Sex With Guys Who Dress Up Like Women

beginner63

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I’d like to see you dressed up! Any pics?
I will get you some next time I travel and dress up. When my private phone crashed I lost my pictures and an awesome video. I usually only dress when I travel for work. I’m in a hotel for a week and have a lot of time to practice and get new items
 
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8016011

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I will get you some next time I travel and dress up. When my private phone crashed I lost my pictures and an awesome video. I usually only dress when I travel for work. I’m in a hotel for a week and have a lot of time to practice and get new items
Ever come to Dayton, Ohio? I’d love to see you in person, check out my pics, I haven’t dressed up yet but like to paint my toes, feels sexy
 
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beginner63

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Ever come to Dayton, Ohio? I’d love to see you in person, check out my pics, I haven’t dressed up yet but like to paint my toes, feels sexy
Nice pictures and videos. I would love to suck you while dressed. I dressed as a teen but stopped for years. I started again maybe 10 years ago. I have met guys 4 times so far while being dressed. The last 2 times dressed as the guys wife
 

Derringer

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I had sex with a woman who I met at a party. The theme of the party was the guys were supposed to dress like women and the girls were to dress up like prostitutes. I was dressed as required and she was attracted to me ( she was admitted to being bisexual so it was a two rolled up in one thing).
She however wasn't completely enamoured when she saw my 'clit size' penis.
 
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Nice pictures and videos. I would love to suck you while dressed. I dressed as a teen but stopped for years. I started again maybe 10 years ago. I have met guys 4 times so far while being dressed. The last 2 times dressed as the guys wife
Sounds fun, can’t wait to see some photos and maybe you can pretend to be my wife if you ever come this way
 

beginner63

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Sounds fun, can’t wait to see some photos and maybe you can pretend to be my wife if you ever come this way
Sounds good. He really doesn’t like his wife. He made me behave and used me good. The last time we met he brought his friend with. That was a real experience
 

kewlkid75

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I have had sex with feminine guys, and we kissed and had oral sex many times. I enjoyed it very much and most, if not every time we would just do that-- kiss deeply and do oral sex on each other and I even bottomed a few times. Definitely a beautiful experience..

I have dated a few very feminine guys who dressed like women and we would be out and about, just like anyone else. People would stare and some would say hello to us, but we just went on about our business.
 
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1529982

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I used to crossdress & use toys on myself. Never met a guy while dressed though unfortunately.
 
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halcyondays

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Several over the years. Sex ran the gamut from hot quickies to making love all night. Most identified as female. One of the exceptions was a cute Navaho named Joe who taught me about the Two Spirit tradition of his people which accepted that sometimes a person has the spirt of a man and sometimes the spirit of a woman.
 

jdoe86

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A long time ago I knew a guy who would dress up as a woman just for sex with me. He was married and while his wife "knew" about this, he never did it around her. Best I could describe him when dressed up was Glenn Close without tits. Fully shaved body and loved acting fem. Super masculine when not dressed up.
 

Derringer

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Its my fantasy. To get all dressed up hot and sexy and be admired and have men want to touch me and more. I've been told I look kinda good in a little tight dress and heels. I'm also hung lol. Any takers??
I totally get aroused by a cross dressing guy out manning me. I have a tiny penis and a rampant SPH fetish. I would love some woman watching as I press my little penis up against yours
 
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