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A Journey of Trust and Exploration Together
I have been happily married for many years but, as I have gotten older, I have started enjoying crossdressing when I have the opportunity. Fortunately, I have a very understanding wife who not only

Posted by a TS / CD

By dclark

Exploring Connections with Local and Out-of-Town Daddies
I have been out prancing n wiggling my lil sissy ass off for men for the past 8 years. Before that, I acted n pretended to be straight. I didn't have a gay bone in my body. Now, I have straight

Posted by a TS / CD

By sissyjamie4daddys

Teen Friends Explore New Boundaries Together
When I was teen I met a black guy my age at school we became friends. He would come to my house and I would go to his. One day he ask me if I had ever sucked a cock I told him I hadn’t

Posted by a gay man

By Anonymous

A Weekend Adventure After Winning the Lottery
Read a story awhile back on here and the guy was getting fucked and other thoughts filtered in. " If my wife and kids could see me now" sort of thing. I never thought much about it

Posted by a gay man

By KestrelElbow9092

Memorable Meeting at Motel 6 in San Francisco
I met up with someone here a couple years ago and I'll never forget the experience. I caught a ride to the motel 6 at Embarcadero to meet them for a couple hours. a thick cd from another state

Posted by a straight woman

By lowkeythirsty

An Unexpected Hotel Meeting with a Visitor
I'm a black male, athletic build, late 20s, 8 inches thick cock and a nice peachy bubble butt. Over the years I've enjoyed receiving anal sex more as time goes by but I always play with a

Posted by a straight man

By shouldbesimple

A Mysterious Encounter During a Nap
My boyfriend and I enjoy a great sex life and enjoy trying new things. One night we were talking about kinky fantasies, and trust me I had indulged most of his fantasies. I asked him about a CNC set

Posted by a straight woman

By curiousladyd

Unexpected Encounter in the Grocery Lot
So I got stood up the other night. Had emailed, texted, n exchanged pics n vids with a potential daddy mans for a few days. Daddy mans wanted to meet so bad. Told me he wanted to give me a good

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connections at a Trade Show Lounge
My husband and I were attending a three-day trade show in Orlando. After the Saturday session we decided to hit the lounge to enjoy the music and have a few drinks. It was crowded but we were able to

Posted by a straight woman

By JS

An Unexpected Visit to Daddy Man's Home
I'm a total n complete bottom prissy sissy who LOVES pleasing top daddy mens with my mouth n my lil sissy cunt. I am strictly dickly but .. last night i got invited to a daddy mans house. When I

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Friendship at Home
Last week i was reading the ads on DL and found 1. It was 2 guys that lookin for new friends,I replied. Got a emailed within a few hours. I read it and saw their pics. Black dude with nice cock and a

Posted by a straight man

By justkeithlv

A Surprising Dinner Reunion After a Breakup
Didn't think anything of it, been fucked by this guy before and he loves taking my phone and recording the pov of his 9 invading my loose gaped asshole. Pulls out all the way, I stay wide open

Posted by a gay man

By KestrelElbow9092

A Bowling Night That Changed Everything
Like many married couples our sex life had taken a back seat to busy day to day life, both work, three kids in many activities, if we fucked twice a month it was a good month. One evening we were

Posted by a straight woman

By curiousladyd

A Night of Laughter and Unexpected Connections
Putting in couples because that was my search. Bisexual 60 year old masculine male. About 6ft 190 pounds, 8 inches of the thickest cock you'll ever see. Have had woman that couldn't take

Posted by a couple

By KestrelElbow9092

A Night of Surprising Connections at the Hotel
Me and wife went out to dinner at a local hotel bar she got up went to rest room come back a few minutes later asked if she could go to a room with a cute guy I said to go have fun she did about 2

Posted by a couple

By Wet41

A Winter Visit by the Fireplace
My wife’s big mouth is getting me laid. So my wife’s best friend that she went to high school and college with has a sister that’s 10 years younger. She married an airline pilot

Posted by a straight man

By modernlove

A High School Job Encounter That Changed Everything
So this is a fantasy of what I would of loved to happen to me over 20 years ago. I used to work at a CVS when I was in high school. It was my first real job and I loved it. Had friends and even

Posted by a gay man

By flowerguy00

An Unexpected Encounter in St. Louis
I met the hottest little cross dresser sissy I have ever been with. Fucks sake she sucked my dick so good I had to pull the bedsheet out of my ass. She sucked my dick for 15 minutes at least. Then

Posted by a straight man

By sissyjamie4daddys

An Unexpected Night with Friends
The line forms in my rear is what I told the 4 daddy mens as I lay in bed n offered them my lil sissy cunt. One by one, each daddy mens took a turn sliding their yummy cocks into my sissy cunt. I was

Posted by a TS / CD

By sissyjamie4daddys

Finding Comfort in Unexpected Connections
I honestly didn’t expect anything real to come from here at first. It started as a simple conversation, nothing forced. Just easy back and forth, getting to know each other slowly. When we

Posted by a straight woman

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 for Gay Couple Straight
I couldnt refuse the temptation. 49.5k 738 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 100.3k 1.7k 3.4k
#3
KestrelElbow9092
Straight Gay Straight for Gay
A chance meeting. 35.9k 429 3.2k
#4
kimorafoxxsexycd
Gay Straight Couple
Bf was a sweetheart today 101.6k 1.2k 3.1k
#5
cnysub
Trans Gay Straight
My boyfriend/ Master/partner 60.8k 606 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 60.7k 470 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.0k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 51.9k 630 1.7k
#9
powers8
Straight Straight for Gay Gay
My greatest vacation ever 51.6k 480 1.3k
#10
butchmax
Straight for Gay Couple Straight
My Wife Got Sick 59.4k 472 1.3k
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