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The First Time You Met a Crossdresser

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Posts: 312
Lady
Topic starter
(@cece)
Reputable Member     New York City, New York, United States of America
Joined: 5 years ago

I think the first time I met a crossdresser I was in my 20s, hanging around with my friend Louie in New York City. He had told me previously that his sexual preference was to go with what he called "queens." One night late, I tagged along with him as he went to a late night diner in my neighborhood that he said was frequented by "queens." I do not remember too much but we wound up sitting as a table with two crossdressers and Louie went home with the more matronly looking of the two. If he had not laid out his plans before me I never would have known that this person was not genetically a woman. I found the whole experience very exciting, even though I went home alone. Back then I would never have imagined myself as a crossdresser, but now I wish that diner was still in business because maybe I would be one of the crossdressers sitting at the table!

What was the the experience like the first time you met a crossdresser?

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Posts: 1559
Lady
(@paulaf)
Noble Member     Pampa, Tx, Texas, United States of America
Joined: 6 years ago

The first CD I remember meeting was way back when my first male bf took me to a private party.  Her name was Teresa and I was in awe of this woman.  This was my first time someplace with so many people and Vincent had encouraged me to dress to the nines in early disco fashion (this was 1977).  I was scared to death to say the least, but Teresa took me away from Vincent and the other's for a bit and helped me adjust what I was wearing and changed a little of the makeup I had on, then took me back out to the party.

I guess you could call this my first real debut around men and women and I was accepted as if it was no big deal.  Most of the people there were either gay or lesbian, so that helped a lot too.  Vincent had obviously been talking me up to many of his friends since we started seeing each other but kept it secret due to my age.  I was friends and 'close' friends with many of these men later after Vincent was transferred by his employer, and Teresa and I stayed in contact for many years after that and were good girlfriends until she passed in the late 80's.

PaulaF

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Guest
(@Anonymous)
New Member
Joined: 1 second ago

Hi Cece , given the prevalence of crossdressers I'm sure I've unknowingly met several before & also aside from drag queens I've met , I've knowingly met 1 other CD.

She arrived early , in male attire , to the professional studio I attended , so instead of waiting in the car I said I was fine for her to join us. It was lovely getting to share this time , she saw me fully makeover plus the removal of female me back to make me.

Xx Tiff

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Posts: 1194
(@qtestephy)
Noble Member     Massachusetts, United States of America
Joined: 6 years ago

Hi Cece The first time i saw a cd was a reflection i saw in the mirror when wearing a cute skirt owned by my sister i just did not know the name for me yet luv Stephanie

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Guest
(@Anonymous)
New Member
Joined: 1 second ago

Stephanie, that's sooo beautiful 💐

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Posts: 2066
Baroness
(@ryanpaul)
Famed Member     Outer Eastern Suburbs Melbourne, Victoria, Australia
Joined: 8 years ago

Being in the "very mature" category it's hard to remember the first time I met another CD. But I'll go with on a Sydney NSW business trip circa 1980. We had been corresponding by mail... (yes THAT long ago..) and I went to her house for a dressing session.

I ended up as the "blushing bride", but for the life of me I cant remember what she wore!!.

From there on, over many decades, I met up with many of "our ilk" including a memorable overnight stay with my "Aunt Louise" who lived in Kelowna, British Columbia.

I was the "CD newbie" back then and now I enjoy paying back the kindness and friendship she showed me by being "Aunty" to  any "newbie" who comes my way these days.

Happy dressing

(Aunty) Caty

 

 

 

 

 

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Posts: 355
Lady
(@delora)
Reputable Member     Torbay, Newfoundland and Labrador, Canada
Joined: 5 years ago

I am the only CD I have knowingly met !

 

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