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Speaking with Songfacts about this song in a 2011 interview, Less Than Jake lead singer Chris Demakes discussed his experiences on the road that inspired this song. Said Chris: "You'll end up waking up, you'll go into your hotel and realize it's just as disgusting as the last hotel room you were in. Then you'll wander over to a mall. You'll walk the mall six or eight times and realize that you're in your 30s and it's not cool to… read more

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Lyrics

Just talked to this
Girl who used to live
On my street

After all these years
You're here and you remember me.

She said her old boyfriend packed…

Less Than Jake - History of a Boring Town Lyrics

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