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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 Movie Date at the Bookstore

A guy I meet at a adult book store a few weeks ago messaged me. He asked me what was I doing that evening. I was at my house doing nothing. He asked me if I was going to the store. I told him that I

Posted by a TS / CD

2

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A Chance Encounter at the Gas Station

I'm a complete n total bottom sissy who loves sucking cock. Doesnt matter where, who, or when, as long as I am sucking. I love giving parking lot head, road head, public bathroom head. Yes,

Posted by a TS / CD

By sissyjamie4daddys

1

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A Night of Unexpected Encounters and Choices

So last night I finally hooked up with this daddy mans that has been chasing my tail for the last couple of weeks. Daddy mans sent me flowers, candy, n even had Uber eats deliver me din din. Daddy

Posted by a TS / CD

By sissyjamie4daddys

1

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An Unexpected Surprise in the Office Meeting

The Meeting That Got Out of Hand I showed up to the office dressed in my “Supervisor” uniform — black polo shirt tucked neatly into black pants, shiny work shoes. On the outside, I

Posted by a TS / CD

1

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Road Trip Adventures from St. Louis

I love taking lil road trips within bout 5 hours from St Louis MO area. I will post on here n a few other sites to let daddy mens know my itinerary n my route. Now I'm a passable crossdresser

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Encounter with a Young Stud

Young stud pushed my face down in his lap "Let's see what a great lil cock sucker you really are. It's feeding time for the lil whore" he said as he grabbed the back of my neck n

Posted by a TS / CD

By sissyjamie4daddys

2

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A Flirty Encounter During a Shopping Trip

I'm a lil crossdressing bottom sissy slut who simply LOVES me some daddy mens. I'm NOT completely trans. I still have my lil wand, n I also have a pair of 38D tittys that I love having

Posted by a TS / CD

By sissyjamie4daddys

0

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Unexpected Encounters on a Road Trip

so im an out and about type of gurl i love driving around with by false breast plate and little top on love flashing truckers hehe well i went on a little road trip a state over and decided to make a

Posted by a TS / CD

2

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A Chance Meeting at the Local Bar

I'm known as an easy fuck. I'll suck cock til they are nice n hard n my slobber is all over them. Then I'll either climb on top of your cock n ride it, or get on all 4s n let you pump

Posted by a TS / CD

By sissyjamie4daddys

1

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An Unexpected Visit from Daddy Friends

Im sitting on the couch, tittys getting sucked on by 2 daddy mens as I have their cocks out jacking each on. Both tell.me how great it feels. I lean down n take turns kissing n licking each cock.

Posted by a TS / CD

By sissyjamie4daddys

2

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A Surprise Visit from an Old Friend

I am a bisexual cross dressing man with a wife. Well she was out of town for work so I invited this hot sexy man over fun. I got all cute for him wearing my most sexy stuff knowing I'm a bad

Posted by a TS / CD

By sexycdkimfoxx

2

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An Unexpected Connection During a Hotel Massage

HOTEL MASSAGE TURNED HARDCORE Pt 2 (Sissy Kitty) (continued) As I sucked he surprised me by suddenly eating my ass and sucking my smooth sissy balls. This made me want to cream my panties, but I

Posted by a TS / CD

3

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A Young Boy's Secret Meeting with an Older Man

I'm a young boy who loves crossdressing and being a sissy femboy and playing with older daddies and I was finally able to live out one of my biggest fantasies! I love knowing that I'm

Posted by a TS / CD

1

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An Unexpected Encounter at the Bar

Too big for me! We both swiped and met at a bar then quietly stepped out and went back to his place. We walked through the door and it was on. We were kissing, he was grabbing me, then i reached

Posted by a TS / CD

4

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A Surprising Night at the Bar with a Friend

Ooohhhhh the horror! Met this guy that was a friend of a friend at a bar. End of the night we got are friends left and we got wasted. I had the closest plastic so, "lets just go to my place,

Posted by a TS / CD

4

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A Journey of Self-Discovery at the Theater

I'm a Non-passable Black Sissy Fucktoy. Im feeling like a whore and need to be used. So as usual, I head downtown to the local Sex Theater. I always wear a mask when I'm in Sissy Slut mood.

Posted by a TS / CD

By throatgobbler

0

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A Night Out: New Friends and Fun Conversations

Part 2- This is my first experience with a Shemale. Now I'm outside of the club with Michelle and Anna. We were about to smoke a joint when Anna asked me if I wanted to go back to their place

Posted by a TS / CD

1

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An Intriguing Challenge in Fantasy Football League

SIL saga continues. Having now moved in with him and my stepdaughter our relationship has become intriguing and exciting. He formed a fantasy football league and ask me to join. The league has nine

Posted by a TS / CD

0

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A Unique Connection at the Assisted Living Home

I'm Trans Connie and I want to share why I love old black men and I'm looking on here for my daddy when I was 18 I lived with my aunt in Lafayette we lived in a mostly black community and

Posted by a TS / CD

By Deleted User

1

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A Summer Night Encounter at the Club

Part 1-This is about my first experience with a shemale. I was a 29 year old discreet bisexual white man. I had never been with a shemale before. But, I have watched a lot of porn with them. There

Posted by a TS / CD

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

emorisplash💦 “Hooked up with my neighbor boyfriend” S suesucku “hot afternoon state park”

Michelle Hutchen “Intimacy Marathon” D dongbong69 “Blk VS Wht”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Straight Gay Straight for Gay	35 years later	44.4k	687	4.2k	↘
#2	Tiffanyheels Couple Trans Straight	Girlfriend loves movie theaters	95.3k	1.6k	3.4k	↘
#3	KestrelElbow9092 Gay Straight for Gay Straight	Rare Saturday	33.8k	417	3.2k	↗
#4	kimorafoxxsexycd Gay Couple Trans	Gay entertainment is hot	95.1k	1.2k	3.0k	↘
#5	cnysub Gay Trans Straight	Cruising in the Woods at the Gay Nature Campgrounds	57.9k	590	3.0k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	58.5k	467	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	From A Gay Bar To A Spa!	56.6k	279	1.8k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	51.6k	627	1.7k	↘
#9	powers8 Straight for Gay Straight Gay	A night to remember	45.2k	423	1.2k	↘
#10	butchmax Straight Gay Couple	I didn't get promoted ha	54.7k	451	1.2k	↘

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