Jack Nicholson – 84 years old
Jack Nicholson currently holds the distinction for being the most Oscar-nominated male actor today. Not only that, he’s even won the coveted statuette twice for his stellar performances in As Good As It Gets and One Flew Over the Cuckoo’s Nest. As successful as he has been in his career and net worth, however, his romantic life seems to be quite the opposite. He’s had numerous high-profile relationships over the years, but his only marriage ended in divorce in 1968.