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The Tragically Hip – The Last Recluse Lyrics 16 years ago
Really if you just take this song literally, it's depressing, but I think it's really just about someone who cares about their boyfriend/girlfriend, (we'll just say it's a guy who cares for a girl, but it works both ways), and she is so closed off to the guy, and really doesn't feed into the guy's efforts of affection.

I think the guy is saying that the girl he cares for is "The Last Recluse" because she's closed off to him, and he cares about her so much, he won't go through it again with anyone else, which is evident through the lines:
"Who broke my heart from the start,
Made me work, and work so hard
to get where I am,
to where I'd let you do it all again."
This implies that it's happened before, and until now, there has been no ultimatum of leaving each other for good.

But just taking it literally, this song is about a girl who finally totally breaks off a relationship with a guy, and does not give a crap about his countless, drastic efforts to make things better:
"I jumped on board, turned around to wave goodbye,
you were already on your bike, riding with my bike by your side."

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Wintersleep – Astronaut Lyrics 16 years ago
This song is obviously a conversation between a preacher and an astronaut, but to me, I think it covers a wider range of people. I think the preacher represents earthly and Godly people, people who are attatched to a specific belief and home. The astronaut represents explorers, people who are constantly searching for more in their life.

The preacher is scared of the astronaut's life, and vice versa, so the preacher asks all kinds of questions regarding how different of a person the astronaut is after his explorations, such as:
"Do you still believe in God?"
"Did meaning fall from that celestial light?"
As for the latter question, I think the preacher is asking whether or not the astronaut found his answers through his new life.

So to summarize it, I think this song is a representation of a conversation between two lifestyles, the pros and cons, how certain things worked out, and so on.

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