William and Elizabeth Shatner (27 years)
William Shatner has long been known as a ladies man, going all the way back to his tenure as Captain Kirk of the U.S.S. Enterprise. Over the years, he’s dated a who’s who in attractive woman, but in his elder years, (the man is now in his 80’s), he prefers to keep it young, touting relationships with a much younger Elizabeth Shatner, with whom he was married to for 20 years, as well as Narine Kidd, a woman young enough to call Mr. Shatner great grandpa…