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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 Late Night Revelation with My Mother
I have been a crossdresser for many years. Shave all over, full dress, silicone breasts forms ect. At one point I went o live with my mother after my father passed. I could not dress in the house

Posted by a TS / CD

By Tiffanyheels

An Unexpected Meeting at the Bar-Restaurant
It was 8 years ago tomorrow that the eagles beat the Patriots in the super bowl, and I had my first M2M loven sexssion, and I have not looked back sense. I met him off Craigslist CE. He was an older,

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit Turns Into Fun
So I was at a daddy mens house n we were sitting on the couch getting our fuck on. I was sitting on my daddy mans lap, his yummy cock buried in my sissy cunt reverse cow gurl, my lil ppclit flopping

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit Leads to Connection
Good morning DL , I am a new Cd who is accumulating more and more cd clothes , recently I had a hung black man answer my add , he was 8 inches and thick , well I dressed and did make up , made sure I

Posted by a TS / CD

By ElkEmber5894

Embracing Authenticity: My First Night Out
Thank goodness I don't have to act or pretend I'm straight! That shit was getting old n tiresome. Every day trying to be manly, trying to be masculine. What a huge lie I was living.

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter at the Local Theater
Stopped at my local porn shop a few days ago. When I walked in some daddy mans saw me n started walking towards me. "Dayumm that's a nice piece of ass gurl" he said. "How bout we

Posted by a TS / CD

By sissyjamie4daddys

A Nervous Meeting in a Hotel Room
I was so nervous waiting for him to arrive at my hotel room. We had chatted a bit and shared some pictures. He had a nice thick vieny hard cock a good 7.5 inches. Previously I had gotten checked in

Posted by a TS / CD

By ardee1x1

An Unexpected Encounter at a Bachelor Party
Im semi passible and love to dress. Went to a local bar that was open to every preference. Two young guys walk in for a quick drink and we're headed to an apartment bachelor party. On their way

Posted by a TS / CD

By downwith

Unexpected Connection at the Local Dive Bar
I have dressed for years and shave all over, lots of clothes, panties, bras, heels, makeup, wigs, jewelry and such. I am indeed a slutty crossdresser. One night I was dressed and went to a local

Posted by a TS / CD

By Tiffanyheels

Flirtatious Encounters in the City
I'm a very lucky lil prissy sissy slut. I get more attention from daddy mens than most of my gurl friends. I guess the main reason for that is I am a slut! I dress in very revealing clothes.

Posted by a TS / CD

By sissyjamie4daddys

Exploring Connections in Adult Theaters
As a passable crossdresser, I simply love cock! I crave cock in fact and love to take cum. Of course so also like to be sucked myself and know that most guys suck cock better than most women. I had

Posted by a TS / CD

By Tiffanyheels

A Surprising Meeting at the Local Store
Stopped at the local porn store to pick up some din din. When I went in there was bout 6 others inside. I walked up to the counter n payed my way for a booth. Next thing I heard was this fine as fuck

Posted by a TS / CD

By sissyjamie4daddys

A Discreet Encounter at Home
I answered a DL ad for Dom Daddy wanting a sissy crossdresser cumslut. I answered the door dressed up super sexy, and invited him in. Now I'm married, so have to be discrete but when I saw

Posted by a TS / CD

By sexyjolene

Kissing Booth Adventures at a Pride Event
I love me top daddys that love n I mean LOVE to kiss n make out. Passionate daddys that love kissing n cuddling. Id rather do a circle kissing than a circle jerk. So when a local bar had set up a

Posted by a TS / CD

By sissyjamie4daddys

Late Night Texts from Daddy Men
My booty caller goes off all the time with texts from daddy mens that need a lil sumthing, be it a piece of ass. Or some sucky sucky. It don't matter time or day, or time if day. 1pm, 530pm,

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Visit from a Mysterious Friend
Met a Dom Top Daddy last week on DL. He came over to my house when the wife was at work. I met him at the door dressed sexy, fuck me pumps and mini skirt and full makeup. I dropped to my knees

Posted by a TS / CD

By sexyjolene

An Unexpected Visit from the Tech Installer
AT&T was sending a tech over to install internet at my house. Married discreet cd. I would dress up when my wife left for work. I woke up one morning jumped out of bed and started picking out

Posted by a TS / CD

By Almabebe

A Journey of Self-Discovery and Connection
I was straight until 60 years old. Took out an add asking for someone to take my V card. I visited a man and let myself into his apartment. He was sort of drunk and waiting for me in his bed naked

Posted by a TS / CD

By Let’s Nut

A Goth Girl's Journey to Self-Confidence
It was back in the summer of 2025, I'm a Transgender Female MTF Pre-op aspiring goth gurl. Although I'm 49 year's old I have been told that I look very young for my age. It's the

Posted by a TS / CD

By Deleted User

A Journey of Escape and Discovery
It seems like the only time I have any luck is when I’m running away from a home that feels like I’m always abducted, the first time I ran away I’ll be honest i was on a Mission or

Posted by a TS / CD

By altalias_t

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 Couple Straight for Gay
He wanted intimacy twice a day 77.2k 1.0k 4.6k ↘
#2
Tiffanyheels
Straight Couple Trans
Parlors in Japan 172.7k 2.4k 4.3k ↗
#3
kimorafoxxsexycd
Trans Gay Couple
I did some very mischievous things. 157.1k 1.6k 3.9k ↗
#4
cnysub
Gay Couple Trans
The observer from DoubleList 105.0k 815 3.7k ↗
#5
KestrelElbow9092
Gay Couple Straight
Her Boyfriend. 77.4k 662 3.6k ↗
#6
butchmax
Straight Gay Couple
My Husbands Best Friend 119.2k 806 2.1k ↗
#7
sissyjamie4daddys
Trans Couple Straight
I love water 84.6k 496 2.0k ↘
#8
Dedavis
Straight for Gay Straight
Super Bowl group event part six 102.3k 705 2.0k ↗
#9
wally4u
Gay Couple Trans
Missed The Fine Print! BIG TIME! 73.0k 330 2.0k ↘
#10
Steve
Straight for Gay Straight Gay
Doublelist fan 57.6k 677 1.8k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

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