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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 During Lunch Break
Straight dude... Mostly. Found an ad of a CD looking for a cock to worship. Sent her a message and a cock and body pic. She replied with some pics of her petite body in lingerie. I was able to meet

Posted by a straight man

By rileygarcia89

A Memorable Encounter in Richmond Hotel
I met this CD on DList and we agreed that she would come to my hotel while in Richmond for business. I had always been curious about cross dresser's and at times I would wear panties and they

Posted by a straight man

By bch69male . ass eater.

A Surprising Find in the Family Home
Years ago my stepson was coming home from college for the weekend so I wanted to make sure his room was clean. As I was putting things away I noticed a vhs tape in the closet. I popped it in the VCR

Posted by a TS / CD

By likes big ones

A Chance Encounter During a Business Trip
I am a married man in my mid 40s. My wife used to let me fuck her tight ass during the first couple years of our relationship but then the back door was closed and seemingly locked for good. I kept

Posted by a straight man

By Deleted User

An Unexpected Connection in a Hotel Room
I am a married man in my mid 40s. My wife used to let me fuck her tight ass during the first couple years of our relationship but then the back door was closed and seemingly locked for good. I kept

Posted by a straight man

By Deleted User

A Journey of Self-Discovery and Transformation
Last part. Final chapter. So every guy that she invited or guy that seen me those 2 days had my phone number. That was 3 years ago. I haven't been with any woman Since that incredible 2

Posted by a TS / CD

By Deleted User

A Surprising Invitation at the Hotel Room
Ok part 3 will be quick and then I'll jump forward to present day. So she left me restrained the entire morning. I could hear her shower and get dressed. She never untied me and never took

Posted by a TS / CD

By Deleted User

An Unexpected Video Viewing Experience
Part 2....... As I played there in silence. She claimed on top of me and positioned her rear end over my face. Then the video started again with the chant.,,,, Big Black Cock. Big Black Cock. I

Posted by a TS / CD

By Deleted User

A Journey of Secrets and Self-Discovery
I'm going to be brutally honest with my short story. I'm totally closeted. Only one person knows my true sexual thirst. I've been secretly having affairs with men for 30 years. Some

Posted by a TS / CD

By Deleted User

A Chance Encounter at the Shoe Store
Tranny my love part 1......Ive been dressing up in slutty womens clothing for years and lingerie as well as more stylish and trendy outfits that are well, less revealing and still cool to wear. I

Posted by a TS / CD

By johnnywaddy

An Unexpected Visitor Brings New Experiences
Hi - This is a very true story and i am happy to write it for you!I have been crossdressing at home for years - as until recently i worked a late swing shift - I had daytime to play when my wife was

Posted by a TS / CD

By Deleted User

Unexpected Late Night Visit from My Neighbor
I recently wrote about searching this site for a BBC since I am a sub chub sissy. Well I found one to my surprise it was my neighbor. We have enjoyed each other several times. I work hard to please

Posted by a TS / CD

By majestic69

Exploring Hidden Desires and Identity
I am married to a sexy beautiful blonde woman who I love very much. She has no idea about me loving to dress as a woman and please men orally. I would love to tell her and even get her involved and

Posted by a TS / CD

By britni

Exploring Boundaries in a Relationship
I want to start with my sexy blonde wife, 5'3" 125 lb awesome tight body beautiful face small tits with awesome 3/4" nipples that poked thru her blouses when wearing no bra, wow

Posted by a TS / CD

By britni

An Unexpected Visit from a Friend
I'm married and bi, and I love to wear my wife's clothes for men when she isn't home. I'm 26 and white and have a thing for black men. I'm not passable and don't wear

Posted by a TS / CD

By khead1994

An Unexpected Visit to His Home
I answered a posting he was a older man I went to his house he had the door unlocked I was told to go into the bathroom and get dressed ,so I slipped into black stockings pink lace panties a black

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in the Garage
I have been reading these stories and thought I would share mine. I’m a bi man but do like to put some women lingerie on. I posted a add a month ago looking for another man. I only got one

Posted by a TS / CD

By thickbooty78

An Unexpected Grooming Experience with a Friend
It started out all innocent. My buddy, ****, wanted to help me "manscape". He was a jock, athlete, had a reason to keep his body smooth. I didn't have much definition at all. I'm only 5'7" about 135

Posted by a TS / CD

By Deleted User

A Nervous First Meeting at His House
Straight male who likes to CD behind closed doors. One day i was dressed, had a few drinks, smoking a little, my dildo deep in my pussy (like my ass to be called a pussy when i dress) and

Posted by a straight man

By closer2theend

An Unexpected Visitor Brings Excitement Home
I’m a ftm guy and I was home alone and horny one day so I posted an ad saying that I was looking for someone to destroy both holes. I was surprised on how quickly I got responses. I settled on

Posted by a TS / CD

By icantakeit123

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
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Crossdressing intimacy in office 76.2k 1.4k 3.2k
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Ads on DoubleList 45.5k 520 2.9k
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kimorafoxxsexycd
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Sucking appendage in the club 43.5k 456 1.9k
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From Zorbas To His Hotel Room 50.0k 272 1.8k
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Gym kiss pt.2 47.5k 594 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.9k 356 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.8k 276 1.1k
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