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

A Summer Lunch and Poolside Gathering

I had just graduated from college and was waiting at home for orders to report for basic military training, about age 21 at the time. During that down time, I agreed to house- and dog-sit for nearby

Posted by a TS / CD

0

Listen Read More

A Surprising Hotel Encounter Leads to Confidence

I'm a latina sissy 5"7 140lbs with a small waist and big ass, I've always been smooth & minimal hair on my body and I use to love sucking cum out of my girlfriend's pussy, but

Posted by a TS / CD

By portlandpartier

0

Listen Read More

An Unexpected Meeting in the Bathroom

I'm a crossdresser 46 but not passable. I wish I could so I could dress in public, so I wear thigh high stockings, garter belt, panties and bra under my male cloths. I'm in MegloMart

Posted by a TS / CD

0

Listen Read More

Old Friends Reconnect on a Cold February Night

My first BBC........ Finally got the chance to tell my story iit was a cold night in February and i got a message one night from an old friend that i hadnt heard from in years we used to hang out

Posted by a TS / CD

By sissiesdream

0

Listen Read More

Unexpected Visits and a Pink Skirt Adventure

I have been a busy busy lil prissy sissy since Friday night. Here it is Sunday late afternoon, n I still have a daddy or 2 coming over later for some sucky fucky time. Friday I had me some good old

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

A Surprising Night with Daddy

Part 2 Daddy was passed out in my bed. I saw his cock was standing straight up in his pants. What a shame! I am buzzed real good n hornier than a mother fucker. It took every ounce of my being not to

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

A Late Night Conversation About Love and Loss

I got a text last night bout 10 pm from a local daddy. Seems him n his wifey-pooh got into an argument n he needed a place to crash. He tells me he is not looking for anything else, just someone to

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

An Evening of Cards and Connections

I got invited to a poker game at a regular fuck buddy's house Wednesday evening. He asked me to come fully dressed as he wanted to show me off to his friends. He told me that it would be him n 4

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

An Unexpected Gathering at the Hotel

I enjoy group sex with groups of men. I love being passed around from man to man, cock to cock. Thursday I had the honor of being the center of entertainment for a small group, 6 men, at a local

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

Unexpected Meeting During a Business Trip

I met up with an older top daddy and he hit all of the markers, he told me what to wear, how to wear it, and where to meet him. He was in town for business and when I met him he instantly had me on

Posted by a TS / CD

By sissysamantha1

0

Listen Read More

A Nervous Encounter in North St. Louis

I am a closet Cd , straight guy next door type and a sissy slut after work , I was very horny at work one day , I ran an add on DL , looking for a hung black daddy , I had some interest but one stuck

Posted by a TS / CD

By ElkEmber5894

0

Listen Read More

A Memorable Night at the Bar with a Gentleman

so i finally went off and had my first bar experience and it went great i made an ad looking for an older man who would like to pick me up and take me to his favorite bar and get his drinks bought

Posted by a TS / CD

0

Listen Read More

Exploring Unconventional Living Dynamics with an Ex

NOW AND THEN PART ONE Well, to be honest, this story is developing as we speak. I've been corresponding with a hunky kind of married straight man. His stats are like 245# little under six

Posted by a TS / CD

1

Listen Read More

A Spontaneous Road Trip Adventure in Louisville

I took a lil vacay 2 weeks ago. It was well deserved time to get away. I drove to Louisville, a nice lil 4 hour drive from my house. I stopped in Evansville IN to get gas n something to eat. I got on

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

An Unexpected Favor Leads to a Surprising Meeting

I was sitting at home relaxing when I got a text from a local sugar daddy. He asked me if I had plans for the evening. I told him not yet. He asked me if I could do a lil favor for him. It seems a

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

Exploring Hidden Connections on DL

I had meet this black man on DL, he liked cd white boys and I had been wearing girls clothes for awhile now. He invited me over I'm in wig, skirt and thong and heels. We go up to his room where

Posted by a TS / CD

By italianstallion86

0

Listen Read More

An Unexpected Visit from a Young Friend

Earlier today I was sitting on my couch watching some gay porn on TV, rubbing my lil ppclit n riding a lil 6" dildo when I heard a knock on my front door. I looked out n saw 1 of my young studs

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

Unexpected Interruptions at the Sugar Daddy's

I just left a sugar daddys house abruptly because his fucking cunt of a wifey-pooh decided to come home earlier than expected. Fucking cunt shows up 2 fucking hours earlier n cock blocks me from

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

An Unexpected Encounter at the Park

I have been dressing up for many years usually just for my pleasure. Always fantasized about getting dressed and taking a walk somewhere secluded. Unfortunately I am very afraid of getting caught.

Posted by a TS / CD

0

Listen Read More

Finding Love Again After Divorce

I am a very happily married gurl to a wonderful man who takes really good care of me. My husband is kind, considerate, loving, caring, n is very understanding of my needs n wants. We have been

Posted by a TS / CD

By sissyjamie4daddys

0

Listen Read More

1..69 70 71...161

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

S sexysexaddict23 “Made love to my mother in law” F freeusefunholes “Motel excitement on a whim”

akshay “One Message… One Unforgettable Night 🔥”

Obeymyorder “Intimacy in public”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	Tiffanyheels Trans Couple Straight	Crossdresser and girlfriend	78.7k	1.4k	3.2k	↘
#2	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	24.6k	355	3.1k	↘
#3	cnysub Gay Trans Straight	Ads on DoubleList	48.5k	543	2.9k	↘
#4	kimorafoxxsexycd Gay Couple Trans	New life as a gay man	75.9k	1.1k	2.8k	↘
#5	sissyjamie4daddys Trans Couple Straight	I love water	47.0k	461	1.9k	↗
#6	wally4u Trans Gay Straight for Gay	Pre-Halloween CD Dress Up! Part 1	53.5k	276	1.8k	↗
#7	Steve Straight for Gay Straight Gay	Gym kiss pt.2	49.5k	614	1.7k	↘
#8	curiousladyd Straight Couple Straight for Gay	First really big appendage	10.4k	360	1.2k	↘
#9	powers8 Straight Gay Straight for Gay	Back with Michelle and Lisa	34.9k	354	1.1k	↗
#10	Dedavis Straight for Gay Straight	House hunting pt 1	38.2k	276	1.1k	↘

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!