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?

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.

Adrian Grenier really let it all hang out.

Dm / DM/Flynetonline.com

Britney Spears wore not one...

Britney Spears wore not one...

FAMEFLYNET / BACKGRID

...but TWO iconic Halloween looks.

...but TWO iconic Halloween looks.

Adam Zifkovits **worldrights** / Adam Zifkovits **WORLDRIGHTS**/


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