Artists, Heirs, and More Men Who Mary-Kate and Ashley Olsen Have Dated

It can't be easy for one tiny blond billionaire to find a decent guy, let alone two — but somehow, Mary-Kate and Ashley Olsen have managed to amass some pretty high-profile partners (as well as a small fortune) over the years. We can deduce a few things from the former actresses and current fashion industry heavyweights' combined dating history: they often pair up with men whose net worth can match their own, as well as those who are older (read: wiser) than they are and, in some cases, have dated other female celebrities. From trust-fund babies and Hollywood bad boys to artists and CEOs, here are 20 men who have romanced the Olsen twins.