If you first got to know this thinking girl’s crush object as failed actor Henry Pollard on Party Down or as auditor Ben Wyatt on Parks and Recreation, it may be hard to believe that he started off as a macho greaseball on Boy Meets World. But he did, before going on to appear in movies like The Aviator and Step Brothers. As sensible Ben, he’s not only the perfect foil for Chris but also the adorable love interest for Leslie.