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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 Meeting at the Hotel Room

So i responded to a young stud who wanted a sissy slut to stop by his hotel room. He had a Sybian n a fuck machine that he wanted to use on my sissy cunt. He told me if I was interested I could also

Posted by a TS / CD

By sissyjamie4daddys

6

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Unexpected Encounters at the Nightclub

There's an old saying: you can't turn a whore into a housewife. N that is so fucking true! No matter what your intentions are, a whore is a whore IS A WHORE! N she will ALWAYS be one. How

Posted by a TS / CD

By sissyjamie4daddys

1

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Flirty Encounters at the Local Club

I always believed that being bisexual just means that you double your chances of getting laid. But I have realized that men are the only ones that want to play n that is fine with me!! Men are better

Posted by a TS / CD

By sissyjamie4daddys

3

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A Journey of Transformation and Love

My very first time sucking a man's cock, I knew I was addicted! OMG what an incredible feeling. He was a family friend of my grandfather's. He was in his mid 60s, I was 21. His cock tasted

Posted by a TS / CD

By sissyjamie4daddys

9

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Unexpected Encounters at the Local Shop

Stopped at a local porn shop earlier tonight. When I pulled onto the parking lot, there was 5-7 cars. Kinda bizzy for a Monday. I got out of my car, n walked into the shop. I noticed 5 daddy mens

Posted by a TS / CD

By sissyjamie4daddys

3

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A Unique Coffee Meeting with My Master

Submissive lil sissy slut here. I love bowing down n servicing strong alpha men. I am collared n lead round my masters house on leash. My master is always naked n waving that big cock in front of me.

Posted by a TS / CD

By sissyjamie4daddys

6

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A Journey of Love and Transformation

Bobbie, PART TWO: It felt beautiful when he started tongue fucking me, he reached between my legs and started stroking my cock. With him stoking me and tongue fucking me I came hard. It felt

Posted by a TS / CD

9

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Exploring a Unique Club Experience Together

When my daddy Les broke me in, n turned me out, there was a club bout 30 minutes from our house that he would take me to to "get seasoned" as he put it. This club used to be a huge

Posted by a TS / CD

By sissyjamie4daddys

4

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An Unexpected Encounter with Daddy

Brought home something really good to eat last night. Daddy mans is bout 6'4", 225 pounds of major muscle, big broad chest n shoulders, n a sweet 10" of pure chocolate cock for this

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unconventional Evening with Friends

My hubby n I are so different. Hubby is 73, n his sex drive is non existent. Hubby gets tired rubbing one out. My sex drive is thru the roof. Mine is 99 out of 100 while hubby is more like -5 out of

Posted by a TS / CD

By sissyjamie4daddys

2

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A Late Night Surprise at the Motel Hot Tub

As a long time crossdresser, I go out weekly and sometimes stay in motels. One night I had been out dressed to a nightclub and returned to the motel and put on my bikini top and bottoms (tight

Posted by a TS / CD

By Tiffanyheels

5

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An Unexpected Encounter in the Garage

I was sitting in my heated garage playing with a dildo. I had the dildo suctioned to the chair n was oblivious to anything else. I was so fucking horny. I was working n licking my 38DD tittys, as I

Posted by a TS / CD

By sissyjamie4daddys

7

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A Journey of Connection and Discretion

I'm attractive shy well trained transgender girl and friendly and very good at what I love to do! looking for an alpha-apex type who's into training, breaking or destroying an oral wannabe

Posted by a TS / CD

5

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A Journey of Connection and Discretion

I'm attractive shy well trained transgender girl and friendly and very good at what I love to do! looking for an alpha-apex type who's into training, breaking or destroying an oral wannabe

Posted by a TS / CD

1

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Exploring New Connections with Friends

I met my daddy mans 6 years ago n we got married a few months after our 1st date. I am a VERY sexual bottom sissy. My sex drive is thru the roof. Some call me insatiable, a nympho, a slut. The first

Posted by a TS / CD

By sissyjamie4daddys

4

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A Journey of Self-Discovery and Expression

I am a pass ale crossdresser and love to suck cock! I also masturbate daily with an electric vibrator against my right panties with my cock tucked back. In the shower I have a suction cup dildo so

Posted by a TS / CD

By Tiffanyheels

3

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A Night at the CD Club: New Experiences Await

My cd name is Marcia, as soon as I move out of my parents house into an apartment I started to dress which I wanted to do for a long time. I'm 22 small and skinny so looking good dressed was

Posted by a TS / CD

10

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An Unexpected Night with New Friends

I'm back about my night. So these two guys came up to me and asked me if I would like to hang out with them. One of the guys had a big bag of stuff from the store. So they asked me to do

Posted by a TS / CD

5

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A Night of Surprises at the Adult Store

I'm a male that loves wearing sexy women's clothing and lingerie. On the weekends I go to the adult book and theater store. I know the owner and some of the workers. One night I was at home

Posted by a TS / CD

3

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Unexpected Meeting in the Parking Lot

I love giving hand jobs or sucking cocks in cars as we are driving down the hiway or any street for that matter. I'm a crossdressing sissy slut that can NOT get enough cock or cum. I love being

Posted by a TS / CD

By sissyjamie4daddys

4

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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

R roosterrogers “Young eager for hours” J jabby69 “It took 20 years.....” S submit2one “Too Many Tops Think Anal and Intimate Technique is One in the Same” S sissyemilymatt “Night walk”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	59.8k	840	4.4k	↘
#2	Tiffanyheels Couple Straight Trans	Wife turns bi after toy party	133.1k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.8k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.5k	518	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	75.2k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.5k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.1k	309	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	butchmax Couple Gay Straight	I Guess We Asked for it	83.4k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.7k	668	1.7k	↘

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

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