Logo
Stories

Sponsored

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.

Choose your kind of stories:

Category: TS / CD

Sort by
An Unexpected Triad Meeting Next Door
I am a full time crossdresser, who lives my life as a female 247. I have been hooking up with top, alpha mens for the last 7 years. I have been with my current lover for the last 4 months. But I

Posted by a TS / CD

By Deleted User

An Unexpected Family Reunion and Secrets Revealed
So there I was, on my knees, with daddys thick cock down my throat, when we heard the front door open then close. WTF, daddy. You told me you had the house to yourself the entire weekend. You told me

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery and Connection
Ok my name is Sheila, I am a crossdresser well I am a sexy adventures woman in a males body. Ok I started looking at websites that was for girls like me and I tell you it was so fun I got

Posted by a TS / CD

By sexyslitsheila

A Journey of Self-Discovery and Connection
Ok my name is Sheila, I am a crossdresser well I am a sexy adventures woman in a males body. Ok I started looking at websites that was for girls like me and I tell you it was so fun I got

Posted by a TS / CD

By sexyslitsheila

An Unexpected Encounter in a Parking Garage
So the other day I received a text from a number I didn't recognize, but the person who sent it knew my name. He said a friend of his told him about me. The text read to meet him at a parking

Posted by a TS / CD

By Deleted User

A Couple's Journey into Bisexual Exploration
So I’m bmwm have my sexy wife that loves me too much and knowing what I can do lol and enjoy we both love sucking big white cut Cox and I’ve been wearing silky panties since I was 12 and

Posted by a TS / CD

By Deleted User

A Unique Encounter Between Two Lonely Hearts
The ad read: 73 year old lonely widower seeks 1st time with a crossdresser. Me, being a bottom crossdresser who loves older men, responded to his post. After a few emails, and texts, he invited me

Posted by a TS / CD

By sissyjamie4u

A Crossdresser's Journey to Find Pleasure
What is it that men don't understand? I'm very specific in my posts. I am a crossdresser, who bottoms ONLY! I do not top. I don't want my lil pp clit licked, kissed, touched or in your

Posted by a TS / CD

By sissyjamie4u

Exploring Life with an Older Partner
I used to date a much older daddy that loved sharing me with his friends. Daddy turned me into a cock crazy cock loving sissy. Daddy was the 1st man I had ever been with. I lived with daddy for a lil

Posted by a TS / CD

By sissyjamie4u

A First-Time Encounter with a Crossdresser
Last week I was sitting around the house and looking on dl for some cock to hop on. Saw a post by a much younger man that was looking for a 1st time experience with a crossdresser. We exchanged pics,

Posted by a TS / CD

By Deleted User

An Unexpected Reunion Leads to Surprises
I love daddys, especially men that are at least 20+ years older than me. Married, straight, bi, gay, it don't matter, as long as I get their cock n cum, I'm 1 very happy bitch. I have a

Posted by a TS / CD

By Deleted User

A Journey of Self-Discovery Through Crossdressing
I was a married heterosexual male for all my life. At the age of 45 after being married for 17 years my wife left me for another man. This left me feeling inadequate and depressed. One day I was in

Posted by a TS / CD

By juliannajake

A Night Out at the Local Store
Well I'm married and like to wear my wife's clothes. It just makes me feel so feminine wearing tight leggings. I also like wearing thongs and heels. One night I went out to the local adult

Posted by a TS / CD

By bmodirty

A Night Out at the Local Store
Well I'm married and like to wear my wife's clothes. It just makes me feel so feminine wearing tight leggings. I also like wearing thongs and heels. One night I went out to the local adult

Posted by a TS / CD

By bmodirty

A Surprising Reunion with My New Boss
PART 2: We ended up in my bed, where I got between his legs and sucked his cock again. After he was hard, I rode him again. OMG, the feeling of his cock buried deep in my asspussy was incredible.

Posted by a TS / CD

By Deleted User

An Unexpected Visit from an Out-of-State Man
Eric, don't forget, our new area vice president will be in town all next week is what I kept hearing last week. Thank goodness it was Friday so I didn't have to hear it for the 1000th time.

Posted by a TS / CD

By Deleted User

A Surprise Encounter During a Business Trip
During the day I act as straight as I can. When I'm at home, I am as fem as I can be: dresses, skirts, blouses, makeup, wigs, etc. I have left my house a few times dressed when I have had dates

Posted by a TS / CD

By Deleted User

An Unexpected Connection at Home
I have always enjoyed dressing up and playing the part of a woman. I was married and had children but I loved being in the arms of a man that treated me like a woman. My best lover was a man I met

Posted by a TS / CD

By radioman666

Unexpected Meeting at the Adult Bookstore
I am a middle aged, under-the-radar CD who has taken limited opportunities to let my gurl self out. One Saturday mid-day I took myself off to and adult bookstore/video booth establishment to see

Posted by a TS / CD

By Deleted User

An Unexpected Surprise Visit from New Friends
Daddys surprise cont.... Daddy told me both were in their early 40s, with huge cocks. Daddy told them all about me being cheap n easy, i was a gurl, and how I love cock n cum. Daddy told them I would

Posted by a TS / CD

By Deleted User

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
Gay Couple Straight for Gay
First true anonymous intimacy 77.8k 1.0k 4.7k ↘
#2
Tiffanyheels
Straight Couple Trans
Intimacy with ex mother in law 174.7k 2.4k 4.3k ↗
#3
kimorafoxxsexycd
Trans Gay Couple
Intimate Somali man 157.9k 1.6k 3.9k ↗
#4
KestrelElbow9092
Gay Straight Couple
Closet kicked in. 79.2k 679 3.6k ↗
#5
butchmax
Straight Gay Couple
My Husbands Best Friend 119.9k 813 2.1k ↘
#6
wally4u
Gay Couple Trans
Drunk Abs Experience I'll Never 4Get! 73.6k 330 2.0k ↘
#7
Dedavis
Straight for Gay Straight
Super Bowl group event part six 102.6k 706 2.0k ↗
#8
sissyjamie4daddys
Trans Couple Straight
I love water 84.7k 496 2.0k ↘
#9
Steve
Straight for Gay Straight Gay
Doublelist fan 57.7k 677 1.8k ↘
#10
powers8
Gay Straight Straight for Gay
A fantasy come true 87.6k 678 1.7k ↘
Page 1 of 50 · Showing 1–10 of 500 authors

How To Share Your Trans Erotic Story

Here’s how to use DoubleList to post transgender stories:

  • Head over to our Stories page .
  • Hit the Add My Story button.
  • Select your sexual orientation.
  • Go ham with your shemale erotic stories.
  • Select Submit to send us your TS sex stories.

We’ll publish your TS erotic stories here after we review them.


Discover More Transgender Sex Stories on DoubleList

Are you looking for more shemale sex stories to get the mood going? Or do you also want to be a part of the community and share your experience? Join DoubleList for free, and within minutes, you’ll unlock a world of sexual pleasure

Read more stories or browse through our countless listings to find the casual encounter of your dreams. Join our adventurous community today and see who’s ready to fulfill your desires!

Some Stories Are Meant to Be Heard

Experience the story in a whole new way — seductive, immersive, and made to be heard.