It was a different, simpler time.
Paris Hilton — hot off of her trip to the slammer — wore this dress with the words “Jail Bait” on the butt. Here she is with Criss Angel because it’s 2007, remember?
Chris Weeks / WireImage
Adrian Grenier really let it all hang out.
Dm / DM/Flynetonline.com
Britney Spears wore not one…
FAMEFLYNET / BACKGRID
…but TWO iconic Halloween looks.
Adam Zifkovits **worldrights** / Adam Zifkovits **WORLDRIGHTS**/