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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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Embracing a New Feminine Identity

I'm a sissy crossdresser for BBC men Im 5"6 and 130lbs with long hair and a big thick ass and small waist figure I was turned out by my ex's cravings for BBC, I like to shave my whole

Posted by a TS / CD

By portlandpartier

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A Crossdresser's Journey of Self-Discovery

Before COVID I had a girlfriend that was a nympho for BBC, it got to the point she would come directly home from a bareback fuck & sit on my face after each fuck. She smooth talked me into it at

Posted by a TS / CD

By portlandpartier

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A Night of Connections at the Hotel Party

I made my rounds at the hotel party Saturday night. I was like a kid in a candy store with all the tasty cocks to choose from. "I want that one, n that one, n I will def take those 2" I

Posted by a TS / CD

By sissyjamie4daddys

0

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An Exciting Double Date Experience

I love being double stuffed. There is nothing better than having 2 cocks in my asscunt. Well, except 2 cocks in my mouth. I met up with 2 daddy mens today who double stuffed me really good. They

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night of Fun and Connection at the Party

Hey all. I'm a proud trans women who enjoys sex, lots of sex, with lots of different men. I love being the main attraction at a party. I'm what you would call a cock gobbler and a cum

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Evening with Charming Daddies

I got invited to party with a couple of daddy mens. Both daddy mens are in their mid to late 60s, both in nice shape, good looking, n very frisky. Daddy mans #1 is a total top, n daddy mans #2 is

Posted by a TS / CD

By sissyjamie4daddys

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Reflections on a Unique Relationship with Daddy Les

i has a discussion with a daddy mans today bout golden showers, n water sports. It don't really do much for me. If it floats your boat, good for y'all. To each their own. I will say this, a

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night Out with My Sugar Daddy

One of my sugar daddy mens was in town on bizness this week. He called me on Monday to tell me that he was coming to town n that he wanted to take me out to din din Tuesday night. This is rather odd,

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unforgettable Costume Experience in a Motel

Hello this is an experience I will never forget. I answered an an ad on DL from a black man looking for a white guy who was willing to let him and his friend dress me in a raggedy Ann costume tie me

Posted by a TS / CD

By virginbbtrucker

0

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A Journey of Firsts in a Hotel Room

I had an urge for many years to go all the way. As a non passable cross dresser I typically would get a hotel room, get dressed and have a guy stop by and suck him off. Started using dildo's and

Posted by a TS / CD

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Finding Love After a Major Life Change

When I decided to come out, I came out BIG TIME! I knocked the doors off the hinges, guns a blazin, n a huge, big time flamer. My wife left me over Thanksgiving of 2017. That Friday night, I texted

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Encounters at the Local Bookstore

There's this adult bookstore that I frequent near my house. I used to stop in regularly but hadn't been in for a few weeks. The clerk behind the next asked me where I have been keeping my

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Evening with Daddy

Daddy's ad was simple n to the point: "older mwm looking for bottom to enjoy". I met that criteria, so I responded. Bout 45 minutes later I'm at his place sitting on his couch,

Posted by a TS / CD

By sissyjamie4daddys

0

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Exploring Kink Through a Creative Photo Shoot

My new kink lifestyle. I'm biologically male, 5.5ft 130lbs lean build 26yrs old. I enjoy self bondage and wearing latex outfits that make me look feminine. Recently my freind Kelly 35F

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An Unexpected Encounter at Checkout Time

I am a short petite big but lil waist sissy, but undercover that was until only last year I finally found double list & dressed up in a thong lil dress & met a BBC 6"3 man from here.

Posted by a TS / CD

By portlandpartier

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Reflecting on a Unique Friendship and Connection

I miss my friend. I have been on this site for years now. About a year back I met the most amazing trans women. She truly enjoyed being all dressed up and smelling so good. She however had an

Posted by a TS / CD

By imwhateveryoudesire

0

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An Unexpected Evening of Cards and Connections

I was invited over to a daddy mans house for cards night. Daddy mans had some friends over to play poker, n wanted me to be the entertainment piece. When I got there daddy mans had 5 of his friends

Posted by a TS / CD

By sissyjamie4daddys

0

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A Day of Fun and Surprises with a Young Stud

What happens when you give a young stud, 22 years old, a blue pill? You get fucked ALL DAY LONG! At least this gurl did. Holy fuck, non stop fucking since 830ish this morn. My asscunt is raw n soar,

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Morning with Young Friends

OMG I had quite the morning, spending all my time with 2 young studs. They double fucked me down so good, left my asscunt gaped, n wet. Both young studs are early 20s, n both 7-8" of nice cock.

Posted by a TS / CD

By sissyjamie4daddys

0

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A Night to Remember: Cheering Up a Lonely Friend

I got a call from one of my local regular daddy mens. His friend Jimmy was lonely n depressed n my daddy mens knew that I could cheer Jimmy up. My daddy mans told me that Jimmy was recently divorced,

Posted by a TS / CD

By sissyjamie4daddys

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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

M moratxfr “The first time” H hung4powerbttms “Them boys.” V valeriejudith “I’m looking for a man who knows how to make a woman smile, appreciates affection, and isn&rsqu” D dombdsm247 “Dominant parent”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Couple Gay Straight for Gay	Letting her desires take over	82.1k	1.0k	4.7k
#2	Tiffanyheels Couple Straight Trans	Excited wife self-pleasure	182.6k	2.5k	4.5k
#3	kimorafoxxsexycd Couple Trans Gay	Gf watched me and her gay friend	166.4k	1.7k	4.0k
#4	KestrelElbow9092 Straight Gay Couple	Innocent flirting, right?	84.7k	724	3.7k
#5	butchmax Couple Gay Straight	It started at home and spread ha	130.1k	855	2.3k
#6	Dedavis Straight for Gay Straight	Massage studio part three	112.1k	754	2.1k
#7	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	75.0k	331	2.0k
#8	sissyjamie4daddys Trans Couple Straight	I love water	87.7k	498	2.0k
#9	Steve Straight Straight for Gay Gay	Vacation with my Aunt part 1	59.8k	690	1.8k
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	88.6k	678	1.7k

Page 1 of 50 · Showing 1–10 of 500 authors

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