Jack Nicholson, Age 82 – Single

Jack Nicholson might be spending his retirement days single, but that doesn’t mean that he didn’t have his fair share of adventures as a successful actor within the Hollywood industry! As a matter of fact, he’s known to have broken quite the number of hearts in his time.

The one that came the closest to actually taming him, was the iconic Sandra Knight. They had one daughter together, however, their marriage ended officially in 1968. He went on to date Angelica Hudson in an on-and-off relationship that lasted until the 90s, and even though many years have gone by, Angelica still speaks well of him.