12. Peggy Lipton
Dated: Paul McCartney (1965), Sammy Davis Jr. (1969), Elvis Presley (1969)
Peggy Lipton was a quadruple threat. She was a model, a singer, an actress (most memorably from TV series The Mod Squad), and she could enchant any musician she laid her eyes on. Eventually, she married (and later divorced) super producer Quincy Jones, the father of her daughter, Rashida Jones.