Jon Hamm – 49
Unlike most men his age, Jon Hamm revealed that he doesn’t feel the pressure of getting hitched anytime soon – and why would he? The actor had the time of his life as one of Hollywood’s favorite leading men while freely navigating the dating scene to his delight. Currently, fellow Mad Men actress Anna Osceola has captured Jon’s heart, and it seems he’s quite enamored by her.
Speculations arose when the two found themselves caught together on a date around town, but fans can only keep their fingers crossed that they’ll make things official. We’ll never know; maybe Jon may pop the big question if all goes well!
