Angelina was then a student at Beverly Hills High School

As well as a shock red carpet kiss with her brother James Haven, Angelina had a bisexual relationship with a Calvin Klein model Jenny Shimizu and famously wore a vial of her then husband Billy Bob Thorton's blood around her neck.

However in the last five years and with an Oscar under her belt for Girl Interrupted, Angelina has tamed her wild child ways, successfully transforming herself into a box-office star, UN goodwill ambassador and mother of four.