I like this, because this really is a lot what I picture Jim to be. He tends to get a free pass in a lot of fanfic as being happy-go-lucky, but I think he also has I'm-condemned-and-stuck-in-this-life kind of demeanour. He self-sabotages and somehow doesn't believe it. That was funny and sad: "He wonders how long he has to kiss her before he can go watch a Simpsons rerun without being rude."

As an aside, I really believe that Pam's appeal for Jim and the audience is that she brings out the more fun side of him.

Broken Social Scene is the perfect accompanying music for this fic. :)