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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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An Unexpected Adventure on the Wild Side
So I post for a woman for some fun with an acceptable pic of my body. I get a hit from a TS that says he/she liked my body and would I like to take a ride on the Wild Side! I figure, What the Hell,

Posted by a TS / CD

By howaboutfun

An Unexpected Visit Leads to Intimacy
After a few months of chatting with str8 guy I finally had him over . I answered the door dressed sexy bra panties thigh highs wig makeup . We started out in my bathroom him sitting back against the

Posted by a TS / CD

By Deleted User

An Unexpected Connection at Home
Responded to an ad from a TS looking to hook up. Got a phone number and made arrangements. Drove over to the house and she met at the door in lingerie, got naked and started getting my cock sucked.

Posted by a straight man

By chgray

An Unexpected Visit to the Local Shop
I'm 45 bi bottom CD I was feeling horny the other day so I picked out my favorite panties and skirt put my boobs on an went to the local sex shop when I went in I picked a booth an left my door

Posted by a TS / CD

By Deleted User

An Unexpected Reunion and New Relationship Dynamics
I had a male we meet years ago. At first it was just me sucking him off. Over time I started letting him fuck me. I had started crisscrossing. I never told him. One day I sent him a picture of me

Posted by a TS / CD

By OlderMaleguy

An Unexpected Motel Meeting with a Mystery
I messaged a smoking hot cd on here in c***** said she was looking for tops and in a motel in s******** so we decided to meet up I go there knock on door she answers looking like a super hot milf

Posted by a straight man

By getinit2013

An Unexpected Visit from a Mysterious Stranger
Put an ad on double list ,a CD looking for TS. About an hour later I get two pics, face and cock she’s beautiful African American. Has to be a catch. No just likes chubby cross dressers. She

Posted by a gay man

By submissivebottom

Unexpected Shower Encounter in Long Beach
I am a slim smooth crossdreser in the long beach area. I'm vers but When i bottom, I love to reach my max. So I look for hung. Lately, I've been into fisting. So I posted on DL. I straight

Posted by a TS / CD

By rileylewis38

A Day of Unexpected Encounters with New Friends
I’m a married Bi guy, last week I met two different FTM’s just hours apart. I luckily get to see each of them occasionally but last Thursday I met the 1st one at their house and we fucked

Posted by a straight man

By couvguy

Unexpected Connection at the Dog Park
So I’m a bi married guy and try to hook up with a guy at least once a month. I’m a top, but normally just into swapping head. I’d fantasize about t-girls, and have hooked up with a

Posted by a straight man

By funricky

A Surprise Visit in the City
I was traveling through the city with a big arch and was looking to play with a CD. I posted a pic of my wife's g-string and invited a CD to come wear it for me while I sucked off her ladystick. I

Posted by a straight man

By GibbonHedge8008

A Nervous First Meeting in Austin
Been looking on here for a bit. Finally found a ad for GH by sexy TS in North austin area. Exchanged few emails and pics. Great body and nice firm ass. greed to meet up. Got to her place. Nice dark

Posted by a straight woman

By kraze2019

A Yogi's Unexpected Meeting with a Couple
I've talked to lots of different lovies on here, I'm from the south do yoga and arts, I have a girly figure I always dress. I do gardening so it's no problem weeding the garden to find

Posted by a TS / CD

By hadleyhope

An Unexpected Visit Leads to Intimacy
So. I posted for cd/transgender. Shortly after waiting got a reply. Changed pics. She came over. Wow nice make up sexy body. Started making out. Next thing taking her panties off. She pushed my head

Posted by a straight man

By Anonymous

A Quick Connection from a Local Ad
Saw an ad for a CD that was local to me. Hit her up and got a reply about 2 minutes later filled with sexy pics and vids of her in sexy lingerie and with other guys. Went to her place and she told me

Posted by a straight man

By Anonymous

A Surprising Encounter at the Motel
I am a semi passable CD/do Drag. I've met plenty of men on craigslist in the past, some good some not so good. Last week I posted an ad on doubleslist and received several responses. Filtering

Posted by a TS / CD

By Anonymous

A Morning Coffee with Unexpected Guests
I am a older CD, who has had many lovers! Being bisexual is the best of both worlds, I can be all feminine for my man and be a man for my girl! I have very feminine body, with soft smooth model legs!

Posted by a TS / CD

By Anonymous

An Unexpected Encounter at His Home
I am not a full CD, but rather a pantyboy who loves wearing thigh high stockings, thong, hooker-type shoes, nipple clamps and some eyeshadow and lipstick with earrings. I placed and ad and went to

Posted by a TS / CD

By Anonymous

An Unexpected Encounter in a Truck
I'm a 28 yo Sissy gurl who posts on here, one night I had an reply from an older daddy type who wanted to meet up so I could suck him off in his truck. I got dressed and he picked me up drove to

Posted by a TS / CD

By Anonymous

A Unique Encounter Through an Online Ad
I am not a full time or passable crossdresser, but have some things to wear link satin lingerie and breast form tits. It's a big pair of breast form tits that have straps so they can be worn

Posted by a TS / CD

By Anonymous

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