Actually, I dressed up as a male gangster for Halloween once. I got some crepe hair, spirit gum, etc., and was pretty convincing as a man in my three-piece zoot suit, slicked back hair, mustache & beard, etc.
Too convincing, in fact, because I was dancing with a gay male friend at a club & he started flirting with me, thinking that I was really a guy. He was soooo embarrassed when he found out that I was really his female friend in disguise!
(Incidentally, it was just a costume - I had no interest in changing genders...)
Another time, I dressed up in a similar costume & went to a gay bar with another male friend of mine. We got stopped by the bouncer because it was "ladies night" & we were told we'd need a female to accompany us inside. I just grinned & replied, "That's okay, he's with ME!" The bouncer's mouth just dropped wide open! lol
Oh yeah, and on another Halloween, I decided to dress up as a "capitalist pig" at work (pig mask, three-piece suit & tie, etc.). I even did the facial hair thing again, but unfortunately, I ended up bearing an uncanny resemblance to the company CEO, and my accidental depiction of a "capitalist pig" did not go over too well ;)
2006-06-22 08:42:01
·
answer #1
·
answered by oaksterdamhippiechick 5
·
0⤊
0⤋
YES YES YES I wear adult diapers and plastic pants all the time
For Halloween I shaved all of my body hair ,put on my tight vinyl panties,nice nylons,a short skirt, nice pumps, nice lace bra,pads for my butt and bra, a very sexy white top and a wig, I feel so sexy every weak I go to bars and dance clubs, some one always take me home to there house and have there way with me. I enjoy it very much. BUT I AM NOT GAY
2006-06-22 10:38:18
·
answer #2
·
answered by Anonymous
·
0⤊
0⤋
I dressed up as a grandma for Halloween. (I called myself Granny Tranny.) I went to a bar and did this really sexy dance but nobody hit on me. Bummer. :(
2006-06-22 08:38:16
·
answer #3
·
answered by psykhaotic 4
·
0⤊
0⤋
i went to a fancy dress party dressed as a nurse with kinky underwear and had make up on, it was such a laugh, id definatly do it again
2006-06-22 08:37:49
·
answer #4
·
answered by allybally 3
·
0⤊
0⤋
I did for a halloween party and I admit I looked absolutley like my old aunt, five o'clock shadow and all.
2006-06-22 08:44:03
·
answer #5
·
answered by Anubis_70 3
·
0⤊
0⤋
Depends on what you call crossdressing for a woman although I never wear pants!
2006-06-22 08:55:52
·
answer #6
·
answered by Stephanie Marie 3
·
0⤊
0⤋
no but i made my friend's bro and my cousin do it.not at the same time or place. it was funny. :D we (my friend and i) got in trouble for making her bro crossdress.
2006-06-22 08:41:16
·
answer #7
·
answered by predictable 2
·
0⤊
0⤋
never tried it but though about what it would be like to be a man
2006-06-22 08:36:51
·
answer #8
·
answered by Anonymous
·
0⤊
0⤋
Just to see what i look like, and how about dinner
2006-06-22 08:37:39
·
answer #9
·
answered by pistolpete797@yahoo.com 3
·
0⤊
0⤋
yeah when i wear pants ! because it comfortable and men cant look up them and they are harder for them to get into them.
2006-06-22 08:38:20
·
answer #10
·
answered by chocolate legs 2
·
0⤊
0⤋