The "Dressed To Win" achievement for winning on a Saturday unlocked for me on a Wednesday. Maybe as long as you win wearing a DLC costume, it doesn't matter what day it's on despite the description.
EDIT: On Sunday, the "You won the Main Event two weeks in a row." achievement just popped right when I started the game, having only play the game on 6 days! It's rare when a game glitches achievements in your favor rather than against you.
Last edited by Gunstar Red; 07-31-2011 at 10:50 AM.