Vocalist and songwriter Peter Silberman spoke about each song on Burst Apart for Drowned in Sound. This is what he had to say about Every Night My Teeth Are Falling Out:

I used to have a lot of dreams about my teeth falling out, which I’m told are anxiety dreams (though people disagree about this). This isn’t really about anxiety so much as it is about making mistakes when drunk, seeing somebody you have a complicated history with, regretting that. Musically, it’s my guitar song, a love letter to George Harrison at the end of The Beatles.