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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 Surprise Wake-Up Call on a Friday Morning

I got woke up this morn by one of my daddy mens banging on my back door. I opened my legs n let him slide his tasty cock into me. Daddy mans cock felt so good. Daddy mans grabbed my hips n pulled me

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Encounter at the Bookstore

I was forced to do the slut walk, the walk of shame, last night. I had stopped at a local adult bookstore to get my sucky fucky on. It was a lil more crowded than usual. There were a few couples

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit from a Close Friend

My hubby called me earlier today n told me he was bringing a friend over to the house. I asked dada Jay which friend n he told me D. OMG, I have major hots for this man. D is tall, dark, n fine ass

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Connection on the Couch

"How bout you get over here n put those sexy lips to good use" the daddy mans told me. "I need my dick drained n my ass kissed". I pranced over to where daddy mans was sitting,

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Gathering at Daddy's Place

I got it invited to a lil party yesterday. There was 4 daddy mens plus me. I was told to wear a tiny lil mini skirt, n loose blouse, n flip flops. As soon as I got to this daddy mens house, I was

Posted by a TS / CD

By sissyjamie4daddys

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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 Deleted User

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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 Deleted User

0

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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

0

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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

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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

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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

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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 Deleted User

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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 Straight for Gay Straight	Parking lot kiss	34.7k	631	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	77.5k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.7k	354	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	47.3k	527	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	73.8k	1.1k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	44.9k	461	1.9k	↗
#7	wally4u Gay Trans Straight for Gay	My Birthday Suprise!	51.8k	273	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	48.9k	605	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.1k	358	1.2k	↘
#10	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	33.2k	327	1.1k	↘

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

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