In The Aeroplane Over the Sea is a very emotional album, and is incredibly hard to sit through for some.
However, it can hit you all at once in the last song, "Two-Headed Boy pt. 2". You can practically feel the anguish in Jeff Mangum's voice when he sings it, especially in light of his nervous breakdown he had after completing this album. The last line is, "But don't hate her when she gets up to leave." Then you hear Jeff simply get up, sets his guitar down, and leave. Not very sad in and of itself, but when you realize that it's the last line of the last song on the last album that he recorded with Neutral Milk Hotel — it can make one feel rather sad.
The rest of the song is even worse, with the most blunt and forward lyrics of the whole album.
And in my dreams you're alive and you're crying,
As your mouth moves in mine, soft and sweet,
Rings of flowers 'round your eyes and I'll love you,
For the rest of your life when you're ready
And when we break, we'll wait for our miracle,
God is a place where some holy spectacle lies
When we break, we'll wait for our miracle,
God is a place you will wait for the rest of your life
On Avery Island, too.
Just listen to "Three Peaches" and tell me you that you didn't die a little inside.
"Oh Comely" has this one:
I know they buried her body with others,
Her sister and mother and five-hundred families
And will she remember me fifty years later,
I wished I could save her in some sort of time machine
This is followed by a repetition of "know your enemies," probably a reference to the neighbor that sold out the Frank family to the nazis. It's chilling.