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Men, have you ever crossdressed?

I have amd I love it.
Started with panties at an early age and have been into wearing them since. My favorite are satin string bikinis.

Also grew up wearing tights and leotards not to mention swimsuits whenever I could.

In college I wore panties, bra, a teddy, and some other things that id come across left behind in the laundry room
 
I really don't understand the appeal of cross dressing. Most men look like Gene Hackman did in "Birdcage". I have only ever seen one cross dresser who looked good as a woman, and he/she was a pre-op transsexual. I'm reminded of the hilarious segment in the movie "Everything you wanted to know about Sex but were afraid to ask"
 
P0peye said:
I really don't understand the appeal of cross dressing. Most men look like Gene Hackman did in "Birdcage". I have only ever seen one cross dresser who looked good as a woman, and he/she was a pre-op transsexual. I'm reminded of the hilarious segment in the movie "Everything you wanted to know about Sex but were afraid to ask"
Click to expand...
I realize most of us men look ridiculous to others when we're dressing. For me, however, it's more about the way the soft fabric feels, the amazing colors and textures and the fantasy when I wear those clothes. Not all crossdressers are bi or gay but, for me, the fantasy also includes a man (or men!) taking me while I'm dressed.
 
I used to use my sisters and mum's stuff in my teens (they didn't know) and once, later in life, I went to a place near Euston for a full makeover - prospect exciting, reality a flop - pardon the pun!
 
NewEng said:
I used to use my sisters and mum's stuff in my teens (they didn't know) and once, later in life, I went to a place near Euston for a full makeover - prospect exciting, reality a flop - pardon the pun!
Click to expand...
Oh, I'd 💗to do that. The missus might object, though :D
 
Yes...
Yes I have and still do time to time.. Being 52 I don't have the body to feel as good in sexy things... But they still make me feel good and turn me on.
 
I grew up in a house with three older sisters. Their clothes were always far more interesting than mine. Yeah, I liked to try them on and walk around. I did that until I outgrew them. Still think about it.
 
Only time was trying on my wife's pantyhose while nude. Didn't do anything for me. She never could figure out why that particular pair were so stretched out!?!
 
With 20 years of crossdressing experience under my belt (pun intended) I have put on makeup, jewelry, been through a few wigs and even bought a breast plate with what I though were going to be big tits but after trying it on I immediately wanted bigger ones lol. Most of my clothes I've stolen from my wife...something hot about it I guess. The weird thing is whenever I dress up I usually go right for the internet porn and as soon as I cum I immediately strip down and put my regular clothes back on and go chop firewood or something lol
 
My sister dressed me as a girl for Halloween when I was eight. She's nine years older. We went door to door and not one person thought I was anything more than a little girl. It felt right for me. Even though I wore my own underwear beneath the petticoat I felt totally normal. It wasn't my idea to dress as a girl but my sister must've sensed I'd be more than okay with the idea
 
P0peye said:
I really don't understand the appeal of cross dressing. Most men look like Gene Hackman did in "Birdcage". I have only ever seen one cross dresser who looked good as a woman, and he/she was a pre-op transsexual. I'm reminded of the hilarious segment in the movie "Everything you wanted to know about Sex but were afraid to ask"
Click to expand...
I don't think she looks like Gene Hackman but who knows? Maybe she does lol.
IMG_6396.jpeg
 
Ciceri said:
My sister dressed me as a girl for Halloween when I was eight. She's nine years older. We went door to door and not one person thought I was anything more than a little girl. It felt right for me. Even though I wore my own underwear beneath the petticoat I felt totally normal. It wasn't my idea to dress as a girl but my sister must've sensed I'd be more than okay with the idea
Click to expand...
I would have loved it if my sisters dressed me like a girl
 
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