Most Infamous Moment: She had an affair with President John F. Kennedy in the early 1960s.

Marilyn Monroe's reputation precedes her. She was an insatiable sexpot who rushed into marriage numerous times with men who couldn't keep up with her, including Joe DiMaggio and Arthur Miller. But her troubles weren't limited to romantic relationships.

Monroe grew up struggling with a mentally unstable mother and being sexually abused by family members. And, despite being lusted after by the entire world, her own loneliness and instability would eventually cause her to die of an overdose of Nembutal and chloral hydrate at 36-years-old.