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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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An Unexpected Connection Through Online Dating

I've been using DL since 2021 and always posted that I'm a gay bottom looking for a Top. If I had a dollar every time I'd get a reply from a potential top that claims he's

Posted by a TS / CD

0

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An Unexpected Encounter with a Stunning Hostess

I am a straight married man. I sissy cross-dresser posted on DL that she was hosting at her place and would be in lingerie, a skirt and wig. Her pic was to die for. We agreed on a time and she

Posted by a TS / CD

By panty503marc

4

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An Unexpected Visit with a Close Friend

I saw my Tgf last night and it was glorious. She is about 33, 5'9, 160 lbs. Dark skin BBC trans person Fem M2F CD Top only never been with a girl and never ever bottomed either not on hormones

Posted by a TS / CD

By Deleted User

0

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A Wife's Relentless Questions About Her Husband

There's nothing worse than a wife that wants to know everything their husband is up to! Constantly asking "Where have you been, Where are you going, Who's going to be there, on and on

Posted by a TS / CD

0

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Navigating Secrets: A Husband's Dilemma

There's nothing worse than a wife that wants to know everything their husband is up to! Constantly asking "Where have you been, Where are you going, Who's going to be there, on and on

Posted by a TS / CD

0

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Late Night Texts and Hidden Encounters

Part two: "How did you like that you little cocksucker" and I loved every word he wanted me to hear out of his mouth. I told him I wanted him to stay the night but he had to go home to be

Posted by a TS / CD

0

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A Mature Crossdresser's Fantasy Encounter

Continued Mature Crossdresser story. I set down between Ron and my boyfriend and took their cocks in my hands and felt them kissing my neck. We began kissing deep with tongues, then I got on my

Posted by a TS / CD

By olderbisubcd

0

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A Unique Encounter in a Hotel Room

I am a mature crossdresser. I have loved transforming myself into a feminine girl / women for as long as I can remember. I meet a terrific man two years ago and we have been making love ever since.

Posted by a TS / CD

By olderbisubcd

0

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An Unexpected Visit from Two Interesting Guys

I posted an ad on here a few days ago. I have been sexually frustrated for almost a week without any cock or cum. I have been stood up by 3 young studs n 2 older daddys, for whatev reasons. Enough is

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Visit from a Married Man

Part one: I love meeting up with older married men because they're not getting that much at home due to the wife, she isn't putting out for her man anymore and that's why I get lucky

Posted by a TS / CD

0

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A Fun Night Out at the Bar with Friends

Long time fluid girlfriend an I decide to go to bar, we enjoy talking about guys who looks hot in tight pants and sexy females in sexy mini skirts who like to exhibit in tight clothes. She wears sex

Posted by a TS / CD

By Deleted User

0

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Unexpected Connection After Work Drinks

Ok well this happened about 10 years ago and lasted for 5 years I worked with this black guy very strong and manly ripped muscles Really sexy I am a older white male and yes I always loved cock but

Posted by a TS / CD

By sissymichelle54

0

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An Unexpected Visit and New Connections

I'm a sexy white crossdresser who, when dolled up, gets an overwhelming desire to be with BLACK men and to satisfy them orally! An hour after I advertised my wants I was contacted by e-mail by

Posted by a TS / CD

0

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A Night of Flirtation at the Bar

I had my 1st taste of cock when I was 19, some 20++ years ago. I have loved cock ever sense. I am a passable crossdresser, who has been married to the same old worthless pathetic cuck of a husband

Posted by a TS / CD

By sissyjamie4daddys

0

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A Journey of Connection and Discovery

I have been crossdressing most of my life. I love being a submissive sluty bottom. I put an ad in DL for a daddy top and got several responses. I got into contact with one man and after several

Posted by a TS / CD

By olderbisubcd

0

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A Unique Connection Through Crossdressing

I have been crossdressing most of my life. I love being a submissive sluty bottom. I put an ad in DL for a daddy top and got several responses. I got into contact with one man and after several

Posted by a TS / CD

By olderbisubcd

0

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Exploring Connections Through CL Personals

This is a true story that is the result of when CL personals were still a thing. I am ftm and mostly in to men, and one day I just decided to take a peek at the CL personals, though I didn't

Posted by a TS / CD

0

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A Unique Gathering with Friends on Friday Night

Last Thursday hubs informed me that he invited a few young studs to come over Friday night for a fuckathon. Hubs told me he wanted to vid me sucking n fucking these young studs. I happily agreed, n

Posted by a TS / CD

By sissyjamie4daddys

0

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A Morning Encounter with an Unexpected Guest

I simply LOVE sucking cocks. Don't matter who they are attached to: married, single, black, white, old or young, I'll suck your cock till I get all your cum. And the more the merrier. Take

Posted by a TS / CD

By sissyjamie4daddys

0

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An Unexpected Outdoor Adventure on the Trail

Strip me to only panties outside and spank me and make me do things outside on a trail

Posted by a TS / CD

By Deleted User

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

L luciecar “Don’t want it to be a boring night” 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”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Couple	The fast and furious	60.4k	850	4.4k	↘
#2	Tiffanyheels Gay Couple Straight	I guess I am getting to be gay	136.4k	2.0k	3.9k	↘
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	129.1k	1.4k	3.5k	↘
#4	cnysub Gay Trans Straight	Part 1 Nude Performer	76.1k	702	3.3k	↗
#5	KestrelElbow9092 Straight Gay Couple	Picnic Fun	48.8k	520	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.9k	487	2.0k	↗
#7	wally4u Couple Trans Gay	Got Wife Off Flying To Cabo!	67.3k	309	1.9k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.7k	644	1.7k	↗
#9	butchmax Couple Gay Straight	Marriage did it	85.9k	619	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	83.1k	669	1.7k	↘

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

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