10. The Mountain Goats - "The Best Ever Death Metal Band Out of Denton"
9. Modest Mouse - "Trailer Trash"
"And you know that I miss you / And I'm sorry if I dissed you." Somewhere in America, a young man is listening to this song, and feeling...something.
8. Archers of Loaf - "Web in Front"
The woe of a mid-20s break-up, captured with heart-string pulling sadness without being sappy at all. A true feat!
7. Superchunk - "Detroit Has a Skyline"
YouTube didn't have "Martinis on the Roof," which was the original Superchunk entry (but that song is about someone dying, anyway). This song, though, is about having a crush that doesn't work out, as Mac so clearly states, and how that is pretty shitty feeling. It is also about architecture.
6. East River Pipe - "Make a Deal With the City"
A change of scenery probably won't make things any easier, but it might.
5. Fugazi - "Bad Mouth"
This song is the best evidence that Ian MacKaye should be a motivational speaker.
4. Husker Du - "These Important Years"
Amazing that a band falling apart at the seams could put out such a hopeful song!
3. The Lemonheads - "Rudderless"
This is one of the best examples of a song that wallows in the routine aimlessness without sounding whiny. It's full of self-loathing, drugs, broken hearts, and all the things that make second adolescence worth struggling through. See also: any song off of It's a Shame About Ray or Come On Feel the Lemonheads (notably, "Down About It," "Confetti," "Bit Part," "Dawn Can't Decide" and "You Can Take it With You," which all capture that essence of optimism mixed with ambivalence).
2. Teenage Fanclub - "Everything Flows"
1. The Clean - "Getting Older"
Also self-explanatory; and, arguably, one of the best analyses of the horrors of getting older, ever.