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.

Category: TS / CD

Sort by

Fun in the motorhome while wife was sleeping inside

I'm a 60 year old sissy faggot crossdresser cumslut that NEEDS MULTIPLE CREAMPIES and to be used HARD. I had a Alpha dom top meet with me in the motorhome outside the house last night and damn

Posted by a TS / CD

5

Listen Read More

Role Playing

As a non passable cross dresser I was looking around at some Ads and was hoping to find something different. A ad caught my eye looking for a CD to "Role Play" in his home. I responded to

Posted by a TS / CD

14

Listen Read More

My first Big Black

As a non passable cross dresser I have had a few good times with a few good men. Flipping through ads and I became obsessed with wanting to experienc a bbc. I bought some bigger black dildo's

Posted by a TS / CD

6

Listen Read More

Restroom oral activity

It was a week night when I went to a local theater. I walked into the men’s room and there was guy in a stall clearly standing on a toilet jerking his cock. He was looking above the stall wall

Posted by a TS / CD

By Tiffanyheels

25

Listen Read More

Makayla's first.

Well to start this happened about 9 years ago my first time being with a man being a transgender woman. Omg I met him on Craig's list mmm was so much fun we chatted a bit first exchanged numbers

Posted by a TS / CD

21

Listen Read More

My first time

My first time sucking a cock. I was 19 and my mom was my best freind at that time we talked about every thing I told her I had been thinking about wearing lingerie and wanted to see what it was like

Posted by a TS / CD

42

Listen Read More

Daddy's friend

I am married and my wife knows I like to dress up on occasion. So one night she helped me get dressed in black lingerie and long wedding dress told me not to get it dirty cause when she got back home

Posted by a TS / CD

22

Listen Read More

highway joy

i been seeing a married man for about 6 mouths and he is a great lover so one day we decided to go get on the interstate to visit the next town over so i got beside of him and seen his nice cock i

Posted by a TS / CD

16

Listen Read More

Bathhouse Sharing

I went to this bathhouse in Chicago just as it opened so I could dress in my favorite lingerie. On my way to my room a man was stroking his cock and watching crossdresser porn. I told him I have sexy

Posted by a TS / CD

15

Listen Read More

Drinking straight from the tap

When I'm with my daddy mens, I can be as kinky n down right filthy as they can be, or want me to be. There's a special 79 year old daddy that is into golden showers, n I enjoy this time

Posted by a TS / CD

By sissyjamie4daddys

7

Listen Read More

Wearing underwear

So I am going to re-post this cause I got cut off. So my primary doctor gave me a referral to go to the doctor to get a colonoscopy. And check And check other things out, so I like to wear panties

Posted by a TS / CD

By sissybitch6666

14

Listen Read More

Crossdresser meets Crossdresser at theater

Tonight I got all dressed slutty and went to an adult theater. I dress completely, shaven all over , silicone breasts forms, full makeup, sexy panties and bra, nice wig, heels, perfume and nails

Posted by a TS / CD

By Tiffanyheels

13

Listen Read More

A space for older

When I way young I used to hang out with a man in his 50’s. He lived down the road for me and I’d go to his house after school or in the summer he was married they both worked but he had

Posted by a TS / CD

50

Listen Read More

Holliday suede

I'm a horny petite cross dresser i advertised here on d.l. when I got a reply from an older business manager, if I would come to his room at the holiday suede dressed and give him an oil

Posted by a TS / CD

8

Listen Read More

Monstrous hero sends shock waves in multiple ways

When I was in my early 30 my wife was in her early 40 so needless to say I was a bit naive in a few areas . One of these areas was not really realizing when sexual hunts or gestures were being made

Posted by a TS / CD

9

Listen Read More

Part 2 sleepover

I sat down tween my daddy Les n Uncle Charlie. Uncle Charlie was in his early 70s, handsome, n had a very nice 7.5 inch meat missile. As my daddy Les n I kissed. Uncle Charlie started rubbing my ass

Posted by a TS / CD

By sissyjamie4daddys

23

Listen Read More

Wednesday fun

im a 19yo 4'9" and weigh 78lbs i have always been small and petite I was picked on all thru school and was told how girly i look and act well after high school i started dressing like a

Posted by a TS / CD

28

Listen Read More

Never saw it coming but it was large

never expected that night to change the way I saw my marriage. It started casually enough — my wife had invited one of her longtime friends over to hang out. We were all sitting in the living

Posted by a TS / CD

8

Listen Read More

Bed visiting

This happened 8 years ago when my daddy Les broke my sissy ass in. I had moved in with daddy Les bout 1.5 weeks after he broke me in, turned me on, n turned me out. We lived in a very nice 5 bedroom

Posted by a TS / CD

By sissyjamie4daddys

8

Listen Read More

Adult theater visit

Yes, I am a passable, crossdresser with silicone breasts and full dress. Full makeup. Dress as a slut. I am bi and love cock and love cum. I went to a new adult theater the other night and there

Posted by a TS / CD

By Tiffanyheels

9

Listen Read More

1..10 11 12...166

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	59.5k	840	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Girlfriend turned bi and craves females	131.6k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.0k	1.4k	3.5k	↗
#4	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.4k	517	3.3k	↗
#5	cnysub Gay Trans Straight	Part 1 Nude Performer	74.7k	694	3.2k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.3k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.0k	308	1.9k	↗
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.6k	644	1.7k	↗
#9	powers8 Gay Straight Straight for Gay	A fantasy come true	82.6k	668	1.7k	↘
#10	butchmax Couple Gay Straight	I Guess We Asked for it	82.2k	615	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:

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!