8. Heath Ledger
The guy has earned his posthumous serial-dater wings. Before passing at the age of 28, he hooked up with Lisa Zane, Michelle ...More
The guy has earned his posthumous serial-dater wings. Before passing at the age of 28, he hooked up with Lisa Zane, Michelle Williams, Mary-Kate Olsen, Naomi Watts, Heather Graham and a cavalcade of others. It's a wonder he didn't die of exhaustion.
