Jon Hamm, 50, puts toned legs on display in tiny shorts while out with girlfriend Anna Osceola, 32

Mad Men's John Slattery casts former co-star Jon Hamm and Tina Fey in dark comedy Maggie Moore(s)

Jon Hamm cuts a sporty look as he kicks off the weekend with a grocery run

Mad Men's Jon Hamm reveals he auditioned for role on The O.C. made famous by Peter Gallagher