Ok, so idk much about Cary, but you watched LOST, right? I can't remember...*shifty eyes* If not, this is Sawyer. He's kind of an asshole on the surface, but that's kind of a ~defense mechanism deep down he's a softie shhhhh (he's basically your typical Kate-cries-alot kind of character) From your gifs, it looks like Cary's a respectable businessman type. Sawyer...not so much. I don't wanna say too much in case you haven't seen the show and ~spoilers BUT HERE HE IS.

So Charlie thinks that he'd be an awesome lawyer and like talks about Law & Order and throws around "legal terms" (which he has NO idea what they mean, haha) and basically tries to handle any legal trouble he and his friends get into (it does not end well) anyway, I think that if he and Cary met (idk how atm?) but Charlie would be think that they are like comrades, basically, and try to "talk shop" with Cary and basically be a total fail, haha. :D

Hey, so I don't know anything about Cary/The Good Wife really, so what's Cary like? :D