Life After Jail: For Better or Worse?

Paris Hilton, Robert Downey Jr., Lindsay Lohan and more find out what happens after serving time

SEAN PENN

Jail Stay: 33 days
The '80s proved one long temper tantrum for the future double Oscar winner – and Madonna's then-husband! The actor – already infamous for tussling with photographers – landed behind bars in '87 after hitting an extra on set and driving recklessly. Decades later he again lashes out at a paparazzo, netting him three years' probation and anger management sessions in 2010.