The best example of this is the fact that two of the greatest icons of the 20th century had Lilith in Leo – Elvis Presley and Marilyn Monroe! Sometimes (when LI is badly aspected) they see themselves as the Chosen Ones and then the personality tears, they become very dangerous to themselves as well as to others (Charles Manson, leader of the gang that was behind the big massacre in the home of Sharon Tate).
Most often the tragic end of a love affair leads them to get better acquainted with their hidden demon and angel.