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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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Discovering Comfort: My First Experience with Panties
Part two: And that's when it all started! Wearing the panties he supplied for me to put on really felt comfortable on me. I fell in love with the way they looked around my waist, the way they

Posted by a TS / CD

By sohpmo

Essential Safety Tips for Online Dating Success
Not a story: Please please please reverse Google search your "friend's" images. I know it is easy to fall in love at first sight and give people the benefit of the doubt (a cute little

Posted by a TS / CD

By agannon

An Unexpected Connection Through Online Dating
I've been using DL since 2021 and always posted that I'm a gay bottom looking for a Top. If I had a dollar every time I'd get a reply from a potential top that claims he's

Posted by a TS / CD

By sohpmo

An Unexpected Encounter with a Stunning Hostess
I am a straight married man. I sissy cross-dresser posted on DL that she was hosting at her place and would be in lingerie, a skirt and wig. Her pic was to die for. We agreed on a time and she

Posted by a TS / CD

By panty503marc

An Unexpected Visit with a Close Friend
I saw my Tgf last night and it was glorious. She is about 33, 5'9, 160 lbs. Dark skin BBC trans person Fem M2F CD Top only never been with a girl and never ever bottomed either not on hormones

Posted by a TS / CD

By Deleted User

A Wife's Relentless Questions About Her Husband
There's nothing worse than a wife that wants to know everything their husband is up to! Constantly asking "Where have you been, Where are you going, Who's going to be there, on and on

Posted by a TS / CD

By sohpmo

Navigating Secrets: A Husband's Dilemma
There's nothing worse than a wife that wants to know everything their husband is up to! Constantly asking "Where have you been, Where are you going, Who's going to be there, on and on

Posted by a TS / CD

By sohpmo

Late Night Texts and Hidden Encounters
Part two: "How did you like that you little cocksucker" and I loved every word he wanted me to hear out of his mouth. I told him I wanted him to stay the night but he had to go home to be

Posted by a TS / CD

By sohpmo

A Mature Crossdresser's Fantasy Encounter
Continued Mature Crossdresser story. I set down between Ron and my boyfriend and took their cocks in my hands and felt them kissing my neck. We began kissing deep with tongues, then I got on my

Posted by a TS / CD

By Older Crossdresser

A Unique Encounter in a Hotel Room
I am a mature crossdresser. I have loved transforming myself into a feminine girl / women for as long as I can remember. I meet a terrific man two years ago and we have been making love ever since.

Posted by a TS / CD

By Older Crossdresser

An Unexpected Visit from Two Interesting Guys
I posted an ad on here a few days ago. I have been sexually frustrated for almost a week without any cock or cum. I have been stood up by 3 young studs n 2 older daddys, for whatev reasons. Enough is

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from a Married Man
Part one: I love meeting up with older married men because they're not getting that much at home due to the wife, she isn't putting out for her man anymore and that's why I get lucky

Posted by a TS / CD

By sohpmo

A Fun Night Out at the Bar with Friends
Long time fluid girlfriend an I decide to go to bar, we enjoy talking about guys who looks hot in tight pants and sexy females in sexy mini skirts who like to exhibit in tight clothes. She wears sex

Posted by a TS / CD

By Deleted User

Unexpected Connection After Work Drinks
Ok well this happened about 10 years ago and lasted for 5 years I worked with this black guy very strong and manly ripped muscles Really sexy I am a older white male and yes I always loved cock but

Posted by a TS / CD

By sissymichelle54

An Unexpected Visit and New Connections
I'm a sexy white crossdresser who, when dolled up, gets an overwhelming desire to be with BLACK men and to satisfy them orally! An hour after I advertised my wants I was contacted by e-mail by

Posted by a TS / CD

By sheilacd

A Night of Flirtation at the Bar
I had my 1st taste of cock when I was 19, some 20++ years ago. I have loved cock ever sense. I am a passable crossdresser, who has been married to the same old worthless pathetic cuck of a husband

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Connection and Discovery
I have been crossdressing most of my life. I love being a submissive sluty bottom. I put an ad in DL for a daddy top and got several responses. I got into contact with one man and after several

Posted by a TS / CD

By Older Crossdresser

A Unique Connection Through Crossdressing
I have been crossdressing most of my life. I love being a submissive sluty bottom. I put an ad in DL for a daddy top and got several responses. I got into contact with one man and after several

Posted by a TS / CD

By Older Crossdresser

Exploring Connections Through CL Personals
This is a true story that is the result of when CL personals were still a thing. I am ftm and mostly in to men, and one day I just decided to take a peek at the CL personals, though I didn't

Posted by a TS / CD

By ftmtogo

A Unique Gathering with Friends on Friday Night
Last Thursday hubs informed me that he invited a few young studs to come over Friday night for a fuckathon. Hubs told me he wanted to vid me sucking n fucking these young studs. I happily agreed, n

Posted by a TS / CD

By sissyjamie4daddys

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 35.1k 634 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 78.0k 1.4k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 24.0k 355 3.1k
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cnysub
Gay Trans Straight
Ads on DoubleList 47.8k 530 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 74.5k 1.1k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 45.7k 461 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 52.6k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.2k 612 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.2k 360 1.2k
#10
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.4k 351 1.1k
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