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Category: TS / CD

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An Unexpected Gathering at Daddy's House

It started out as a lil one-in-one fun with my lil sissy ass n a very delish older top daddy mans. It ended with a lil 5-in-me gangbang. So I was at my daddy mans house laying on the couch my face in

Posted by a TS / CD

By sissyjamie4daddys

2

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An Unexpected Connection with Daddy Men

Most of my daddy mens fuck me raw, bareback, no condom. I love feeling their loads of cum jet blasting my sissy cunt n then feeling that cum drip out of me n run down my legs. Very few daddy mens

Posted by a TS / CD

By sissyjamie4daddys

10

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A Surprising Ride on a Sunny Day

It was a gorgeous day outside today, temp round 55-60. I decided to take a lil stroll round the block. I got bout 1/2 down my block this van pulls up n asked if I needed a ride. I told him no, n he

Posted by a TS / CD

By sissyjamie4daddys

18

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A Halloween Costume Party Adventure with Friends

It was 2017 Halloween my girlfriend dress like a man meanwhile she dolled me up as a pretty lil slut.And damn I look so fucking good went out bar hopping guys talking to me trying pick me up.my

Posted by a TS / CD

7

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A Halloween Party Takes an Unexpected Turn

It was 2017 Halloween my girlfriend dress like a man meanwhile she dolled me up as a pretty lil slut.And damn I look so fucking good went out bar hopping guys talking to me trying pick me up.my

Posted by a TS / CD

4

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A Playful Game Leads to Unexpected Guests

Well at a hotel we was playing truth or dare we was all naked so my husband dare me and my friend to answer door naked for door dash so he order some food and when he got there me and her answer

Posted by a TS / CD

By Deleted User

4

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A Surprising Encounter with My High School Crush

When I was like a freshman in high school I had this huge crush on this senior boy named Ricky. OMG, he was fine!! He played sports like football n basketball n baseball. I would just go to the games

Posted by a TS / CD

By sissyjamie4daddys

10

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A Caring Visit to Daddy in the Hospital

So I get a call from one of my daddy mens. He is in the hospital n really needs some company. Daddy mens tells me to get my sweet lil ass up to see him. He tells me his wifey-pooh just left n she

Posted by a TS / CD

By sissyjamie4daddys

6

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Unexpected Connection at a Truck Stop

I’ve been crossdressing since i was young. I’m bi and I’m a truck driver. Every time i get the chance to dress up i do. One night i get to a truck stop for the night. It’s

Posted by a TS / CD

13

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A Late Night Revelation with My Mother

I have been a crossdresser for many years. Shave all over, full dress, silicone breasts forms ect. At one point I went o live with my mother after my father passed. I could not dress in the house

Posted by a TS / CD

By Tiffanyheels

14

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An Unexpected Meeting at the Bar-Restaurant

It was 8 years ago tomorrow that the eagles beat the Patriots in the super bowl, and I had my first M2M loven sexssion, and I have not looked back sense. I met him off Craigslist CE. He was an older,

Posted by a TS / CD

By sissyjamie4daddys

21

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An Unexpected Visit Turns Into Fun

So I was at a daddy mens house n we were sitting on the couch getting our fuck on. I was sitting on my daddy mans lap, his yummy cock buried in my sissy cunt reverse cow gurl, my lil ppclit flopping

Posted by a TS / CD

By sissyjamie4daddys

5

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An Unexpected Visit Leads to Connection

Good morning DL , I am a new Cd who is accumulating more and more cd clothes , recently I had a hung black man answer my add , he was 8 inches and thick , well I dressed and did make up , made sure I

Posted by a TS / CD

By ElkEmber5894

9

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Embracing Authenticity: My First Night Out

Thank goodness I don't have to act or pretend I'm straight! That shit was getting old n tiresome. Every day trying to be manly, trying to be masculine. What a huge lie I was living.

Posted by a TS / CD

By sissyjamie4daddys

5

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An Unexpected Encounter at the Local Theater

Stopped at my local porn shop a few days ago. When I walked in some daddy mans saw me n started walking towards me. "Dayumm that's a nice piece of ass gurl" he said. "How bout we

Posted by a TS / CD

By sissyjamie4daddys

5

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A Nervous Meeting in a Hotel Room

I was so nervous waiting for him to arrive at my hotel room. We had chatted a bit and shared some pictures. He had a nice thick vieny hard cock a good 7.5 inches. Previously I had gotten checked in

Posted by a TS / CD

6

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An Unexpected Encounter at a Bachelor Party

Im semi passible and love to dress. Went to a local bar that was open to every preference. Two young guys walk in for a quick drink and we're headed to an apartment bachelor party. On their way

Posted by a TS / CD

8

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Unexpected Connection at the Local Dive Bar

I have dressed for years and shave all over, lots of clothes, panties, bras, heels, makeup, wigs, jewelry and such. I am indeed a slutty crossdresser. One night I was dressed and went to a local

Posted by a TS / CD

By Tiffanyheels

15

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Flirtatious Encounters in the City

I'm a very lucky lil prissy sissy slut. I get more attention from daddy mens than most of my gurl friends. I guess the main reason for that is I am a slut! I dress in very revealing clothes.

Posted by a TS / CD

By sissyjamie4daddys

4

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Exploring Connections in Adult Theaters

As a passable crossdresser, I simply love cock! I crave cock in fact and love to take cum. Of course so also like to be sucked myself and know that most guys suck cock better than most women. I had

Posted by a TS / CD

By Tiffanyheels

5

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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

D Deleted User “It’s late but I’m down to chill and have a little fun!!” C caniuseu “First time shed intimacy”

John Lee Erwin I am He-Man “Chick with appendage picks me to lick her appendage.” F Freshfresh “Available for connection”

Rank	Author · Category	Latest Story	Views	Listens	Upvotes	Trend
#1	derake14 Gay Straight for Gay Straight	Parking lot kiss	34.0k	625	4.1k	↘
#2	Tiffanyheels Trans Couple Straight	Crossdressing intimacy in office	76.4k	1.4k	3.2k	↘
#3	KestrelElbow9092 Straight for Gay Gay Straight	Beautiful and Black	23.2k	353	3.1k	↘
#4	cnysub Gay Trans Straight	Ads on DoubleList	46.0k	521	2.9k	↘
#5	kimorafoxxsexycd Gay Couple Trans	Very kinky self care	71.2k	1.0k	2.7k	↗
#6	sissyjamie4daddys Trans Couple Straight	Sucking appendage in the club	43.7k	456	1.9k	↘
#7	wally4u Gay Trans Straight for Gay	From Zorbas To His Hotel Room	50.1k	272	1.8k	↘
#8	Steve Straight for Gay Straight Gay	Gym kiss pt.2	48.0k	604	1.7k	↘
#9	curiousladyd Straight Couple Straight for Gay	First really big appendage	9.9k	357	1.2k	↘
#10	Dedavis Straight for Gay Straight	House hunting pt 1	37.9k	276	1.1k	↘

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