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A Journey of Self-Discovery Through Online Content
It started like any other pathetic day—jerking off to trans porn, desperate for release, pretending I still had control. That’s when I stumbled across something called sissymaker1. Just a

Posted by a TS / CD

By sissy jessica

A Summer Night Walk on the Bike Trails
I’ve been hooking up with a neighbor for a while now. I’ve never gone out dressed up. One night i dress up and walk over to his house. He says come on. Grabs me by the hand and we go to

Posted by a TS / CD

By Deleted User

An Unexpected Encounter with the Neighbor
I’ve always crossdressed, always been discrete. I’d get dressed in my bedroom and just feel so sexy. I’d feel so tempted to go out and walk in my heels. Feel that breeze on my

Posted by a TS / CD

By Deleted User

A Young Man's Unexpected Encounter with a Couple
I'm a 21 yr. old gay male , very gay and love to suck cock and get fucked, I have always wanted to be a crossdresser or maybe even trans. I posted here for someone to help out with the cost of

Posted by a TS / CD

By cnysub

A Mysterious Morning Surprise with Breakfast
I woke up this morn to breakfast in bed. That's right. I got me 2 sausage links fed to my lil sissy ass, n I got to enjoy some of that sweet cream of daddy mans in my coffee. I was asleep this

Posted by a TS / CD

By sissyjamie4daddys

A Night of Unexpected Connections in the City
I’m a tall, slender cross-dresser — 6’4”, 175 lbs, long blonde hair, tattoos running down my arms and back. When I’m fully dressed I look like a total slut: tight

Posted by a TS / CD

By Serena💋

A Night Out at the Lesbian Club
I had been a crossdresser many years before meeting my girlfriend . When I told her what I did she got excited. Then I took a shower and shaved all over and got dressed up. She was impressed with how

Posted by a TS / CD

By Tiffanyheels

A Unique Bond Between Driver and Boss
I used to be a driver for the big A company. I worked there for bout 2 years. Me n my boss was tight. I took care of him n he took care of me. I'd suck his cock like whenev he needed it sucked,

Posted by a TS / CD

By sissyjamie4daddys

A Unique Coffee Meeting with an Older Man
Where to start. Let's see. I'm a married bisexual crossdresser, who has major urges and cravings for cock and cum. My wife understands this, and is as supportive as she can be. I love my

Posted by a TS / CD

By sissyjamie4daddys

Exploring Identity: My First Hotel Experience
primera vez vestida en el hotel 1 . hola les contaré mi historia de la primera vez que me vestí de mujer para complacer a los hombres en un hotel. desde joven me gustaron las

Posted by a TS / CD

By zorrita551

Unexpected Encounter in a Grocery Store Parking Lot
There I was, bent over in the back seat taking a good hard banging from this married daddy mans in his car, in the parking lot of a grocery store, while his wifey-pooh was inside shopping. I had just

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Gathering at Daddy's House
It started out as a lil one-in-one fun with my lil sissy ass n a very delish older top daddy mans. It ended with a lil 5-in-me gangbang. So I was at my daddy mans house laying on the couch my face in

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Connection with Daddy Men
Most of my daddy mens fuck me raw, bareback, no condom. I love feeling their loads of cum jet blasting my sissy cunt n then feeling that cum drip out of me n run down my legs. Very few daddy mens

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Ride on a Sunny Day
It was a gorgeous day outside today, temp round 55-60. I decided to take a lil stroll round the block. I got bout 1/2 down my block this van pulls up n asked if I needed a ride. I told him no, n he

Posted by a TS / CD

By sissyjamie4daddys

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

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

Unexpected Connection at a Truck Stop
I’ve been crossdressing since i was young. I’m bi and I’m a truck driver. Every time i get the chance to dress up i do. One night i get to a truck stop for the night. It’s

Posted by a TS / CD

By Almabebe

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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derake14
Gay Couple Straight for Gay
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Tiffanyheels
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Parlors in Japan 172.7k 2.4k 4.3k ↗
#3
kimorafoxxsexycd
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I did some very mischievous things. 157.1k 1.6k 3.9k ↗
#4
cnysub
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The observer from DoubleList 105.0k 815 3.7k ↗
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KestrelElbow9092
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Her Boyfriend. 77.4k 662 3.6k ↗
#6
butchmax
Straight Gay Couple
My Husbands Best Friend 119.1k 805 2.1k ↗
#7
sissyjamie4daddys
Trans Couple Straight
I love water 84.5k 496 2.0k ↘
#8
Dedavis
Straight for Gay Straight
Super Bowl group event part six 102.3k 705 2.0k ↗
#9
wally4u
Gay Couple Trans
Missed The Fine Print! BIG TIME! 73.0k 330 2.0k ↘
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Steve
Straight for Gay Straight Gay
Doublelist fan 57.6k 677 1.8k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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