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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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A Secret Encounter in a Deserted Lot
I have been a bi male since high school and during college sealed the deal of me being bottom. Now I'm married and hardly get to play with guys. Recently I secretly started crossdressing a

Posted by a TS / CD

By ToadMoon2881

A New Neighbor's Jogging Surprise
I prefer older daddy tops, 50 years and older. I do hookup with younger daddys, but rarely. That is until 3 weeks ago. Hubs and I noticed we had a new neighbor in the area. I would see him jogging by

Posted by a TS / CD

By Deleted User

Exploring New Experiences at an Adult Arcade
This was about 2 years ago. I had been crossdressing for a while by then and decided I wanted to take it to the next level. I'd already sucked dick at the gloryhole a couple of times but I

Posted by a TS / CD

By sissymarie

An Unexpected Hotel Room Adventure in Indianapolis
I am a sissy crossdresser about six months before craigslist endedI was in Indianapolis I placed an ad stating sissy cross dresser in cheap hotel room taking on all comers brutal gangbang going on

Posted by a TS / CD

By Deleted User

A Surprising Morning with Friends and Family
Is there any better way to be woken up than with a cock in your mouth? Yes there is: 1 cock in your mouth, and 1 in your pussy! One of my daddys stopped by last night and brought a daddy friend with

Posted by a TS / CD

By Deleted User

Memorial Day Weekend with Military Friends
Its a 3 day Memorial Day weekend, and I am lucky enough to live near an air force base. I get the pleasure and honor of servicing service men. For the past 8 years, my hubby has invited members of

Posted by a TS / CD

By Deleted User

Exploring the Unique Daddy Relationship Dynamic
I love swallowing cum. I love it when daddys cum in my mouth. I love when a daddy fills up a condom with his cum, and I empty the contents in my.mouth. or eat the condom. I love when a daddy jerks

Posted by a TS / CD

By Deleted User

Exploring Connections at the Bookstore
Now that the pandemic is over, we can start getting back to some type of normalcy. I miss full capacity at adult book stores in the booth and theater. Hell, I haven't practiced 6ft distance.

Posted by a TS / CD

By Deleted User

Unexpected Encounter at the Store
My hubs and I were out shopping and we ran into 1 of my many daddys at the store. Daddy was with his prudish, old ass bitch of a wife, shopping. He saw me, and got all hornyfied. He gave me a look of

Posted by a TS / CD

By Deleted User

Unexpected Moments at a Farewell Gathering
My girlfriend knew I was a bisexual crossdresser who loved and enjoyed cock more than most females. And she was cool with that. I promised her that I would be faithful to her and our relationship.

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at the Store
I had just got done shopping, when a nice younger man(mid 20s) struck up a conversation. You know: How is your day going? Love the nail color. You sure are beautiful. Nice sexy dress. You married? I

Posted by a TS / CD

By Deleted User

An Unexpected Visit During Rent Collection
The text read: time to collect the rent. I will be by later today. Make sure you are ready to pay. That was from my landlord. I showered, shaved my body, put on a lil red mini skirt, a black blouse,

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in a Parking Lot
I am a married bi man. I've been bi since college and more trained to be a bottom when I every so often wanted to meet a guy. I love a womans body to the point I recently decided to try to CD a

Posted by a TS / CD

By ToadMoon2881

Navigating Marriage and Personal Desires
I am a sex addict. I can not get enough cock and cum. If I had my way. I would be sucking or getting fucked 24/7. Dont matter age, married, single, white, black, straight, bi, or gay. If I want your

Posted by a TS / CD

By Deleted User

An Evening with an Old Flame
I have a CD for long time. I have a man that loves what I do for him. I have known for several years. I always try to look my best when he wants to see me. He had text me one day and told me he was

Posted by a TS / CD

By OlderMaleguy

An Unexpected Night at the Bookstore
My hubby took me to the adult bookstore last night and watched me suck and fuck 7 different cocks in a booth, and in the theater. The 1st cock I sucked belonged to a white guy. His cock was ok,

Posted by a TS / CD

By Deleted User

Exploring Identity and Relationships in Marriage
Man, I feel like a woman. Dude looks like a lady. Did I shave my legs for this. Gurls just wanna have fun. I love rock n roll.( I love cocks n cum) Those are my theme songs, and describes me

Posted by a TS / CD

By Deleted User

A Weekend Getaway with Friends in Louisville
Hubby decided he wanted to take a mini vacay out of state. We drove to Louisville to visit some friends we met at a party last year. I was excited to see them. As we drove to Louisville, hubby asked

Posted by a TS / CD

By Deleted User

An Unexpected Connection with an Older Gentleman
I have a major weakness for older daddys. I love servicing them to completion. I love sucking their cocks and swallowing their cum. The older the daddy is, the better. Last week, I hooked up with a

Posted by a TS / CD

By Deleted User

Seeking Answers: A Couples Ad Experience
I had an ad posted in the couples for couples section... My ad said that I was looking for a bisexual couple. I am a transgender person and I have a cisgender female partner.. Bagging my ads within

Posted by a TS / CD

By bottomslutgurl

Top Authors

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