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Category: TS / CD

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Embracing Femininity: A Journey of Self-Discovery

I have been crossdressing for the past 8 years. I am a prissy sissy, a fairy, a princess in training. I am very fem acting, fem looking, n identify as fem. I love my mens. I love everything bout mens

Posted by a TS / CD

By sissyjamie4daddys

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A Weekend Visit from My Sugar Daddy

One of my sugar daddys is in town til the weekend! I am a very happy gurl. I haven't seen this sugar daddy in a few months. But he is in town til Saturday morn, n I plan on making the best of

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By sissyjamie4daddys

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Unexpected Connections at a Budget Motel

I'm a 60 plus years old white man who loves ❤️ wearing dresses 👗 😍 and visiting cheap motels and place ads searching for eagerly hung black men. The first time I eagerly opened my

Posted by a TS / CD

By olderwhitemale

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An Unexpected Invitation to a Private Pool

So I work at my local grocery store that a sugar daddy owns. I have free roam to do what I want, as long as I'm professional bout it. The other night this m/m couple came in. I had the pleasure

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By sissyjamie4daddys

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An Unforgettable Night at a Bi Party

Im a submissive Crossdresser for starters. I wanted to share one of my favourite experience that I wish i could do again. First off I love anonymous sex. There’s just something about it

Posted by a TS / CD

By sissysammiecd

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A Cozy Friday Night Visit with a Daddy

It's been a very lovely Cocktober so far. The weather has been simply fab, nice cool brisk mornings, warming in the afternoons, n chilly during the nights. Nice weather to snuggle n cuddle with

Posted by a TS / CD

By sissyjamie4daddys

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A Journey of Submission and Connection

I am a submissive prissy sissy whose responsibility is to please any man that needs to be pleased, via my mouth or my asspussy. It is my sole purpose in life, my honor n privilege to suck n fuck

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By sissyjamie4daddys

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A Transformative Night Out: Embracing Change

FINALLY I GOT LAID! Occasionally as a kid I'd play with my step sisters sexy panties. I chocked it up to normal prepuberty curiosity. Later in my 30's the urge returned to dress up like a

Posted by a TS / CD

By Deleted User

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Navigating a Life-Changing Proposal from a Sugar Daddy

I have a slight problem. I have several sugar daddys that I see on a consistent weekly to monthly basis. Most are married n live out of state, n I see them maybe once or twice a month. Well, one of

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit from the Pizza Delivery Guy

I was sitting on the couch curled up with a good book when the doorbell rang. I got up to see who it was. There was a young stud on the front porch holding a pizza box. I told him that he must have

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By sissyjamie4daddys

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A Charming Day of Sightseeing and Connection

Mr D part II When I got back to my hotel that night, I played with my 9" dilly, riding that motha fucker wishing it was Mr D's cock. The next day Mr D calls me n invites me to do a lil site

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By sissyjamie4daddys

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Reconnecting with a High School Crush

Back in high school, I used to have a crush on Mr. D. He was my us history teacher, n he was very sexy. I would sit in class n fantasize bout him a lot! I would have given anything to get under his

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By sissyjamie4daddys

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Unexpected Encounters in a Family Setting

when I was still living with my parents I would rush home from the bus stop go into there bed room look at my dads playboys n play with myself. one day I read an article about different male self

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By bisexpantyboy

0

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A Weekend at the Sugar Daddy's Party

I got a call from a sugar daddy that lives out of state, bout 4 hours from me. Since it is Cocktober, he invited me to a lil group party he was having at his place right outside Louisville KY. Daddy

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By sissyjamie4daddys

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Unexpected Connection During Office Lunch Break

So I work at an office where it's mostly men. There is this cute guy that has been there for a few weeks. I got the vibe that he might be gay but no evidence. That changed last week. Now I am a

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By sissyjamie4daddys

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Exploring Connections with Older Men

I have a soft spot on my heart for older men. Especially if they have a raging hardon. Hell, I have a soft spot for ANY n ALL men from 18 years of age to 80ish who have a bulge in their pants n know

Posted by a TS / CD

By sissyjamie4daddys

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An Unexpected Visit from My Sugar Daddy

One of my local sugar daddys stopped by bout 10ish Sunday night for a lil sucky fucky fun time. This sugar daddy has a very nice sweet tasty n delish cock. N he has some stamina! I greeted him at the

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By sissyjamie4daddys

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Preparing for a Memorable Encounter

A few years ago, I met a older daddy off Craigslist, back when they had the casual encounters section. He invited me over to his place. Now, I believe in cleanliness, having really good hygiene. I

Posted by a TS / CD

By sissyjamie4daddys

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A Unique Journey of Self-Discovery and Connection

I am a passable crossdresser. I love sexually pleasing top daddys n young virile studs. It don't matter to me if they are married or single, white, black, straight, bi or gay, if they are

Posted by a TS / CD

By sissyjamie4daddys

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A Blindfolded Encounter with Unexpected Guests

So I've recently got into wearing sexy panties and thigh highs for older men who want a sissy slut bottom. I'm 37, men in their 50s and 60s turn me on. I responded to a post looking for a

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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	61.0k	863	4.4k	↘
#2	Tiffanyheels Straight Couple Gay	Girlfriend and her attractive daughter	140.3k	2.1k	4.0k	↘
#3	kimorafoxxsexycd Gay Trans Couple	Swallowed my bfs meal at lunch	129.9k	1.4k	3.5k	↘
#4	cnysub Gay Trans Straight	Part 1 Nude Performer	76.7k	705	3.3k	↗
#5	KestrelElbow9092 Straight Gay Couple	Picnic Fun	49.1k	520	3.3k	↘
#6	sissyjamie4daddys Trans Couple Straight	I love water	72.3k	488	2.0k	↘
#7	wally4u Gay Couple Trans	I Guess He Did Have To Go!	67.9k	311	1.9k	↘
#8	butchmax Straight Gay Couple	I was FED UP	88.7k	630	1.7k	↗
#9	Steve Straight for Gay Straight Gay	Gym kiss pt.2	53.8k	644	1.7k	↗
#10	powers8 Gay Straight Straight for Gay	A fantasy come true	83.5k	670	1.7k	↘

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