Women dated: Vanessa Redgrave (1971-86), Whoopi Goldberg (1990-92), Oksana Grigorieva (1995-2007)  

The man with the second-shortest run as Bond (just two films) also has a fairly unknown dating track record. Although what he lacks in quantity he makes up for in variety. It's hard to imagine three more different women than Vanessa, Whoopi, and Oksana (whom you may remember as the object of Mel Gibson's affection/rage in recent years).