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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 Mysterious Encounter in the Garage
I have always enjoyed dressing up especially in nylons or stockings with a garter belt. Over time I had quite a few items to wear including heels, short skirts and several pairs of nylons. I would

Posted by a TS / CD

By Deleted User

Unexpected Connection After Gym Hours
When i was very young i was always courious about womens cloths so i use to steal my sisters panties and bras and wear them. I was wearing one of her thongs and a bra when she seen my whale tail. She

Posted by a TS / CD

By Deleted User

A Young Crossdresser's Search for Connection
Well as being me still a virgin and closet crossdresser I haven't found any good hard and horny hairy older top active grandpa silver bear daddy which I been really curious to experiment my

Posted by a TS / CD

By MayraClstXdresser

Exploring New Identities Through Online Connection
When I was a teenager, I explored playing with a male friend and learned to give a blow job but I never went beyond oral play with a guy while I was young. In my forties, I became curious about

Posted by a TS / CD

By Deleted User

A Passionate Evening Together at Home
I love dressing as a woman. I am very bisexual. I love women but have a big desire to suck cock. I met a guy years ago that love me sucking him and swallow his cum. He loves it when I meet him at the

Posted by a TS / CD

By OlderMaleguy

An Unexpected Encounter in a Garage Playroom
I’d been seeing this man for a couple of weeks and every time I would go to his house the first thing he would do was to have me go into his room and see the lingerie he had picked out for me

Posted by a TS / CD

By Deleted User

A Night Out Leads to Unexpected Fun
Two hot Mexican men had a 3 sun with me after the bar last week im a tall bbw white trans in Greensboro

Posted by a TS / CD

By Deleted User

A Transformative Day Out in the City
I been fully dressing for over a year now! I just stop caring what others thought , it was the best decision of my life. As time went on I got better with makeup and dressing, I am very confident in

Posted by a TS / CD

By sluttydannicd

A Unique Encounter at Uncle's House
It all started when I was alone at my uncle's house and I put on my aunt's clothes. My uncle caught me and told me that if I liked it I could put on my clothes and play with him, and I did

Posted by a TS / CD

By Anonymous

A Halloween Party Leads to Unexpected Surprises
I met a guy online who I invited over for a Halloween party. I wore a short tight silver mini skirt with nylons and 5 inch black heels. Ankle bracelet a push up bra that showed off my cleavage (I

Posted by a TS / CD

By newbeebee

A Night of Thrills at the Local Theater
Im a Black Sissy Cock Sucking Slut. Sucking dick it my passion. Adult theaters are my personal best. I luv the thrill of sucking off a random guy. On this particular night I was feeling like a slut

Posted by a TS / CD

By throatgobbler

Discovering a Hidden Spot for Fun
i have been dressing for about 10 years now most of the time was closet sissy stuff but now i have been out dressed and met a few guys and at the very least suck their dick and swallowed for them but

Posted by a TS / CD

By greatime00

An Unexpected Family Reunion at the Hotel
This happened-2021. Pt. 2 . Calling this "All In The Family". As Doug (my nephew) left my hotel room, I was taken back, that he had no clue that the CD he just fucked is his uncle. And

Posted by a TS / CD

By chadler

A Mysterious Encounter in the Woods
So I placed an ad looking for someone to come to a trail in the woods in the middle of the night. I said I would be dressed in stockings, thong, and a short red dress, and was looking to get bent

Posted by a TS / CD

By bakeworm

An Unexpected Visit Leads to New Experiences
So I had posted a ad looking for a top myself being a CD bottom I received a couple replies but nothing definite on Saturday Afternoon I received a message from a guy saying he was available now and

Posted by a TS / CD

By Deleted User

An Unexpected Visit Leads to New Experiences
So I had posted a ad looking for a top myself being a CD bottom I received a couple replies but nothing definite on Saturday Afternoon I received a message from a guy saying he was available now and

Posted by a TS / CD

By Deleted User

A Night Out at the Ocean Bar
being a sissy is the best thing a guy like me can be. i am a white sissy cd that has a good body and nice legs with a nice ass that i love to show off in my high heels and tight shorts or skirt as

Posted by a TS / CD

By greatime00

A Surprising Encounter at Her Apartment
Me and the cross dresser. I'm 40 years old and bored. Life gets boring sometimes, I have the wife, the kids, the job, the car etc. Being married to the same person for years has it's

Posted by a straight man

By urhrhrhrh

An Evening of Exploration and Discovery
I am an older bigger crossdresser. Finding young studs that want to suck and fuck are rare so most times it's my dildos filling my boipussy, I had been watching porn were women and gurls like me

Posted by a TS / CD

By NumbatCloak8150

Unexpected Encounters at the Truck Stop Shower
i am a thin guy with a good body and i love to dress sexy when i am at home but this weekend i am feeling very horny since my man had stopped seeing me so he be with his wife and kids. i am ok with

Posted by a TS / CD

By greatime00

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. 49.5k 738 4.3k
#2
Tiffanyheels
Straight Couple Trans
Finally had intimacy with ex mother in law 100.3k 1.7k 3.4k
#3
KestrelElbow9092
Straight Gay Straight for Gay
A chance meeting. 35.9k 429 3.2k
#4
kimorafoxxsexycd
Gay Straight Couple
Bf was a sweetheart today 101.6k 1.2k 3.1k
#5
cnysub
Trans Gay Straight
My boyfriend/ Master/partner 60.8k 606 3.0k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 60.7k 470 1.9k
#7
wally4u
Gay Trans Straight for Gay
My Night At The Anvil... Part 1 58.0k 279 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 51.9k 630 1.7k
#9
powers8
Straight Straight for Gay Gay
My greatest vacation ever 51.6k 480 1.3k
#10
butchmax
Straight for Gay Couple Straight
My Wife Got Sick 59.4k 472 1.3k
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