I'm pretty sure you could use any damn Elliot Smith song and it'd work for this mixtape genre.

I was getting a picture with Jimmy Eat World when I worked for a radio station, and I said "Okay, I'll get in the middle," which was quickly followed by a knee slap and a "Ha! THE MIDDLE!" They just shook their heads at me, thus reaffirming why I DON'T like them.
But I do like your webcomic list, Kerouac, Klosterman, and Gary Busey, so that makes up for your lack of SWEETNESS.