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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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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 olderbisubcd

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 olderbisubcd

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

A Morning Encounter with an Unexpected Guest
I simply LOVE sucking cocks. Don't matter who they are attached to: married, single, black, white, old or young, I'll suck your cock till I get all your cum. And the more the merrier. Take

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Outdoor Adventure on the Trail
Strip me to only panties outside and spank me and make me do things outside on a trail

Posted by a TS / CD

By Deleted User

An Unexpected Job Interview Encounter
I am a crossdressing sissy bottom who enjoys n simply LOVE pleasing top daddys. I have been looking for a job the last few months with zero luck. I have sent in resumes and resumes n nothing until

Posted by a TS / CD

By sissyjamie4daddys

A Memorable Evening on a Business Trip
I was on a business trip in another city and had brought a bunch of my cding clothes to dress up in. Throughout the day, I entertained messages from a CL ad I had up. Finally decided on one guy and

Posted by a TS / CD

By Cindy Lee

An Unexpected Visit from Two Daddies
I responded to an ad from an older daddy who was looking for a gurl like me. I simply LOVE me some older daddys!! After a few emails daddy invited me over to his house. I got all dressed up in a lil

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit That Changed Everything
I’ve always loved wearing feminine wear. When younger sneaking and wearing older sisters panties and bras as I got older in my teens when dating taking things from the girls I was with and when

Posted by a TS / CD

By charleencd

An Unexpected Visitor on Christmas Eve
I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear

Posted by a TS / CD

By Chrissy

A Shy Encounter in an Apartment at Midnight
I was emailed by a 21 year old who had fantasized about being with a crossdresser for months. We exchanged info and met up at his place. He was hella shy at first when we were chatting outside on the

Posted by a TS / CD

By alexisreyna

A Halloween Party Transformation Experience
I had been secretly crossdressing for awhile and had accumulated one complete outfit including a long blonde wig. My best friend and his wife decided to have a Halloween party. I told them I wanted

Posted by a TS / CD

By sheilacd

An Unexpected Connection Leads to Adventure
I started dressing up and had natural long hair and quickly added more and more to my collection i looked at myself in the mirror and thought wow not totally passable but pretty close and took a leap

Posted by a TS / CD

By daviddickson

A Chance Meeting in Key West Hotel
Key West part 2 He asked me where I was staying. I pointed at the hotel right there. I was almost there when he stopped me. He said, so am I. I will walk you there. We walked to my door and he kissed

Posted by a TS / CD

By privateer269

A Journey of Self-Discovery at Fantasy Fest
Fantasy Festival in Key West is known for a wild time. A very decadent crowd, to say the least lol. I have been a closet CD for years. No one had ever seen me in dress. I have lingerie, sexy outfits,

Posted by a TS / CD

By privateer269

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
Straight for Gay Couple Straight
I couldnt refuse the temptation. 50.2k 738 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 101.4k 1.7k 3.4k
#3
KestrelElbow9092
Straight Gay Straight for Gay
A chance meeting. 36.4k 430 3.2k
#4
kimorafoxxsexycd
Gay Couple Straight
Saucy playful fun 102.8k 1.2k 3.1k
#5
cnysub
Gay Trans Straight
Room to Rent 61.8k 618 3.1k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 61.3k 470 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.2k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 52.0k 631 1.7k
#9
powers8
Straight Straight for Gay Gay
Temptations 52.9k 493 1.3k
#10
butchmax
Couple Straight for Gay Straight
She just did what I told her to do 60.5k 474 1.3k
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