Grant Ward (Agents Of S.H.I.E.L.D)
We kind of liked Grant when we still had no idea he was a HYDRA sleeper agent, but we loved him as the host of the inhuman Hive. In one of the few moments we had of Ward being totally honest, he made it clear he thinks Melinda May is only part of the team as eye candy and not because of her competence as an agent.
Ralph Dibny (The Flash)
Much progress has been made, but it still wasn't that long ago that Ralph was referring to women he meets by their body measurements instead of their names. There was a bit of apprehension after the character's introduction, and quite rightly, but fans have warmed up to him since then.
Douglas Fogerty (Single Parents)
Despite being a highly educated and successful individual, Douglas has repeatedly stuck to his opinion that any open display of emotion is for women, not to mention his borderline obsessive infatuation with "Big Red" -- a woman he constantly talks about like some sort of trophy to be won. All of that and then he turns around and teaches his twin daughters to be the most independent of all the other kids.
Penny Hofstadter (The Big Bang Theory)
Early on, Penny had a nasty habit of making some pretty mean comments directed at women about everything from their fashion choices to their sex lives. It dwindled as the show went on, but it is a habit that pops its head out every now and again, even after gaining female friends.
Walder Frey (Game Of Thrones)
You could excuse Walder's behavior as a consequence of the time period he lived in, but his attitude towards women, his daughters, in particular, is really gross. Still, there is something about his sleazeball, creepy-old-man demeanor that makes you like him.
Gregory House (House M.D)
House is naturally a foul-mouthed person, and he throws jabs at either sex almost randomly, but some of his stereotypical insults directed at women definitely cross the line from slightly annoying into really offensive on so many levels.