What you'll need:
Orange jumpsuit (or orange minidress)
Handcuffs or shackles
When actress Lindsay Lohan was sentenced to jail in July, the world looked on in horrified fascination. The crying in the courtroom, the profane manicure; it was a fall from celebrity grace worthy of Greek tragedy. So to distinguish yourself from the rest of the inmates this October, put a funny spin on your prison attire. For starters, try a more scandalous version of the classic orange jumpsuit. Though this Princess in Prison costume ($40, Overstock.com) is a goof on Paris Hilton's famous stint in the slammer, a lipstick "Sam" tattoo and that aforementioned manicure could be just the ticket for a foolproof Halloween getup.