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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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A Wife's Journey into New Experiences

It goes like this! I placed an add on the awesome DL site about a year ago looking for attractive,fit and fun/hung men to give my slutty wife the attention she deserves! In less than an hour I was

Posted by a TS / CD

By shotdriller1963

0

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Exploring New Connections in a New Town

I have always been super curious about transwomen. I have always loved watching porn with them in it for as long as I can remember. so when I moved into a new town after my divorce I got my chance to

Posted by a straight woman

0

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A Weekend Getaway Leads to an Unexpected Meeting

I'm a closeted gay guy, but really into straight guys and especially married guys. Not sure why, but whenever I see an online profile with someone who posts their face, its a big turn-off for

Posted by a TS / CD

0

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Exploring Dynamics in a Unique Marriage

I am a passable crossdresser, who has been married to my hubs for 15 years. Hubs is 22 years older than me. I am domme to him, yet submissive to other men. Very submissive I might ad. I fuck and suck

Posted by a TS / CD

By Deleted User

0

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A Nervous First-Time Encounter at the Motel

I’m a straight single guy who’s had many relationships and is in a current relationship with a female. I was looking through the list for an escort but wanted to try something new and

Posted by a TS / CD

By milfsforlife

1

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A Unique Friendship: Meeting Over Drinks

I have always been somewhat of a crossdresser most of my life. But recently I have been wanting more and i posted an ad for a guy who may want a long-term crossdresser friend. I received a response

Posted by a TS / CD

0

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Unexpected Meeting at a Rest Area

Hubs and I went on a lil vacay last week. Along the way, I had the pleasure of entertaining some fine young daddys, and a few older daddys. Our 1st stop was a rest area about 60 miles from our house.

Posted by a TS / CD

By Deleted User

0

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A Weekend Getaway at the Camp

I'm a sexy small and very passible crossdresser. I've met some really nice older men on DL and they have had lots of fun with my little tight ass. I recently answered an add from an older

Posted by a TS / CD

By PumaVigor2957

0

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An Unexpected Encounter with a Delivery Driver

several years ago I got done mowing the lawn and jumped in the shower. when I got out the doorbell rang so I threw on a robe and opened the door. it was a nice looking female ups driver with a

Posted by a TS / CD

By likes big ones

0

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Exploring Identity Through Makeup and Self-Discovery

Ha .im a bi giy 54 slim don't look it .so I'm looking to be bi n cd up at time .looking for someone to help me with make up .Im single now n iv found my self .im slim sexy nice ass .iv

Posted by a TS / CD

0

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An Unexpected Meeting at the Bookstore

Before COVID hit I would dress up on Saturday evenings and head to the local bookstore where they have booths with lot’s of gloryhole’s. One Saturday evening while I was there, a m/f

Posted by a TS / CD

By TigerThorn7915

0

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A Unique Challenge in Intimacy and Trust

My couple ( Part two) Miss told me i would need to wetten both myself and the cock because I would not be given lube. I collected as much spit as i could, spat on my fingers and got myself as wet as

Posted by a TS / CD

By princess_and_cuckboi

0

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A Neighborly Connection Over Wine and Conversation

While at my car a few weeks ago I heard a male voice say “Hi, I’m Matthew & I live next door”, to which I replied with “Hi, I’m Tonya Jo”, it’s very nice

Posted by a TS / CD

By Deleted User

0

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An Unexpected Encounter in Downtown Miami

stumbled across DL and answered an ad for a CD in Brickell (downtown Miami) I was free because my wife was on a business trip, so after some messages we agreed to meet at their place. I walked in and

Posted by a TS / CD

0

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Finding Connection in a New Area

Finally satisfied... I find it very comforting that I feel satisfied. The craving for cheap encounters to satisfy my desires. The tens of men who flake and leave me twice as horny as before we set

Posted by a TS / CD

0

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An Unexpected Evening with Friends

Part 2 of my story with my 25 yr old black gentleman. We have met every couple of weeks for a couple of months, we have talked about adding another Man to the fun we have of him using me with his big

Posted by a TS / CD

By PumaVigor2957

0

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An Exciting Evening with New Friends

Part 2 of my story with my 25 yr old black gentleman. We have met every couple of weeks for a couple of months, we have talked about adding another Man to the fun we have of him using me with his big

Posted by a TS / CD

By PumaVigor2957

0

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An Unexpected Discovery in the Bathroom

Con't. Part 2 Mary was a cross dresser I found out, as I'd helped her undress to get in the tub. Besides my older sis, Mary was only person that I'd seen naked. But seeing him in the

Posted by a TS / CD

0

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Unexpected Reunion Leads to a Night of Fun

As a kid in highschool I have always been tiny and built like a girl 5ft7 and 120 lbs I'm now 25. I used to love to look at the other boys cocks in the shower after gym class, I live in a very

Posted by a TS / CD

By PumaVigor2957

0

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An Unexpected Encounter at the Porn Shop

I've never told anyone my stories but I had to share. I'm a tiny sexy crossdresser and very passable. I've met with a few men on DL and have had fun. Recently nothing was happening and

Posted by a TS / CD

By PumaVigor2957

0

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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

V vanessa0001 “Professional Asian therapist”

cnybottom “I became a gay fan” L LucyV “I'm a romantic trans woman” U uhostshysub “what do you have for homework?”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Couple Straight for Gay	First true anonymous intimacy	79.1k	1.0k	4.7k
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	178.1k	2.5k	4.4k
#3	kimorafoxxsexycd Trans Gay Couple	Home alone	161.5k	1.7k	3.9k
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	81.7k	707	3.6k
#5	butchmax Straight Gay Couple	My Husbands Best Friend	121.8k	820	2.1k
#6	wally4u Gay Couple Trans	Drunk Abs Experience I'll Never 4Get!	74.4k	331	2.0k
#7	Dedavis Straight for Gay Straight	Super Bowl group event part six	103.5k	709	2.0k
#8	sissyjamie4daddys Trans Couple Straight	I love water	85.7k	496	2.0k
#9	Steve Straight for Gay Straight Gay	Doublelist fan	58.1k	679	1.8k
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	88.0k	678	1.7k

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

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