Wednesday as in today, WTF as in WTF was Macy Gray THINKING when she showed up to the 2001 VMAs in this (obviously DIY) walking billboard topped with a Strawberry Shortcake-on-shrooms hat?
She looks like a Jo-Ann Fabrics (or Mood, for those of you Project Runway fans out there) threw up all over her, and then she held the whole mess together with industrial-strength paper clips. Oy.
Fortunately Macy -- who beat out Christina Aguilera (nominated for "What a Girl Wants") and Sisqo (long live the "Thong Song"!!!) for Best New Artist at the 2000 VMAs -- looks like this now (more Michelle Williams than Bootsie Collins). But still. You can't undo the past.

Watch the WTF fashion moments as they unfurl in unfortunate, amazing real-time at the 2008 VMAs this Sunday, September 7.
Plus:
+ Rose McGowan's Trashbag Tuesday!
+ Emimen's Mayhem Monday!