There’s one song that my roommate used to put on the “sleep mix” when I was a freshman in college. All I can remember from it are these lyrics:
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“[something something] and overcast, trailers with fiberglass fishing boats…all coming back from the lake…so I caught a cheap matinee…”*
And then the chorus:
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“[something something something,] pretending I won’t, it’s not a Saturday without you…”
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“It’s not a Saturday without you” is in all the choruses and is probably a good bet for the song’s title, but searching reveals nothing.
It kind of sounded like The Weakerthans, but if it was them then I think the lyrics would be online somewhere. This guy listened primarily to indie rock, especially slightly older rock like Pavement and the Red House Painters, if that’s any help.