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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.

Category: TS / CD

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An Unexpected Late Night Email Encounter

So after a fuck date with one of my local regular daddy mens last night, I was chillin at my house looking thru my emails n texts. I had an email from an older gentleman who was interested in setting

Posted by a TS / CD

By sissyjamie4daddys

6

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Neighbors Gather for a Cozy Evening

Another cold night here in the Lou, but nice n warm in my garage. A few neighbors stopped by to get their cocks all nice n warm. I have them my mouth n my prissy sissy cunt to use. This time, I bent

Posted by a TS / CD

By sissyjamie4daddys

6

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A Unique Encounter Between Crossdressers

I have been a prissy sissy crossdressing bottom since I was broke in by my daddy 8 years ago. I have sucked n been fucked by 1000s of daddy mens n young studs. I have played with other gurls n a few

Posted by a TS / CD

By sissyjamie4daddys

6

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An Unexpected Visit Turns Into Something More

I was chatting online hard and horny and needing a release. A guy messaged me and offered to take care of me but I was only looking for women. After an hour he messaged back. He was like, look I can

Posted by a TS / CD

10

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A Cozy Gathering in the Heated Garage

Sitting in my heated garage with 3 daddy mens having a great fucking time. I'm sitting on a daddy mans lap, bouncing up n down on his tasty rock hard cock, his balls slapping my sissy ass as

Posted by a TS / CD

By sissyjamie4daddys

5

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Exploring Fantasies and New Connections

Freaky trans woman seeking exciting encounters tonight. Explore your fantasies, and lets make them a reality together. I'm versatile and can both top and bottom. can host or come to you and am

Posted by a TS / CD

11

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A Surprising Encounter at the Bookstore Theater

My whore wife n I stopped at our local adult bookstore this afternoon. We went to the theater n was soon followed by several men. My whore wife sat a few seats away from me. She unzipped her dress in

Posted by a TS / CD

By sissyjamie4daddys

6

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A Journey of Acceptance in a Unique Relationship

I love watching my wife getting gangbanged and gang fucked. So many cocks and so much cum dumped in her cunt ass and throat. And I get the joy of licking and eating all of that cum out of her

Posted by a TS / CD

By sissyjamie4daddys

5

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A Night of Surprises at the Party

This is part 2 at the party.I see the glass filling up but it was going to be a while.Guys switching off when I said let me go change into something sexy.I went to the room and I have some shorts

Posted by a TS / CD

7

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A Surprising Outfit Change at the Ranch Party

The other day I got invited to a party at a ranch where rich people.This ranch was up in a hill and it was the only house around.The gentleman that invited me know a real good friend of mine and he

Posted by a TS / CD

5

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A Journey of Self-Discovery and Transformation

How did I become the prissy sissy slut I am today? That's easy. I was married to a whore. My now ex whore wife groomed me. While we were dating, n after we married, I was her lil cuck slut. She

Posted by a TS / CD

By sissyjamie4daddys

4

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Unexpected Messages from Local Daddies

It's been a few weeks since I stopped in my local sex shop to get something to suck on or ride. When I walked in, the guy behind the counter told me he was gonna put my picture on a milk carton

Posted by a TS / CD

By sissyjamie4daddys

0

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A Chance Meeting at the Bar Leads to Surprises

So last night at the bar I ran into my friends fine ass hell baby daddy I walked up to him said hey kavonte it's Kimora your baby mama trans friend hey jumped up said hey girl what you doing I

Posted by a TS / CD

By kimorafoxxsexycd

2

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An Unexpected Dynamic in the Living Room

"That's a good lil sissy gurl" my whore wife told me. "Keep sucking my young studs cock. You are such a faggot lil fucker, ain't you. Now you know why we fuck real men".

Posted by a TS / CD

By sissyjamie4daddys

1

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An Unexpected Visit from the Neighbor

Sitting out in my garage when a neighbor walked in, his cock out n waving it about. "Will you please suck this for me" he asks. "My wife never does, n I have a nice 5 day back

Posted by a TS / CD

By sissyjamie4daddys

2

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A Reunion with Friends and a Makeover Adventure

The other day my transgender friend came over to do a makeover on me.A friend that I grew up with came into town.to visit.We used to mess around when we were younger.He also had two sisters that I

Posted by a TS / CD

2

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A Late Night Adventure in the Booths

Part 2 private booth.I felt cum in my eyes nose cheeks chin and on my lips.I could see that they wanted to put more on my face.A guy went to put another video on and it was a tranny video.I wanted to

Posted by a TS / CD

1

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A Unique Transformation for a Night Out

So I'm a straight man that loves having sex with women.My girlfriend one day took me to this transgender women that fixed me up.I looked up transgender women around my area.This transgender came

Posted by a TS / CD

0

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A Week of Secret Visits and New Beginnings

I have been staying with one of my daddy mens 2-4 times a week. Daddy mans wifey-pooh lives n works out of town, bout 225 miles away. So I am with my daddy mans Sunday evening til Friday morn when

Posted by a TS / CD

By sissyjamie4daddys

0

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A Busy Day with Daddy Dates and Connections

Dayumm, I have been a very bizzy lil prissy sissy slut today. I have had 13 phone calls from daddy mens that want or need to see my sissy ass! Some are local n some are out of town daddy mens that

Posted by a TS / CD

By sissyjamie4daddys

1

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Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

RISING AUTHORS ON DOUBLELIST See all

D Deleted User “It’s late but I’m down to chill and have a little fun!!” C caniuseu “First time shed intimacy”

John Lee Erwin I am He-Man “Chick with appendage picks me to lick her appendage.” F Freshfresh “Available for connection”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.0k	625	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	76.5k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.2k	353	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	46.2k	521	2.9k	↗
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	71.5k	1.0k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	43.8k	456	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	From Zorbas To His Hotel Room	50.1k	272	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	48.1k	604	1.7k	↗
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	9.9k	357	1.2k	↘
#10	Dedavis Straight for Gay Straight	House hunting pt 1	37.9k	276	1.1k	↘

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