth69us

Unexpected Surprises and Romantic Nights: A Weekend to Remember
Been meeting a guy I met through DL for a while, he lives out of town but come through for business. We spend those evenings he is in town fucking, a lot! He texts me and tells me he will be in town

Posted by a straight woman

By curiousladyd

Unexpected Encounters: A Night at the Motel With a Crossdresser
Usually total bottom,but this younger black crossdresser kept replying to me that he was in this hotel for day or another town in area. It was probably going on over a year, not sure how it started.

Posted by a gay man

By KestrelElbow9092

Unexpected Connections: A Dental Appointment to Remember
The best teeth cleaning ever! made an appt for after work and it was there last appt, as I came thru the door a couple people came thru the door on the way out. I heard a hello and looked over to see

Posted by a gay man

By a1777

Unexpected Connections: A Night of Attraction in the Pool
I was married at a young age and was living in a suburb with a nice swimming pool in the back yard. My wife was out of town visiting her parents so I stopped for a few drinks after work. I was pretty

Posted by a straight man

By likes big ones

Temptation at the Office: A Journey into Desire and Fantasy
My gorgeous young wife worked for a big bank that got bought out by a very wealthy black family My wife came home after meeting her boss and she said he had a massive bulge going down his inner

Posted by a straight man

By Hotpussy

Unexpected Encounters in a Hidden Theater of Attraction
I didn't know what to expect going into a porn Theater. I had just got of age, had a few cock in my life, knew I liked it and that led to me becoming a bottom, not sure how that happened, but

Posted by a gay man

By KestrelElbow9092

A Surprising Twist: From Cleaning to Captivating Performances
Young collage student, working my way thru school cleaning houses. I get a reply from my ad from an older gay couple, I'm gay so have no problem. It's my third week at their house, I need

Posted by a TS / CD

By cnysub

A Night of Exploration: Embracing New Experiences at the Spa
It was Spa time again. The bi side said it was time to feel a hard cock in me. Got prepped, filled my bourbon flask and headed over.Was thrilled to see a pretty full parking lot. Got my room. Took a

Posted by a straight man

By jeepguy13

Unexpected Connections: A Journey of Love, Fantasy, and Desire
I wasn't going to question it, you wouldn't have. Me and My wife " Sandy" had been married 20 years. Her a very attractive woman, Dark skin, black straight hair, perfect 38 D

Posted by a straight man

By KestrelElbow9092

Unexpected Adventures: A Weekend Invitation to Remember
Part 2 Double Take Well I was invited back yesterday morning to visit the two guys. He answered the door freshly showered covered with a towel. I entered the living room (both are married like I am).

Posted by a gay man

By Deleted User

A Night of Surprises: From the Entertainment Venue to New Desires
My girlfriend wanted to go to a strip club one night. We went in and got a drink. The girl on stage was dancing and my girlfriend commented “damn, she is fucking hot, I would do her” She

Posted by a couple

By Tiffanyheels

Unexpected Connections: A Night of Romance and Tattoos
He came over and sat next to me and I took off my shirt showing off my tattoos and he dropped to his knees and started sucking my dick so sloppy and loud then I bent him over and went balls deep

Posted by a straight man

By biggDjoe

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 37.8k 640 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.9k 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 51.8k 567 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.6k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.7k 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 11.0k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.8k 382 1.1k
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