Angelina Jolie (1975-)

Now 36, Angelina Jolie had been married twice before she settled down with Brad Pitt (who could turn any promiscuous girl into a sworn monogamist!). She experimented with drugs and sex from a disturbingly young age and sought the relief of countless lovers in her adolescence, indiscriminate of gender. Angelina famously rendezvoused with androgynous model and actress Jenny Shimizu, who was also rumored to have had liaisons with Madonna, before becoming the scepter of humanitarianism with the beautiful United Nations brood you see today.