#88: Angelina Jolie Makes Out With Her Brother

Angelina Jolie’s career was on fire when she shockingly open-mouth-kissed her older brother James Haven at the 2000 Oscars ceremony. She accepted the Academy Award for Girl, Interrupted and then, from the stage of the Shrine Auditorium in Los Angeles, proceeded to gush about how much she was “in love with” James.

Rumors circulated that the siblings were having an incestuous affair, and many didn’t put the possibility past the 24-year-old actress, who had proudly admitted to a proclivity for sexual experimentation — from a lesbian affair with her female co-star Jenny Shimizu to S&M fun with her first husband, Jonny Lee Miller. “You’re young, you’re drunk, you’re in bed, you have knives — shit happens,” she said of her relationship with Miller.

Still, the siblings insisted that their little game of tonsil hockey was blown way out of proportion. As Angelina explained, “Friendship between siblings of divorced parents is very close.” [Photo: Getty]