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What is the strangest thing "to you" that you have ever seen someone wearing?

This goes from head to toe. Any thing that you have thought that is strange for that person to wear.
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SilkandLace2 · 46-50, M
It was about 20 years ago, I was working out of state at a mall,, it was an old man, stooped old, wearing a sun dress, heels, carrying a purse, and bright red poorly applied lipstick, disheveled wispy white balding hair; now, I am what I am, so no problem there, but he just didn't look anywhere near good, and he had a handler to boot.....my point is, if that's your thing, great, I just can't pass at all and I know that, but even with an aid this old guy wasn't even close; if I'm in the wrong here that's ok, I can handle that too