Wilson has such a silly personality, it shows.
Fozzie does the exact same thing... he sits on top of the couch, and he sits in a recliner by the window with his arms on the armrest, to watch the "ongoings" of the street. I've been told it's bad to allow your dog to survey the street (something about them feeling that everything they see in front of the house belongs to them), but he just hangs out there. Wilson really reminds me of Fozzie, as far as personality. And stature.
Have you ever considered Wilson being part Pittie or Boxer? He really reminds me of a bully breed, sometimes. Especially his shameful expression. And the fact that he is ripped!