Jon Hamm is a silver fox with stubble as he models tiny shorts while walking dog Splash

Jon Hamm, 50, makes sure girlfriend Anna Osceola, 32, gets safely into a waiting car after Grammys

Jon Hamm Shows Off His Greying Hair In Rare Outing With GF Anna Osceola Just After 50th Birthday — See Pics

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