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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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Missing my Girlfriend

My now ex girlfriend was hit and wonderful. She loved sex any time and any place. We had sex in the car, outside, in motels with the curtains open, adult theaters, swingers clubs, dressing rooms,

Posted by a TS / CD

By Tiffanyheels

14

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An Intimate Dance of Desire: A Night of Romance and Connection

I started to imagine this scenario and was super turned on by it. Him tied down and blindfolded to the bed while you and I are on opposite sides of the bed bent over. Face to face I slide my hand

Posted by a TS / CD

3

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Underwear Liners for Crossdressers

I have dressed as a woman for years. I love the feel of it. I shave all over and have silicone breasts forms. Full dress, nice wig, heels, sexy panties and bras, jewelry, pantyhose and stockings and

Posted by a TS / CD

By Tiffanyheels

4

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A Fantasy of Intimate Exploration and Connection

One of the fantasies is for her to be sitting off to the side playing with her self as you and I were starting to warm up. Kissing, taking shirts off then work my way down your chest and undo your

Posted by a TS / CD

3

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Going out dressed

I'm 24 and am a crossdresser and submissive, I have "daddy" Master 67 yrs. old. He loves dressing me sexy, show me off to his friends. I have to please my daddy sexually and also his

Posted by a TS / CD

8

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Caught dress up

I always wanted to dress up So I would sneak into my Step Mom's clothes And dress up I felt so sexy Just laying there Hoping I would not get caught But I wanted to To share my secret

Posted by a TS / CD

15

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A Memorable Night: Exploring Connection in an Unexpected Encounter

An MMF threesome inside a mobile home might be an experience I will never surpass. The couple I got to enjoy it with was so cool and chill, older, somewhat blue collar, hardworking people, but they

Posted by a TS / CD

5

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Hiway service

So I met a daddy mans that wanted to meet but daddy mans wifey-pooh was home. I agreed to meet him on the side of the hiway at a particular mile marker. When I got to daddy mans, he was on the

Posted by a TS / CD

By sissyjamie4daddys

7

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Crossdresser Fan

I have dressed for many years and shave my entire body, silicone breast forms, full dress, sexy panties and bras, nails done, jewelry, perfume the works. I alway tuck back my cock in my tight sexy

Posted by a TS / CD

By Tiffanyheels

12

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A Secret Encounter: A Cross-Dresser's Unexpected Flirtation

My wife went out of town for a couple weeks and at the same time we were having part of our home remodeled. I have been a long time closet cross-dresser and do it quite well. My wife kind of knows

Posted by a TS / CD

By Deleted User

18

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Unexpected Reunion: A Night of Surprises and New Discoveries

I thought we had the house to ourselves. There I was in my bed on all 4s taking this mans cock deep and he is pounding away. One of the best cock slammers I had been with up to that point. My wife

Posted by a TS / CD

By sissyjamie4daddys

11

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Exploring Curiosity: A Night of Unexpected Transformations

My first cd experience I was 22 and very curious! I used to have cornrows and when I took them out would love the way my hair felt down my back! My friend who I always suspected was bi had a sister

Posted by a TS / CD

By bigmouth69us

10

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A Surprising Twist: From Cleaning to Captivating Performances

Young collage student, working my way thru school cleaning houses. I get a reply from my ad from an older gay couple, I'm gay so have no problem. It's my third week at their house, I need

Posted by a TS / CD

11

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Finding Joy at the Truck Stop

I love me some truck drivers, you know the over the road truckers. There are a few truck stops n rest areas bout 35-45 minutes from me that I frequent a few times a week. Some may call me a lot

Posted by a TS / CD

By sissyjamie4daddys

6

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A Playful Day with Daddy Mens and Foot Painting

I love me some daddy mens that are freaky, kinky, perverted, n nasty. I have a few that love sucking my footsys, n toesys, n jacking off over them. I have a few that like jerking off in my coffee,

Posted by a TS / CD

By sissyjamie4daddys

5

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A Surprising Connection After Heartbreak

I’m 5’6, Bulgarian. 175lbs, 34D, hourglass body, heart shaped big ass, nice smooth legs, thick thighs, gray/blue eyes and a 7” dick. Everything is proportionate. Nothing too small

Posted by a TS / CD

By Deleted User

16

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A Surprising Connection at the Tattoo Shop

I'm going to have my nipples pierced and friends tell me about this girl who is very good, she's new at a place I got a few tattoos. I'm into goth but not hard core, dress in black,

Posted by a TS / CD

23

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Unexpected Connection at the Donut Shop

I have dressed as a slut for many years now. Silicone breasts forms, full dress , shaven all , nice wig, jewelry, heels ect. One night after being out at an adult theater, It was late and I stoped

Posted by a TS / CD

By Tiffanyheels

23

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A Crossdresser's Journey to Unexpected Love

I have been a crossdresser for a long time. Never thought I would want to kiss a man. However, one night a guy wanted to kiss me and make out, it got my panties wet just like a female. My pre cum

Posted by a TS / CD

By Tiffanyheels

11

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Aunt and Nephew: A Family Gathering Connection

My Vulnerable Aunt PART 1 This story goes back to 2016 and it went on for two years. The names of the characters have been changed. It will be a long series as there were many episodes taking you to

Posted by a TS / CD

15

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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	77.0k	1.0k	4.6k	↘
#2	Tiffanyheels Straight Couple Trans	Parlors in Japan	172.0k	2.4k	4.3k	↗
#3	kimorafoxxsexycd Trans Gay Couple	I did some very mischievous things.	156.7k	1.6k	3.9k	↗
#4	cnysub Gay Couple Trans	The observer from DoubleList	104.6k	812	3.7k	↘
#5	KestrelElbow9092 Gay Couple Straight	Her Boyfriend.	77.0k	661	3.6k	↗
#6	butchmax Straight Gay Couple	My Husbands Best Friend	118.3k	805	2.1k	↗
#7	sissyjamie4daddys Trans Couple Straight	I love water	84.3k	496	2.0k	↘
#8	Dedavis Straight for Gay Straight	Super Bowl group event part six	102.0k	704	2.0k	↘
#9	wally4u Gay Couple Trans	Missed The Fine Print! BIG TIME!	72.9k	330	2.0k	↘
#10	Steve Straight for Gay Straight Gay	Doublelist fan	57.5k	677	1.8k	↘

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

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