10. Elizabeth Taylor
If you sat through the Lifetime movie Liz and Dick (you know, the one with Lindsay Lohan in the leading role), then you already know some fun facts about Taylor, including the fact that she was married eight times, to seven men. She married and divorced Richard Burton twice, the turbulent relationship driving her to attempt suicide.
After her third husband died, she began self-medicating for a short time with pain killers, and used alcohol throughout her life. In 1981, she had over 300 prescriptions for 30 different pills, before entering rehab in 1983.