Prelude (Emin - Largo) - Chopin, Op. 28, no. 4

Listen/download here.

This is one of the saddest pieces I've ever heard or played. Really, it's a very simple construction - a series of suspensions - and can sound extremely droning if played badly (a fate I hope I avoid here). According to wikipedia, this piece was played at Chopin's funeral, but I consider it representative of a existential crisis (even though existentialism hadn't been "invented" yet). To me, the suspensions represent being out of rhythm with life, leading to the emotional explosion 3/4 of the way through, and then hitting some kind of (hopeful?) resolution with the Cmaj chord in the last line. That chord breaks my heart every time. From there, the resolution falls apart and the piece descends to blackness and a silence. (again, a fermata rest) Finally, the damning resolution.