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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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A Night of Surprises at the Casino Suite

I met this muscular, big cocked daddy mans last night at the casino. Let me tell you something gurlfriend he was a packing! He was like 6ft 6, 250 pounds of solid muscle football player, n a very

Posted by a TS / CD

By sissyjamie4daddys

7

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Exploring the Dynamics of a Sugar Baby Relationship

I have a fetish for OLDER white daddy mens, 60 years n older. I had a daddy mans that took REALLY good care of me introducing me to man love several years ago. I was 24/25 when I met him. He was 73.

Posted by a TS / CD

By sissyjamie4daddys

6

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An Unexpected Encounter in the Shed

Early today I was dressed up still e I am a cross dresser , and I keep hearing g this noise in my metal shed out back , now I live alone, so I walk out there still dress mind you I mean in thongs,

Posted by a TS / CD

14

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An Unexpected Encounter with a Delivery Driver

Sitting at the house riding a nice 9" cock substitute, a dildo, squeezing n pinching n licking my tittys wishing I had a real mans cock in my sissy ass. Woke up feeling raunchy n horny. I'm

Posted by a TS / CD

By sissyjamie4daddys

9

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An Unexpected Encounter in the Office

I'm a crossdressing lil sissy who wears her clothes under her man clothes n I HATE it! God I would love to be able to wear my fem clothes but the world ain't ready for that. I am very Very

Posted by a TS / CD

By sissyjamie4daddys

11

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A Surprising Morning Encounter with a Familiar Face

Best part of waking up is a soldier in your sissy cunt is exactly how I like to start my mornings. N that's how my morning started. Ok, so daddy is ex military, but once a marine always a

Posted by a TS / CD

By sissyjamie4daddys

4

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A Unique Dynamic in a Relationship

My wife wanted to see me get fucked from behind. First with toys, then her while wearing a strap on, now she wants to see a man cum in my ass while she watches. She even hopes to get to take his

Posted by a TS / CD

By samanthaandi

7

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An Unexpected Night Out with Friends

This is part 2 with a couple.We were in a room that was full of sexy clothes, lingerie, sexy high heels and other stuff.She handed me a red garter belt with red fishnet stockings and red thong and

Posted by a TS / CD

6

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An Evening at the Local Adult Store

One evening I stopped by the local adult book and theater store in my city.The evenings it's always busy with guys in the booth area, theater and in the back parking lot.You can find prostitutes

Posted by a TS / CD

8

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Exploring New Orleans' Unique Bookstore Scene

I like to go to the adult book store arcade with gloryholes. I would find me a booth with a good size gloryhole, in some cases there would be a hole in both walls. I would strip down to just my

Posted by a TS / CD

By Anonymous

5

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An Unexpected Encounter at the Gas Station

Earlier today I walked to my local gas station for some cigs. It's bout a 10 minute walk. It's nice out today. The calm before the big storm. I was wearing a pair of leggings, a blouse, n a

Posted by a TS / CD

By sissyjamie4daddys

13

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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

7

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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

7

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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

18

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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

7

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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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Top Authors

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

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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	172.8k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	I did some very mischievous things.	157.2k	1.6k	3.9k	↗
#4	cnysub Gay Couple Trans	The observer from DoubleList	105.1k	815	3.7k	↗
#5	KestrelElbow9092 Gay Couple Straight	Her Boyfriend.	77.5k	664	3.6k	↗
#6	butchmax Straight Gay Couple	My Husbands Best Friend	119.2k	811	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	↘

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