The comics frequently mine gender stereotypes in an attempt to be funny. Men hate shopping, can't cook, play golf every other day and don't clean. It's not funny anymore, and largely not accurate. We still see these every day though.
Runners-up: Beetle Bailey, Brevity, Dennis the Menace, Garfield, Hagar the Horrible, Speed Bump
Candorville proves that you can be topical without sacrificing humor.
Runners-up: Agnes, For Better or For Worse, Frazz, Pooch Cafe, Rhymes with Orange