Reply #10: I couldn't pick just three, so here's more than three, sorry!

[Danger Mouse]

1. "Another Hundred People" from Company. I LOVE this song. It's fundamentally depressing when you think about it, but it sounds so...uplifting. I love songs like that.

2. "Johanna" from Sweeney Todd. The Act 2 version. A sweet, mournful song that is set to the sound of throats being slashed. Creepily beautiful.

3. "Solomon Song" from Threepenny Opera. Brief, spare, mournful...heh, my tastes are obvious, yes?

4. "Something Just Broke" from Assassins. Assassins is majorly underrated. It's a really stark and interesting look at America from a perspective you wouldn't expect. This song comes towards the end, and humanizes the overall theme. Guess what? It's mournful. :P

5. "Sunday" from Sunday in the Park with George. This one is actually beautiful and uplifting. It ends as the play ends...a blank canvas with infinite possibilities.

As you may be able to tell...I love Sondheim. :D