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An Unexpected Reunion with an Ex Sugar Daddy
I was at the store the other day n ran into an ex sugar daddy. Reason he is an ex is he got to demanding n controlling in situations. Don't get me wrong, he had a nice cock n knew how to sling

Posted by a TS / CD

By sissyjamie4daddys

A Night of Fun and Friendly Rivalry
I love being the center of attention. I am an attention seeking whore, who loves to give myself to men. The more the merrier. I am very comfy in group settings. This gurl has no shame in her gayme.

Posted by a TS / CD

By sissyjamie4daddys

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

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

Posted by a TS / CD

By sissyjamie4daddys

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

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

Posted by a TS / CD

By sissyjamie4daddys

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

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

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

Posted by a TS / CD

By sissyjamie4daddys

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

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

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

Posted by a TS / CD

By sissyjamie4daddys

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

Posted by a TS / CD

By sissyjamie4daddys

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

Posted by a TS / CD

By sissyjamie4daddys

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

Posted by a TS / CD

By bisexpantyboy

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

Posted by a TS / CD

By sissyjamie4daddys

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

Posted by a TS / CD

By sissyjamie4daddys

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

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

Posted by a TS / CD

By sissyjamie4daddys

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

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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derake14
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I couldnt refuse the temptation. 49.7k 738 4.3k
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Finally had intimacy with ex mother in law 100.6k 1.7k 3.4k
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My boyfriend/ Master/partner 61.1k 606 3.0k
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sissyjamie4daddys
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I love water 60.9k 470 1.9k
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My Night At The Anvil... Part 1 58.1k 279 1.8k
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My greatest vacation ever 52.0k 482 1.3k
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