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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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Category: TS / CD

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A Surprising Meeting at the Gas Station
Im a 50yo latina closet crossdresser. 6'2" 195lbs leggy and love to dress FULLY...wig, skirts, painted toes, nails, anklets, toe rings etc... Mostly love to do it in the privacy of my

Posted by a TS / CD

By frida13

An Unexpected Night of Drinks in Las Vegas
I live in Las Vegas I’m a white male 46 and this is about the time I had the best sex of my life with a sexy trans women. We would see each other at work functions. I thought she was different

Posted by a TS / CD

By vegasguy11

Exploring Connection in a Reflective Space
part3 I knealt down in front of him and took his hot hard cock into my mouth and ram my lips up and down the ridgid shaft running my tongue arund the head then lidking his balls and sucking them one

Posted by a TS / CD

By foxy157

An Unexpected Encounter in the Bathroom
part 2 He took my hand and led me into the bathroom. We wereboth naked and I could not stop looking at his cock, which I wanted in my mouth and inside me. He looked over and said not yet honey. As

Posted by a TS / CD

By foxy157

A Business Trip Leads to Unexpected Connections
I am a mature (60+) male who has always lived as a male and been with a woman. I had enjoyed sex woith a woman but I felt that there was more I wanted. I looked at crossdressing porn and it excited

Posted by a TS / CD

By foxy157

A Surprising Connection from an Online Ad
My story begins last fall. I like to dress when I can and I decided to post an ad on Doublelist. It was perfect. I chose a picture of my waist down in red bikini string panties and I had my toes

Posted by a TS / CD

By PantherCairn1122

An Unforgettable Stay at the Hospital
I spent the last 2 days in the hospital and let me tell you something: I enjoyed it!! The male doctors, male nurses, male orderlies, the male patients sure do know how to treat a gurl like me. I

Posted by a TS / CD

By Deleted User

A Night Out at the Kink Club
CrossDressing in the Kink Club Dressing in my slutty outfits was generally something I’d really done in private. Then one night, while attending a kink party I got really daring and decided to

Posted by a TS / CD

By emcee7769

A Surprising Mother-Son Fashion Journey
I had been trying on moms panties and dresses. I always put everything back back like they was I thought. But she must have suspected something because one day when I came in she pitched me a package

Posted by a TS / CD

By dickluvnsissy

A Night Out at the Adult Theater
My first gang bang I have been going out to the local Adult video store for an awhile but one night was special. I spent quite a bit of time getting ready . I took a long bath and shaved every Inch

Posted by a TS / CD

By Deleted User

Seeking Connection in Unconventional Ways
I'm a 36 year old white male I'm really into wearing women's clothes and being a sissy cocksucker. I would love to find a boyfriend and see where it goes I've been playing with

Posted by a TS / CD

By Kacie

An Unexpected Night at the Adult Theater
My first gang bang I have been going out to the local Adult video store for an awhile but one night was special. I spent quite a bit of time getting ready . I took a long bath and shaved every Inch

Posted by a TS / CD

By OcelotEmber2744

A Spontaneous Weekend Adventure on the Road
Not From Around Here It was a warm weekend, I had some amazing treats that put me in a very slutty, kinky, horny and explorative mood...yeah, I'm not staying in the house! So, I took a

Posted by a TS / CD

By prettyskynative

A Day in the Woods: An Unexpected Meeting
So made a post CD looking to play, got a few responses but the one that I responded to. Was this guy that had a house out on 10 wooded acres and super private and he loves to play outside during the

Posted by a TS / CD

By Kellieskirt

An Unexpected Bedtime Encounter and Its Surprises
She grabbed my leash and yanked me off the bed. Then she hooked the handle end to a wall mounted coat rack and told me to “stay”. She went over and crawled into the bed and started making

Posted by a TS / CD

By OspreyGrove7318

An Unexpected Visit to a Handsome Stranger
I was laying in bed wearing nothing but a white destroyed crop top and a black diamond patterned thong. I decided to check Grindr like I usually do and the first man to message me was a 6’5

Posted by a TS / CD

By Deleted User

A Wife's Surprise: Preparing for a Special Guest
I got a text from my wife a while back that said she wanted me “ready” for her in two hours. That’s code from her for me to be shaved head to toe, do my makeup, be douched and

Posted by a TS / CD

By OspreyGrove7318

A Powerful Connection in the Moment
There is nothing that is more powerful then having a cock in your mouth feeling it grow n grow as you swallow it down your throat until it is hard and hitting the bottom of your throat. I love having

Posted by a TS / CD

By Deleted User

An Unexpected Encounter on a Night Walk
I went to adam n eve and bought some new stuff i got a skirt garter stockings thong bra some heels a cute sexy top and a collar i was so desperate to show it off. I didnt wanted to go home and just

Posted by a TS / CD

By Deleted User

An Unexpected Encounter in the Woods
Yesterday a guy hit me up wanting me to go to his house I was really horny and was wearing my panties and bra with breast forms under my clothes I got there and he wanted me to strip down to just my

Posted by a TS / CD

By willingsub69

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Couple Gay Straight for Gay
Letting her desires take over 82.6k 1.0k 4.7k
#2
Tiffanyheels
Couple Straight Trans
Excited wife self-pleasure 183.3k 2.5k 4.5k
#3
kimorafoxxsexycd
Couple Trans Gay
Gf watched me and her gay friend 167.2k 1.7k 4.0k
#4
KestrelElbow9092
Straight Gay Couple
Innocent flirting continue 85.9k 734 3.7k
#5
butchmax
Gay Couple Straight
IT WAS THE DARN BOOKSTORE 131.9k 858 2.3k
#6
Dedavis
Straight for Gay Straight
Massage studio part three 115.6k 774 2.1k
#7
wally4u
Gay Couple Trans
Drunk Abs Experience I'll Never 4Get! 75.2k 331 2.0k
#8
sissyjamie4daddys
Trans Couple Straight
I love water 88.1k 498 2.0k
#9
Steve
Straight Straight for Gay Gay
Vacation with my Aunt part 1 60.0k 693 1.8k
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 88.7k 678 1.7k
Page 1 of 50 · Showing 1–10 of 500 authors

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