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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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Unexpected Meeting at the Indy Motel
I posted an ad in Indy, saying I was a sissy cd looking to give oral. I invited two guys over to the motel. The first guy arrives, muscular black man. I got on my knees and he slapped my lips with

Posted by a TS / CD

By oralcdbottom

Navigating Life with a Supportive Roommate
I am a passable fem lifelong pantyhose crossdresser. At 54 I still have my slim body and my great legs and bummy. I am a lucky gurl. I am addicted to sheer to waist pantyhose, I wear them 360 days a

Posted by a TS / CD

By lisajonesxoxo

An Unexpected Date at the Football Game
I got invited to a football game the other night by an older top daddy. His grandson is the football star for his team. Daddy asked me to wear a dress, and of course, no panties. Btw, I never wear

Posted by a TS / CD

By Deleted User

Exploring Hidden Desires and Secret Encounters
Having a tiny cock, never had the action with woman other have. At 9 some older boys taught me to suck cock and love doing it. They told me I should have been a girl, but if I swallowed lots of cum

Posted by a TS / CD

By Grandpa needs it

A Surprise Visit from Daddy: A Unique Encounter
I'm a sissy CD but live my life straight. With a wife that knows I like to dress in panties and have a feminine side, she doesn't know the lengths that I've gone. My experiences with

Posted by a TS / CD

By rachelys

An Unexpected Visit from a Young Couple
I am a semi passable crossdresser, meaning from the neck down. I don't wear wigs, but I do wear makeup, and feminine clothes. I am very feminine when dressed, which is usually at home, in the

Posted by a TS / CD

By Deleted User

A Crossdresser's Unexpected Toy Play Encounter
I have been cross dressing for about 10 years now and can't seem to get enough cock to satisfy my love for it. After a night of getting my pussy stuffed and swallowing as many loads as I can, I

Posted by a TS / CD

By browneyeboi

A Journey of Confidence: Dressing in Public for the First Time
As a traveling business man, I have a lot of spare time in hotel rooms. Being a closet sissy CD. Only a couple of times did I post an add, for company. Mostly I would dress up fully in my room

Posted by a TS / CD

By browneyeboi

A Journey of Self-Discovery in Public
As a traveling business man, I have a lot of spare time in hotel rooms. Being a closet sissy CD. Only a couple of times did I post an add, for company. Mostly I would dress up fully in my room

Posted by a TS / CD

By browneyeboi

A Journey of Self-Discovery and Acceptance
Hi, my name is Serena. I'm a TS. I'm 23, Blonde about 5'6 around 125 and a 32-22-34. I have small what I call a small clity, it's about 3 inches now. My story began when I was

Posted by a TS / CD

By oldarmy

Unexpected Encounter in the Confessional Booth
I thought I knew how to please a man: continued: it had been a little over a month since my mom and I had our hot first visit to the booths at the local abs. My mom had become a great cock sucker

Posted by a TS / CD

By OspreyGrove7318

An Unexpected Connection at a Resort Bar
As promised here is a good one from one of my trips in Malaysia, Penang to be specific. We would layover in this great resort hotel on the Straits of Malacca which is part of the Indian Ocean, about

Posted by a TS / CD

By LionAlloy5346

An Unexpected Meeting at the Coffee Shop
I met a very handsome top daddy a few weeks ago at a coffee place that hubs and I stopped at. Very handsome daddy with a nice body, and muscular. We started chatting, and he invited me back to his

Posted by a TS / CD

By Deleted User

A Daring Night in a Skirt and Heels
I am a straight guy, but I have always enjoyed dressing up in skirts, hose, panties, painted toenails and heels. I had only ever dressed at home for an occasional cam session. I really loved getting

Posted by a TS / CD

By jamie2002

A Journey of Self-Discovery in a Hotel Room
I'm a closeted part time sissy crossdresser. Every few months, I treat myself to a nice hotel room. I love the luxury of having the time and space to shave myself smooth, put lotion on my

Posted by a TS / CD

By alexiscdslut

Exploring Identity Through Online Connections
I was younger and realized I was more feminine than masculine and also had oral skills, But I truly loved sucking dick. I sat at my computer as I looked at porn and found tranny porn. I thought back

Posted by a TS / CD

By hypnodestiny

An Unexpected Delivery Leads to Surprises
I am an older cross dresser that likes to dress up at home when alone. I love the feel of a sexy dress nylons heels and panties. I do have a few men that enjoy coming by and us pleasing each other.

Posted by a TS / CD

By majestic69

An Intriguing Email Notification Encounter
Part 2 continued.. He emails me for use, I know it is him, I gave him his own Notification Tone and seeing the word “Service” in the subject is so erotic to me… Fuck me is all I

Posted by a TS / CD

By playtimepal627

Anticipation of a Secret Meeting
Part 1 He emails me for use, I know it is him, I gave him his own Notification Tone and seeing the word “Service” in the subject is so erotic to me… I like the thought of getting

Posted by a TS / CD

By playtimepal627

A Surprise Visit to His Apartment
I've finally been invited to his house. After several months of flirting around online I was actually going to meet the person that could turn me on the most out of all the responses I got to my

Posted by a TS / CD

By barb072

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Page 1 of 50 · Showing 1–10 of 500 authors

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