Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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A Night of Transformation: Embracing My Bold New Self

Firt time i went out fully shaved and dressed like a sexy Girl. I got fucked by a Bbc and sucked 2 dicks. It transformed me and liked it

Posted by a TS / CD

By Iriana

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adult theater crossdressing cream lover

I have posted several stories on here and all true. I am indeed a true crossdressing cum slut. I dress fully. Shave all over. Silicone breasts forms and the works. Sexy and passable. Go out almost

Posted by a TS / CD

By Tiffanyheels

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Crossdressing with girlfriend

I had been dressing as a woman for years when I met one girlfriend. When I told her she was excited and wanted to know all about it. She wanted to know where I go dressed, if I suck cock, if I let

Posted by a TS / CD

By Tiffanyheels

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Girlfriend enjoys watching crossdressing boyfriend

I had dressed for many years before meeting my girlfriend. I had dressed with my wife at times by wearing her panties and bras. She would masturbate with panties on then I would slid them off,

Posted by a TS / CD

By Tiffanyheels

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An Unforgettable Four-Night Adventure of Attraction and Connection

Ate that pussy and ass while he was fucking her. He then did the same while I fucked her. My room was beside them and had a door between our room, we stayed naked and enjoyed ourselves for 4 nights.

Posted by a TS / CD

By Steve

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An Unexpected Encounter: Meeting a Couple for the First Time

4/5/2026 Today I had my first experience with a couple that were interested in inviting a man into their bed The air in the hallway felt thick, my heart drumming a frantic rhythm against my ribs

Posted by a TS / CD

By Johnnethen

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Crossdresser at theater

I am a bi crossdresser. I am very passable, shaven all over, silicone breast forms, sexy clothes, sexy panties and bra, jewelry, naps done, perfume and heels. I love being a slut at adult

Posted by a TS / CD

By Tiffanyheels

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Run in the park

I'm actually a transexual but not totally, not liking operations I keep my man parts which are smaller now with the hemione therapy. But that's fine now I an hide them under tight clothing.

Posted by a TS / CD

By cnysub

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Crossdresser Convention

I had been a crossdresser for many years before my girlfriend. When she found out she was actually excited and it turned her on. We would have sex with me dressed daily. We would go out as lesbian

Posted by a TS / CD

By Tiffanyheels

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Rest area father

I had stopped at this lil rest area bout 45 minutes from my house. I had to tinkle do bad. I got out of my car n I was wearing this lil plaid mini skirt, black blouse, n was barefoot. I went in n

Posted by a TS / CD

By sissyjamie4daddys

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12th grader & 7th grader

Soo I had a older foster bro who was my roommate in 7th grade he was a senior, he just got the new psp and I wanted to play soo his proposition was I can play but I have to lay in my back or belly

Posted by a TS / CD

By Deleted User

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Do you wish to have fun ?, relax and stress free ? i offer various services the best around you just

If you're interested in having a nice time together hit me up, we can setup an appointment. I offer various services and the best in town. Looking forward to your text for an unforgettable

Posted by a TS / CD

By lydia1011

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Long time CD wearing feminine hygiene products

Yes, I have dressed for many years and love the feeling. I shave all over the the feeling of pantyhose on my shaven legs is amazing. I have silicone breasts forms, full makeup, heels, sexy panties

Posted by a TS / CD

By Tiffanyheels

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She surprised me

I live in Florida, have a nice swinging pool, I used to swim in college. and at 61 still in great shape. I'm unloading my groceries and my neighbor a young girl. Lisa 22 offers to help. She

Posted by a TS / CD

By cnysub

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Missing my Girlfriend

My now ex girlfriend was hit and wonderful. She loved sex any time and any place. We had sex in the car, outside, in motels with the curtains open, adult theaters, swingers clubs, dressing rooms,

Posted by a TS / CD

By Tiffanyheels

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An Intimate Dance of Desire: A Night of Romance and Connection

I started to imagine this scenario and was super turned on by it. Him tied down and blindfolded to the bed while you and I are on opposite sides of the bed bent over. Face to face I slide my hand

Posted by a TS / CD

By phil1987

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Underwear Liners for Crossdressers

I have dressed as a woman for years. I love the feel of it. I shave all over and have silicone breasts forms. Full dress, nice wig, heels, sexy panties and bras, jewelry, pantyhose and stockings and

Posted by a TS / CD

By Tiffanyheels

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A Fantasy of Intimate Exploration and Connection

One of the fantasies is for her to be sitting off to the side playing with her self as you and I were starting to warm up. Kissing, taking shirts off then work my way down your chest and undo your

Posted by a TS / CD

By phil1987

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Going out dressed

I'm 24 and am a crossdresser and submissive, I have "daddy" Master 67 yrs. old. He loves dressing me sexy, show me off to his friends. I have to please my daddy sexually and also his

Posted by a TS / CD

By cnysub

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Caught dress up

I always wanted to dress up So I would sneak into my Step Mom's clothes And dress up I felt so sexy Just laying there Hoping I would not get caught But I wanted to To share my secret

Posted by a TS / CD

By ajrriggs

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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	59.7k	840	4.4k	↗
#2	Tiffanyheels Couple Straight Trans	Girlfriend turned bi and craves females	132.1k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.3k	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	74.9k	694	3.3k	↗
#6	sissyjamie4daddys Trans Couple Straight	I love water	71.4k	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	butchmax Couple Gay Straight	I Guess We Asked for it	82.7k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.6k	668	1.7k	↘

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