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Category: TS / CD

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A Surprising Reunion at the Party
I woke up this morning feeling a bit horny. I jumped in the shower and was thinking about going to the porn shop. I was getting my clothes and lingerie out on my bed. I had just got some red

Posted by a TS / CD

By Miniho

A Chance Encounter at the Shopping Mall
I was out running a few errands today. I was shopping for some new outfits, when I noticed an older, handsome gman. I politely smiled at him n went on my way. I was at a lil strip mall, so I hit a

Posted by a TS / CD

By sissyjamie4daddys

A Journey of Self-Discovery and Connection
So I am 99.999% a sissy bottom bisexual crossdresser. I would much rather have sex with men. The last 20-25 times I have had sex, maybe once with a woman, but only if we shared a cock. I have been

Posted by a TS / CD

By sissyjamie4daddys

A Dreamy Encounter at the Bookstore
I just met the daddy of my dreams. Ok, ok. Daddy flav of the hour. He has prolly the closest thing to the perfect cock I have seen in the last 3 months. Daddy has a smooth cock, shaved smooth balls n

Posted by a TS / CD

By sissyjamie4daddys

A Night of Surprises in Crossdressing
I’ve always thought that lingerie and thigh highs were sexy as hell. I've never crossed dressed or had a desire to but one drunken night I ordered a sexy outfit. In a couple days when it

Posted by a TS / CD

By mball70220

A Sweet Reunion with My Sugar Daddy
One of my sugar daddys was in town earlier this week. I cleared my calendar so I could spend some time with him. Daddy was here on bizness, n for some recreational activity. This sugar daddy is in

Posted by a TS / CD

By sissyjamie4daddys

A Crossdresser's Unexpected Revelation to His Wife
When my wife found out I was a crossdresser she thought I was cheating on her and she was pissed ! I had my stash of women’s clothes hidden in the attic cause she never ever went up there and

Posted by a TS / CD

By Deleted User

A Night of Unexpected Encounters at the Hotel
Hotel whore I was staying at a ho tel in another city. I ran an ad looking for top daddys that needed a hole or 2 to put their cock. I got several responses from local daddy's that wanted to get

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit from Two Daddies
I replied to an ad on here. It was 2 daddys that were looking to use a bottom sissy for their pleasure. After some back n forth n trading pics, I invited them over to my house. They did not

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Bondage Experience and Reflection
Part 3 how I let things go to far. As that guy that just got off of me was getting dressed the other guy didn't waste any time and was on TOP of me. He easily had his hard cock in me and said I

Posted by a TS / CD

By ardee1x1

A Night of Surprises at the Motel
Native CD part 2- I started to dress with short shorts and dresses, part of my butt cheeks showing, makeup almost to perfection, would head out the door of a motel and find the nearest adult video

Posted by a TS / CD

By Erica

An Unexpected Visitor and Surprising Revelations
Part 2 How I let things go. There I was tied to the bed and this strange man biting on my nipples and working his way down and sucking my cock. I could feel him to start pushing some fingers into my

Posted by a TS / CD

By ardee1x1

A Day of Bold Choices and New Encounters
Native CD part 2- I started to dress with short shorts and dresses, part of my butt cheeks showing, makeup almost to perfection, would head out the door of a motel and find the nearest adult video

Posted by a TS / CD

By Erica

A Journey of Submission and Connection
I am a true JoS(Jack of Spades) sissy gurl. I love me some black mens. I am VERY submissive to ALL black men. I am VERY proud to be of service to them, no matter where, or when. I used to love

Posted by a TS / CD

By sissyjamie4daddys

A Unique Encounter at the Hotel
Not real sure how I took everything this far as a non passable cross dresser. My desires to feel a man laying on TOP of me just kept getting stronger and stronger. Had a few that worked out very

Posted by a TS / CD

By ardee1x1

Transformative Makeover at a Secluded Gathering
I am Mary a non-passible crossdresser and know of a place that has cd parties once a month. it's very secluded. I rsvp and say I'm new at dressing and not good with make-up, I get a reply

Posted by a TS / CD

By cnysub

A Morning Visit from Daddy: A Sweet Encounter
Here it is 6am Friday morning n my daddy just left my house after a night of fucking me. Horny old daddy. Lol. Daddy stopped over bout 7 pm last night. Daddy gave me a hug squeezed my ass n kissed me

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Gathering at Daddy's House
I am a cock craving lil sissy crossdressing whore for any n all men/top daddys. I love the way a cock grows in my mouth as I wrap my lips around it n suck on it. I love the way a cock feels in my

Posted by a TS / CD

By sissyjamie4daddys

A Chance Encounter at the Grocery Store
Part 2: how I became the cock loving whore I am today. I ran ads on CL n other sites. As I said, I invited men over a few times a week, slowly introducing my ass n mouth. I started dressing in fem

Posted by a TS / CD

By sissyjamie4daddys

Rediscovering Life After a Sudden Divorce
How did I become the cock loving sissy I am today? Simple. I was married to a woman who fucked around. She would bring men back to our house to fuck her. She told me to watch, n maybe I could learn a

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
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 79.1k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 24.8k 357 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.6k 544 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.6k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.3k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.6k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.5k 616 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.4k 360 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.9k 354 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.3k 277 1.1k
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