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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

Unexpected Connection Through Social Media
I am on social media, do the FB, IG, TT, AFF, DL, several adult content sites, several so called dating sites, n several hookup sites. Plus I meet a lot of men at places like a park, a mall, an

Posted by a TS / CD

By sissyjamie4daddys

A Night of Unexpected Encounters at the Bar
Yes cross dressing lead to more and more risky things. Going to a bar dressed was so thrilling the first time. Then wanting to experience sex dressed with a man started a lot of things. First it was

Posted by a TS / CD

By ardee1x1

A Unique Encounter in Crystal River
Sexy cd pt 1. I saw a post for a cd looking for a Dom man in crystal river so I messaged her. Come to find out she was hosting and said she would treat me like a king..so I went to see her and she

Posted by a straight man

By Deleted User

An Unexpected Visit Turns Into Fun
So I posted an add on Dl for a day to have some fun. I had some reply’s gave them a time and where most of the time no one shows up. To my surprise I heard the door open and three younger studs

Posted by a TS / CD

By shiverme2069

A Weekend with My Sugar Daddy: Secrets Unveiled
It's dick down day for me, where I get me some good ole cock fucking my lil asscunt. Actually, every day is dick down day for me. I have a sugar daddy that is in town for the next few days, n I

Posted by a TS / CD

By sissyjamie4daddys

A Surprise Encounter at the Hockey Rink
My wife was away one week and I decided to get dolled up and post on DL. Had some replies but one stuck out at me. He managed a local hockey rink and asked me to come meet him there after it closed

Posted by a TS / CD

By Cindy Lee

Top Authors

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