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A Night of Unexpected Encounters in the Garage
I pulled into the open garage door as instructed Turned my car off as the door closed slowly behind Mr I was scared This is the first time I had ventured out dressed I had placed an ad on Craigslist

Posted by a TS / CD

By averageguy2021

A Fun Evening of Poker and Surprises
Last night I went to my buddies house to play poker. My friend said to come early to help him set up. He asked me to dress up in something sexy. I got a new blue dress that was a little short. I also

Posted by a TS / CD

By Miniho

A Unique Birthday Surprise with Friends
My wife and me had been married about 5 years when she found out I love crossdressing and it turned her on so she bought a strap on and used it all the time on me and seeing how I loved it she for my

Posted by a TS / CD

By Deleted User

An Unexpected Encounter at the Bookstore
So last night I stopped at a local adult bookstore bout 8ish. I was all dressed n ready to get down on a cock or 2 or 7. As I parked my car I noticed 2 daddy mens walking out the store. I walked past

Posted by a TS / CD

By sissyjamie4daddys

A Day of Luxury with My Sugar Daddy
One of my sugar daddy mens is in town til Sunday. He has treated me like a queen since he got here late Monday night, n I have treated him like a king. Yesterday, my sugar daddy mans took me on a

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Adventure in a Van
The first time i dressed up was when i was 18 and right out of high school. In those days i had a very slim body and a nice bubble ass. I would go to the adult store and check out the booths and one

Posted by a TS / CD

By QuailIris8603

A Journey Through a Unique Toy Collection
It started off with my now ex wife's toy collection. Yeah, you read that right. My lil sissy gay ass was married to a woman at one time. Get over it, cause I sure the fuck did. Anywho, she had a

Posted by a TS / CD

By sissyjamie4daddys

A Weekend of Fun and Friendship at the Party
Another memorial day weekend is on the books, n this gurl needs some sleep. I have been on the go since Friday morning with no to very lil sleep. But I wouldn't trade it for anything. I drove to

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Self-Discovery in a Hotel Room
young latina crossdresser sissy id like to share one of my first experiences on here. (background) 5’6 130lbs big ass thick thighs & small waist, long hair, i dated a bbc slut & she

Posted by a TS / CD

By portlandpartier

Rediscovering Myself After a Tough Breakup
bbc latina sissy with anxiety. i was triggered into becoming a trap sissy when my ex girlfriend was a bbc size queen cheating slut, i became addicted to watching & cleaning her messes when she

Posted by a TS / CD

By portlandpartier

An Unexpected Evening with Daddy Friends
I invited one of my daddy mens over tonight for some sucky fucky time. We were sitting on the couch kissing n making out, groping each other's bods. Daddy mans had his delish cock out n I was

Posted by a TS / CD

By sissyjamie4daddys

An Intense Night with Daddy Mans
"Come on daddy mans, pound my sissy cunt. Yeah that's it, long stroke my ass" I told daddy mans over n over again. "That's it fuck me. Pump my faggot ass n dump that creamy

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter with the Repairman
Last week I was having an issue with my washing machine. I had to call a service guy to come out n take a look at it. He got to my house bout 930 last Wednesday. Fine looking, beefy stud bout my age

Posted by a TS / CD

By sissyjamie4daddys

A Bi Guy's Journey with a Dominant Couple
I was a bi guy but met this Dominate couple at a BD/SM party and got to play with them, tied up, spanked, flogged nipple clamps and more. I'm a smaller guy not hairy, no beard, the male Dom

Posted by a TS / CD

By cnysub

Unexpected Holiday Weekend Roommate Encounter
hope everyone is having an amazing holiday weekend i been of my boyfriends house all weekend and having a blast i feel like i should be pregnant on how many times he has filled me up and his roommate

Posted by a TS / CD

By ababycd

An Unexpected Encounter at a Hotel in East Bay
I was cruising home from work in the East Bay when I saw this beautiful woman I could kind of tell she might be a tranny that even turned me on more so I stopped listening to music in my car smoking

Posted by a TS / CD

By ejstorm6981

A Journey of Love and Training
My very first daddy trained me properly on how to properly greet other daddys. On my knees, mouth open to show respect to the alpha man. Daddy also trained my sissy cunt. Daddy bought me a vibrating

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Meeting in the Garage
I replied to an ad posted by a top daddy who was looking for a bottom sissy. Hey, here I am! We exchanged a few pics, he gave me his address, and I was on my merry way. Daddy told me to pull into his

Posted by a TS / CD

By sissyjamie4daddys

A New Beginning: Finding Connection After Divorce
I love men. I love their bods, the way they smell, the way they kiss, and of course, their tasty, yummy cock and balls. And I most def love that creamy goodness, that yummy treat, their cum. OMG, I

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Encounter at the Baseball Game
One of my older daddy mens texted me n invited me to watch his grandson play baseball. Daddy mans told me he wanted to fuck me while at the game. Now I love PDA, n fucking in public. It's such

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.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 34.7k 631 4.1k
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Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 77.4k 1.4k 3.2k
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KestrelElbow9092
Straight for Gay Gay Straight
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cnysub
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Ads on DoubleList 47.2k 526 2.9k
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kimorafoxxsexycd
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Sucking appendage in the club 44.8k 457 1.9k
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wally4u
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My Birthday Suprise! 51.7k 273 1.8k
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Straight for Gay Straight Gay
Gym kiss pt.2 48.9k 605 1.7k
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curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.1k 358 1.2k
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powers8
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Back with Michelle and Lisa 32.9k 322 1.1k
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