16. Natasha Lyonne
Most Infamous Moment: In 2003, Natasha was arrested for an incident in which she broke into her neighbor’s apartment, broke a mirror, and threatened to molest their dog.
Between 1999 and 2005, Natasha Lyonne was on a roll. She booked big roles in hit films like American Pie, Kate & Leopold, Detroit Rock City, Blade: Trinity and Scary Movie 2. Then, in quick fashion, it all went downhill. She was arrested on DUI charges, rumored to have been hooked on heroin and was famously evicted by her landlord, actor Michael Rapaport. Following her eviction she was believed to have been homeless for a short period of time, disappearing, and then resurfacing weeks later in a Manhattan hospital.
Luckily for Natasha, she’s now three years clean and in the middle of a full-fledged comeback, booking roles on FOX’s New Girl and in the latest American Pie film, American Reunion.