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Category: TS / CD

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A Surprising Meeting at the Adult Store
This happened a long time ago but I think of it often. I got off work around 2 a.m. one day and on the way home decided to stop at a porn shop to watch some straight videos. I got some coins and went

Posted by a TS / CD

By likes big ones

An Unexpected Movie Night Reunion with Friends
Part 5 of 5. We had all kinds of fun that weekend then my best friend went back to school, but before he did his dad told us he didn't care if we fucked each other even when he isn't there.

Posted by a TS / CD

By khead1994

An Unexpected Birthday Surprise at Home
Part 4 of 5. So I ended up moving in with my best friends dad. As we would fuck he began dressing me up more and more he bought me wigs and make up and had me start hormone therapy. I began to dress

Posted by a TS / CD

By khead1994

An Unexpected Invitation After School
Part 3 of 5. Right as my friend and I finished getting him packed up and all his stuff in his car his dad got back home. We both said goodbye and my best friend left to go back to school. His dad

Posted by a TS / CD

By khead1994

An Unexpected Visit to a Best Friend's House
Part 2 of 5. So the next morning after my 21st and after getting fucked for the first time from my best friend's dad, I got up and went home to my apartment and showered then rested the rest of

Posted by a TS / CD

By khead1994

An Unexpected Meeting at the Super 8
Posted as a 21 m looking for a bottom. A CD hit me up really fast and told me to come to a super 8 right next to my house. I’m there within 15 min. She’s wearing a black bra, with a lacy

Posted by a straight man

By Deleted User

An Unexpected Surprise Visit from a Friend
Well back to the story so with my stepdaughter out of town for the weekend I have my TS lover spending the weekend with me we are having a great time together playing with each others body and

Posted by a straight man

By flalicker

A Surprising Reunion with a Family Member
I have multiple ads here n presently live now I posted as a total bottom n discreet Latino crossdresser I have been here for about a 2 years .Well one nite I was dress fully putting together another

Posted by a TS / CD

By nykmaleforu

An Unexpected Connection at the Store
Where to start. I am a 54 yr old sissy bottom who is a non-passable crossdresser. I have been crossdressing for the last 3 years. I wear mini skirts, dresses, stockings, daisy duke shorts, stockings,

Posted by a TS / CD

By Deleted User

A Unique Journey in Massage Therapy and Self-Expression
I have been a crossdresser since I was a teenager. I enjoy dressing when I can. I enjoy dressing sexy and a bit slurry. I am a massage therapist witb my own home based business. When business started

Posted by a TS / CD

By doubletrouble56

A Mysterious Late Night Encounter with Mistress
I am a submissive white male, I have played in the past many times with female Dommes and couples, TS, some time last year I saw an ad for a sub straight male in the Gay for straight section, I

Posted by a straight man

By Deleted User

An Unexpected Night at the Hotel Theater
I put an add out , stating mature crossdresser, simi passable. I get several responses and one decides to meet up at a hotel. After hours of sitting in the room waiting I realized it was a no show.

Posted by a TS / CD

By browneyeboi

An Unexpected Connection at the Motel
I first realized I love trans and CD threw porn and wanted a experience and found one on IG we got talking and the same week we met a motel she was a bbw huge dick and everything and she was a

Posted by a straight man

By bloodshot22

A Journey of Self-Discovery Through Fashion
First I want to say thanks for building this site, it's awesome. I'm in the closet and actually straight acting in public. I drive an 18 wheeler and have that type of demeanor. But at home

Posted by a TS / CD

By jstlooking2012

Exploring Bondage in a Long-Term Relationship
My wife is the most beautiful blonde with blue eyes, small tits with amazingly long nipples that drive me crazy, I love when she decides to go braless, it has to drive guys nuts when they see her.

Posted by a TS / CD

By britni

Exploring Friendship Through Crossdressing Adventures
I started crossdressing as a teenager when my best friend wanted us to play. He went got a bra, panties. Garter belt & stockings that was his sisters. I put them on and we figured out a way to

Posted by a TS / CD

By doubletrouble56

A Journey of Self-Discovery and Courage
I’ve experimented with crossdresser nearly all my life. Pretty much gave it up when I got married but the last 2 years I’ve been ordering n hiding some clothes. But I’ve never worn

Posted by a TS / CD

By Deleted User

Exploring a Fetish Party for the First Time
I went to a Fetish party in Ft. Lauderdale on a Sat night. It was my first night out dressed. I wore my tightly laced corset under a smoking hot LBD with black heels and my best wig. I hung out

Posted by a TS / CD

By tifanycd02

An Unexpected Encounter in the Shed
I am straight acting. And behind closed doors I am a different story. I shave my legs from the knees up. Shaved smooth cock and ass. So I was out back in my shed. I was wearing some

Posted by a TS / CD

By emmataylor69

A Day of Unexpected Bets and Challenges
"click!" I shuttered as the lock closed. I was now wearing a male chastity device, and my dom had the key. There would be only one way to get it back; 24 hours of strict obedience. I'd

Posted by a TS / CD

By Deleted User

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 33.8k 625 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 76.2k 1.4k 3.2k
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KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 23.1k 352 3.1k
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Gay Trans Straight
Ads on DoubleList 45.6k 520 2.9k
#5
kimorafoxxsexycd
Gay Couple Trans
Very kinky self care 70.1k 1.0k 2.7k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 43.5k 456 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 50.0k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 47.6k 600 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.9k 356 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.8k 276 1.1k
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