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Exploring an Age Gap Relationship Adventure
I was 27 he was 47, I had never been with someone so much older than me, each time we went out we went a bit further but he seemed hesitant for me to touch his cock the third date he was very upfront

Posted by a straight woman

By curiousladyd

An Unexpected Visit to His Apartment
I Was feeling particularly horny and wanted to provide non recip. oral service to a guy in need or release. I advertised here and an hour later I got a response. I'm married so I couldn't

Posted by a gay man

By Deleted User

A Stormy Night and an Unexpected Guest
My first time and a was a stormy winter late at night, and a man was stuck in the snow out front of my apartment. It was windy and blizzard outside. I asked him to come in. He was soaking wet. It was

Posted by a straight man

By BadgerNiche8419

A Morning of Unexpected Intimacy and Connection
I feel a nice breeze coming through the window, my pussy is being eaten. I feel an orgasm and i squirt all over. Fingers and tongue in my pussy. Clit is being rubbed and sucked on. My body is arched.

Posted by a straight woman

By Deleted User

Navigating the Journey of Sexual Self-Discovery
AM I STRAIGHT OR HETERO FLEXIBLE? I have spent several years trying to come to terms with my sexuality. Originally I was definitely straight; married twice (to women) and had no physical contact

Posted by a straight man

By oral_murfy

An Unexpected Encounter at the Park
I'm a black gay guy I love big dicks etc I love my huge booty pound hard all the time few months ago I was standing outside just chilling this guy stop and take a piss outside close too me I

Posted by a gay man

By BiIGDICKLOVER

A Dinner Date That Took an Unexpected Turn
I can attest to the older woman that have had a sheltered sex life, maybe your first in your teens, possibly another, married in your 20s for the long haul. Sex dies in your 30s. Soon discovering

Posted by a straight woman

By KestrelElbow9092

A Surprising Connection After Heartbreak
I’m 5’6, Bulgarian. 175lbs, 34D, hourglass body, heart shaped big ass, nice smooth legs, thick thighs, gray/blue eyes and a 7” dick. Everything is proportionate. Nothing too small

Posted by a TS / CD

By Deleted User

A Surprising Connection at the Tattoo Shop
I'm going to have my nipples pierced and friends tell me about this girl who is very good, she's new at a place I got a few tattoos. I'm into goth but not hard core, dress in black,

Posted by a TS / CD

By cnysub

Unexpected Connection at the Donut Shop
I have dressed as a slut for many years now. Silicone breasts forms, full dress , shaven all , nice wig, jewelry, heels ect. One night after being out at an adult theater, It was late and I stoped

Posted by a TS / CD

By Tiffanyheels

A Crossdresser's Journey to Unexpected Love
I have been a crossdresser for a long time. Never thought I would want to kiss a man. However, one night a guy wanted to kiss me and make out, it got my panties wet just like a female. My pre cum

Posted by a TS / CD

By Tiffanyheels

An Unforgettable Night at the Cabin Party
My Latina wife Luz ( story 7 out of 9) Part 4. The last part was actually part 3 but put part II by mistake . Well , I was sucking on the College girls nipples and she was moaning and enjoying my

Posted by a couple

By funcouple80503

An Unexpected Connection with a Local Couple
Week or two ago I got a text from the couple I've been 'helping' and turns out she's pregnant again. Kinda wish it had taken longer so I could come over there more often, but

Posted by a straight woman

By anon7754

An Unexpected Encounter in Crowley
Don't really say I'm gay, more bisexual. But I answered an ad for a guy in Crowley, wanted a host , wanted naked time. Well, he came over and immediately got naked! Nice cut dick, just like

Posted by a gay man

By wantinit73

A Journey of Love and Trust in Marriage
I love watching my wife taking a great hard cock pounding. She has been fucking other men since our first date 12 years ago. She was 19 when I first met her. I was 32. She was a party girl and a slut

Posted by a couple

By sissyjamie4daddys

Unexpected Meeting at the Hotel Bathroom
Last summer I took a trip to Disney in Florida with some friends and some of their parents. One of the days I choose not to go to epic universe so I could have some time to hang back. Knowing

Posted by a gay man

By FinchOnyx6817

A Unique Experience in a Japanese Hotel
While in Japan, I visited the parlors where the woman sucks your cock until you cum in her mouth. I went three times. And besides them sucking my hard cock, with two of the girls, I licked their

Posted by a straight man

By Tiffanyheels

An Unexpected Encounter at the Gay Bar
Me and my gf were at this gay bar when this black guy walked up to us said we're cute we winked and said thank you. I go to the bathroom room and the black guy walks in and locks the door he

Posted by a couple

By kimorafoxxsexycd

An Ordinary Evening Turns Into Something Special
It began as an ordinary evening, but the atmosphere quickly shifted into something deeper. Conversation turned into quiet glances, and the silence between us felt full of meaning. When we moved

Posted by a straight woman

By Deleted User

A Couple's Spontaneous Night Out at the Movies
When I got married I was 19 an my new wife was 18z we had sex daily and she still masturbated daily. She used her fingers, shower head, vibrator, cucumber and came several times. I worked nights and

Posted by a couple

By Tiffanyheels

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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