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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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Exploring New Connections in Houston

My journey began in the early 1990s when my girlfriend Kim, a 21 year old, 5’ 10”, 125 lb blonde asked me to try a bisexual MMF threesome for her. At the time I was in my early 40s.

Posted by a TS / CD

By classybiguyaz

0

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A Memorable Photo Shoot in Wichita

I travel a lot so DL comes in handy. A few weeks ago I was in Wichita, Kansas. I put up an ad for a free photo shoot, stating that I am tv,cd,tg friendly. Ashanti answere my ad and asked if there

Posted by a TS / CD

0

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An Unexpected Encounter in a Basement Bar

I'm a 22 yr old crossdresser very passable and very tanned with cute little ass I'm not very big 5ft7 and 125 lbs. I have met a few friends and had lots of fun with several men I met on DL.

Posted by a TS / CD

By PumaVigor2957

0

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An Unexpected Connection with a Widower

I've always loved to play the role of being a dressed up little whore for men's pleasure. I'm 25 yrs old 5ft nine and weigh 135lbs always tanned and toned. I've been with several

Posted by a TS / CD

By PumaVigor2957

0

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Unexpected Encounters at a Local Hotel

I'm a sexy 28 yr old crossdresser thin 5ft9 125lbs. I love to answer adds from older gents that are married and looking for fun on DL.Ive had a few men in my couple of years on this site. A

Posted by a TS / CD

By PumaVigor2957

0

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An Unexpected Visit from the Neighbor

My wife left for work just as I got home from working the graveyard shift she worked as a secartaty I showered and got dressed in my house shorts when someone knocked on the door it was the old black

Posted by a TS / CD

By Deleted User

0

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An Unexpected Encounter with a Dominant Stranger

Had thee hottest encounter tonight. Cd here and put an ad up for a dominant man to use me. Within ten minutes I got a message from a guy with his phone number. I texted him and found that he was a

Posted by a TS / CD

By Deleted User

0

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An Unexpected Connection at the Local Bar

I've been a crossdressing sissy for a few years now. I'm 5ft.9 and weigh 130 lbs, always tan and have a tight little bottom I'm 27 yrs old.I always answer adds on DL from older

Posted by a TS / CD

By PumaVigor2957

0

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Unexpected Encounter at the Local Park

I was pnp at this local park and I had just cleaned myself out and very horny. I kept going in the stalls to madterbate with my dildo and I saw this young man in there high too and I was wearing

Posted by a TS / CD

By goldenrichard

0

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An Unexpected Date at the Bar

I'm a trans gurl and answered an ad on Doublelist looking for a passable cd. It was by a gay male 43, he said he had an 8 in cock looking for a bottom gurl. Well, I answered since I'm

Posted by a TS / CD

By Deleted User

0

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A Weekend Adventure at the Secluded Cabin

I'm a 28 yr.old crossdresser and very passable, I'm I'm thin with a very sexy little Ass. I met an older gentleman on DL over 6 months ago and we have become a regular thing every

Posted by a TS / CD

By PumaVigor2957

0

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Caught in the Garage: A Sibling Reunion Story

Submissive CD. I'm 25 now, I had been CD since I was 22. I knew I was different much earlier, but finally started when I was 20. No one in family knew. I was about 5'6 around 140. I kept

Posted by a TS / CD

1

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A Weekend Surprise at the Cabin

I've been cross dressing for a few years now and must admit I'm pretty damn hot looking with my thigh highs micro mini skirts and heels wig make up all of the works. I met a man on DL and

Posted by a TS / CD

By PumaVigor2957

0

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A Surprising Meeting at the Video Store

So I get picked up by an older guy at the video store. He invites me back to his house and I go. I’ve never had a male/male experience but I was super horny and he had nudged me while I was

Posted by a TS / CD

By NewtBirch3996

0

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An Unexpected Hotel Meeting with a Gentleman

Hello I'm a 33 yr old sexy cross dresser very thin with a tight little girly ass. I've connected with a few men on DL but I answered an add for a traveling black gentleman staying in a

Posted by a TS / CD

By PumaVigor2957

0

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A Surprise Night Out in Halifax

So the other night I was down mentally. And my wife kept ask what would make me happy I was a mess and could not answer correctly. So yesterday we dropped off the kid and and planed to go down town

Posted by a TS / CD

0

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A Night of Unexpected Connections in the Park

I was very bored one night and at the time I was going through a divorce. I have crossdresses in the past and just decided to go out dressed. I put on a thong, stockings, heels, bra and tank top. I

Posted by a TS / CD

0

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A Mysterious Meeting in the Backyard

I had posted an ad on Doublelist on a Saturday morning looking for a man to come over. It wasn’t long before I got a reply from a guy. We exchanged a few emails and pics and he agreed to come

Posted by a TS / CD

0

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An Unexpected Meeting at the Bar

I've been married for about 12 years, I'm a very masculine guy and I've always been very dominant with my wife. She's open to most things sexually but she's terrible at

Posted by a straight man

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A Journey of Discovery and Connection

ence i cant get it, i might as well write about it.for me this is what i have in mind when i turn from Him to a Her.. i wanna be touched, i wan to be made to feel that that sweet, soft exotic, thing

Posted by a TS / CD

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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	79.0k	1.0k	4.7k
#2	Tiffanyheels Straight Couple Trans	Intimacy with ex mother in law	178.0k	2.5k	4.4k
#3	kimorafoxxsexycd Trans Gay Couple	Home alone	161.4k	1.7k	3.9k
#4	KestrelElbow9092 Gay Straight Couple	Closet kicked in.	81.6k	706	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	58.0k	679	1.8k
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	88.0k	678	1.7k

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