Lyric discussion by sukebei 

I definitely think that this is Ben taking a more conservative look at his life, maybe because he saw that old friend all grown up.

I think Ben realized that he still lives very much the same way he used to, which is not necessarily a bad thing, but I think the song is sort of a plea (to someone, probably Liz) to tell him to just keep going the way he's going, because it's worked for him so far. I think he's having a sort of "crisis of lifestyle", and is sort of acknowledging that and saying "okay, fine, yes, I feel a little weird about this now, but I'll be fine in a day or two."

I think the "even lucky man has a bad day and pretty girl has a scar" part is saying "everybody has off days. This is mine."

When he gets to the "he's in the yard just washin' his car thinkin' 'bout his pretty wife makin' lemonade with the kitchen aid makin' him a perfect life

and it's grim, so dim when you wish that you were just like him" part, I think he's sort of reassuring himself that a traditional life is not something he wants.

And he can't stop doing what he's doing. . . he doesn't know why.

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