What would you say would have been your most embarassing costume....but you still had fun?
I remember one time when skating rinks were really popular they had a costume contest...my and my cousin dressed up as Batman and Robin...of course I was Batman. It was funny but I was embarassed because I wore tights...and on a 12-13 year old you didnt feel right wearing tights....but..........
advance about 2 years later when I was dared to dress up as a woman. Yes Panty hose and all... LOL...I do not walk well in high heels let me tell you that. So there you go...that was my first and only crossdressing stint....I just would not make a very good woman...thats all i can say..
LOL
Dress up as a WOMAN?

Damn, that must have been so cool.
I didn't dress up in such an embarrassing costume. My worst costume was no costume at all.
Cupid..... see my other thread for details.............
Dressed up as a chick and my GF dressed up as a guy in highschool. I got really drunk and passed out on her front lawn.... It was embarassing..
been there, done that in 2007