Okay- i mostly crossdress in public at parties- costume Halloween.
many year ago, 13-14- I had what I considered my best ever outfit- in terms of hilarity, poignancy, and acceptable taste (well, sort of).
I want to say 'as a CD' not as a "drag" costume... but i know the boundaries are hazy.
Blue denim-ish dress like Monica Lewinski... no... umm. "stains"
Great reactions- all the girls were envious of the concept!
I also wanted to do Tonya Harding in her outfit where she was whining to the judges about her skate laces... But never did. Despite her expressions, it WAS a cute dress...
What's been, or could be, your best 'worst costume'?