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Category: TS / CD

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A Memorable Birthday Celebration at the Theater

I used to dress and go to an adult theater, in my late 50's I had health issues and stopped going. I only have sex with a married fwb when he can get away from his wife. It's my 70th

Posted by a TS / CD

7

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An Unexpected First Date Revelation

Not sure where to put this. I am intersex. It’s rare to be intersex and it’s even more rare to have both a penis and a vagina. I look like a female. I am very good looking. I have many

Posted by a TS / CD

By Deleted User

18

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An Unexpected Invitation to a Party

I was always feminine, you could say, very gay 5'4" 120 lbs. Started dressing after high school after I moved into my own place. my landlord's are a gay couple and they told me they

Posted by a TS / CD

14

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An Unexpected Encounter in the Parking Lot

So this just happened today n like I was totally into it. I was out running some errands n shopping. I parked my car n started heading into the store then I saw something out the corner of my eye.

Posted by a TS / CD

By sissyjamie4daddys

13

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A Close Call in Cancun: Escaping Danger

How I belive i escape sex trafficers/ cartel in cancun last July i book vacation 21day fly in check in nice hotel in nice area. Get to my room off with my fuck man cloths steart fixing my self up and

Posted by a TS / CD

5

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An Unexpected Reunion Leads to Adventure

I'm omnisexual adventurous exhibitionist Nudist versatile open-minded broad-minded adventurous as I was walking down the street I saw a friend who I have had sex with as not once but many and

Posted by a TS / CD

By Deleted User

0

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A Late Night Drive Turns Unexpected

So I had a din din date with a daddy mans last night. After din din we were heading back to his place for some playtime. As he drove, I started rubbing up on him, giving his cock a nice lil rub.

Posted by a TS / CD

By sissyjamie4daddys

5

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Exploring Identity and Connection Through Crossdressing

I have crossdressed all my life and consider myself Bi, though my favored activity is to dress as a woman. When I do I love to have the attention of a guy. I started out playing with their cocks and

Posted by a TS / CD

By Mandi Gunter

7

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An Unexpected Hotel Room Encounter

I was out of town for work staying at a hotel. Perfect opportunity in my head for a hookup. I set my alarm for the next morning but found I woke up a little before it was set to sound. I found

Posted by a TS / CD

17

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A Journey of Self-Discovery and Love

I was kinda straight til I was in my early 30s. I was bi curious but NEVER EVER acted on it. I met my current wife and we talked about our fantasys. Hers was to be gangbanged by at lease 10 guys. I

Posted by a TS / CD

By sissyjamie4daddys

19

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Unexpected Discoveries in a Relationship

So here is a messed up story...lol 1 My first cock was with a woman. 2 my woman was a dl dominatrix. 3 she had a replica of her ex cock in rubber form. Come to find out now, my gurl had went through

Posted by a TS / CD

14

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Adventures with Regular Daddy Men

Let's be honest: I'm a prissy sissy bottom slut who NEVER EVER turns down a cock. I have been turned on, turned out, n broke in for the past 8 fantabulous years. Ok. Maybe I have said no to

Posted by a TS / CD

By sissyjamie4daddys

4

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A Journey of Self-Discovery and Change

Bout 15 years ago, I lost the use of my lil dicky. It stopped working like real mens cocks do. Granted it has always been teeny tiny, but it used to get hard. Now, it was limp 24-7. I was married to

Posted by a TS / CD

By sissyjamie4daddys

6

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Unexpected Connections at a Hotel Party

I got invited to a lil hotel party today n I had be a blast. It was me with 4 young stallions n my lil sissy cunt n my mouth are still sore. These stallions were dayumm good looking, n built like

Posted by a TS / CD

By sissyjamie4daddys

4

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A Surprising Encounter on the Couch

part 2 end of my virginity I slid my lips down his beautiful cock and began kissing and sucking his balls. He pushed my back against the end of the couch and stood over me dangling his balls in

Posted by a TS / CD

5

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Exploring New Boundaries at the Bar

My wife was a very sexual person and loved to try different things. We had sex in any position we could think of and then she started liking anal play and sex. After a while she started to want to

Posted by a TS / CD

10

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An Unexpected Encounter in a Dark Alley

I LOVE giving road head n car fucking. The adrenaline rush of getting caught by some random stranger as I'm either sucking a daddy mans cock, or getting my lil sissy cunt rammed n crammed full

Posted by a TS / CD

By sissyjamie4daddys

14

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A Journey of Self-Discovery and Connection

I am long time crossdresser and had had girlfriends that loved it. However, that was years ago. Mow it is hard to find a woman that likes it and wants to have sex with me dressed as a woman or go to

Posted by a TS / CD

By Tiffanyheels

4

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A Unique Encounter on a Hiking Trail

I figured if women treated me like shit others must be in the same boat and figured I'd start crossdressing and offer what we were all missing. I stole a dress from an ex (a aline skater dress

Posted by a TS / CD

By CD Danielle Doggie

6

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Unexpected Encounter by the Train Tracks

I love it when I'm out with one of my daddy mens n he decides he wants to fuck me right then n there. Don't care where we are, he just pops up n decides he's gonna fuck me right then.

Posted by a TS / CD

By sissyjamie4daddys

1

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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

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	132.4k	2.0k	3.9k	↗
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	127.5k	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	75.0k	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	309	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	83.0k	616	1.7k	↘
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	82.7k	668	1.7k	↘

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

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