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Transgender Sex Stories – Real Encounters & Passionate Experiences

Welcome to DoubleList’s collection for trans sex stories, where our users share their real, salacious experiences. Your secret encounters are always safe with us because your identity will be 100% anonymous. So, come on in and add your steamy trans erotic stories; we can’t wait to hear them.

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Category: TS / CD

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A Secret Encounter Next Door
My name is Steve and I’ve been cross dressing and servicing guys since I was 12 years old. I married a beautiful woman named Julie about a year ago and thought I was over it but those old

Posted by a TS / CD

By OspreyGrove7318

A Night of Secrets and Surprises Over Whiskey
Instead of coffee he got out a bottle of whiskey and two glasses and poured us each one and I started telling my story. First of all I told him that I really did love his daughter. Then how I

Posted by a TS / CD

By OspreyGrove7318

An Unexpected Family Visit During a Date
I am a bottom sissy who loves pleasing men sexually. I thought I had done it all but last night was a 1st. So last night I had a date with a daddy I have been spreading my ass for for a few months.

Posted by a TS / CD

By Deleted User

Unveiling Secrets in a Marriage Journey
I didn't start out being a CD but ended up becoming one for my wife which than turned into me being full out TS. Amber and I married two years out of high school. She'd never mentioned her

Posted by a TS / CD

By Deleted User

Unexpected Encounter at the Park and Ride
This is back when a certain list named Craig had the hook up page, I put up an ad cd looking for fun ext. Got this one response that peaked my interest 2 guys said they have an SUV with blacked out

Posted by a TS / CD

By Kellieskirt

A Surprising Day Off with Unexpected Guests
I have secretly been bi for years now. I'm 29 and married, but at some point while I was dating my now wife I got curious. At one point I decided to secretly try on one of her thongs and I loved

Posted by a TS / CD

By khead1994

A Surprising Find in Mom's Lingerie Drawer
I’m a 24yr old Latina crossdresser I’ve been crossdressing since I was a teenager lol One day when I was maybe 18 I went over to my moms house to find that the house was empty I had my

Posted by a TS / CD

By tiffany_sissy

An Unexpected Encounter from a Dating App
Meet this guy on grinder today. Was only a few thousand feet away so we started to chat. I love to show off my panties suck and be a good little slut. He wanted me just in panties when he got to my

Posted by a TS / CD

By Brad

A Halloween Party Transformation and New Beginnings
Was at a friend's house I met online. Who lives in the country just outside the city. I notice the house next door is for sale, I am looking for a house to buy. I ask him about the house since

Posted by a TS / CD

By cnysub

An Unexpected Roommate Encounter in a New Town
After I was completely done with school and was moving out on my own for the first time I decided to move out of state. Growing up and had gone to a few different places and one of them I fell in

Posted by a TS / CD

By khead1994

A Late Night Encounter at the Motel
Lee Lock Cums Back Feb 20th 2021 1:45am Well, I didn't go through with the Blowbang. I texted LL to ask him not to be mad, and I'll be around tonight at the same place. He texts me back

Posted by a TS / CD

By Deleted User

Navigating Love and Friendship After Prom Night
I couldn’t figure out why she wasn’t mad and asked her. She said that she knew Jake cared very much for me and she didn’t want him to make the same mistakes she had made at her

Posted by a TS / CD

By OspreyGrove7318

A Journey of Self-Discovery and Love
My wife and i have always been very sexual. Both of us are bi and a few years ago i decided i wanted to explore my feminine side more. I have always felt i had a more feminine body. I am only 5 foot

Posted by a TS / CD

By luc2873

A Night of Unexpected Connections at the Motel
I’m a non passable lingerie crossdresser and exhibitionist. Once a month I go to this seedy motel that has porn on the tv and a inclosed courtyard with a pool that you can enter from your room.

Posted by a TS / CD

By Deleted User

A Surprising Meeting at the Video Store
I enjoy cross dressing and feeling slutty in panties and hose. I stopped and picked up something to wear and went to the video store. Got dressed in thigh highs and panties and started watching some

Posted by a TS / CD

By jpfunguy

A Curious Encounter in Downtown
I am a straight man but I found myself to watch a lot of porn growing up and I one day ran across gay porn so I watch and strangely I got turned on by Transgender woman something about seeing a

Posted by a TS / CD

By mrimpact

Unexpected Connection with a Married Man
Well there is this married guy who I linked up with on here. After a lot of talking back and forth we finally decided to meet. What he is into is face f*cking my throat mercifully. I gag and spit up,

Posted by a TS / CD

By Deleted User

A Night to Remember: New Year's Eve Celebration
hi guys, its after new year and i had a good year to remember. my super sexy daddy had a get together with a few dozen of his friends to bring in the new year and let them meet me like i have not

Posted by a TS / CD

By greatime00

Embracing Identity: A Stepmom's Supportive Journey
Well one day I showed my stepmom how I look dressed as a girl she liked it thought i was pretty and started having me dress up as a girl every morning and go outside and start her car and when she

Posted by a TS / CD

By brandylove3211

Embracing My True Self with Stepmom's Help
Well one day I showed my stepmom how I look dressed as a girl she liked it thought i was pretty and started having me dress up as a girl every morning and go outside and start her car and when she

Posted by a TS / CD

By brandylove3211

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
Gay Straight for Gay Straight
Parking lot kiss 34.9k 632 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.7k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.9k 355 3.1k
#4
cnysub
Gay Trans Straight
Ads on DoubleList 47.6k 529 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.1k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 45.3k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.2k 274 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.1k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 359 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.2k 347 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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