I Find "My Strongest Suit" hysterical in aida, which is a pretty sad show.
"Distant Melody" is really sad from Peter Pan.
"Thats the Showbiz" from Ragtime
"Soldier's Gossip" from Passion
"Home" from Beauty and the Beast is surprisingly depressing, (especially when you're going away for college).
"Good and Evil" is necessarily funny, but it is the lightest moment in Jekyll and Hide.
"Change" is one of the funniest moments in the melancholy A New Brain
"Surabya Santa" and "Just One Step" from songs for a new world.
"Summer in Ohio" and "Climbing Uphill" from Last five years.
There are so many ups and downs in Lippa's Wild Party, I can't Classify it, But the saddest moment is "How Did We Come To This" and the Funniest is "Lesbian Love Story"---the line about beavers totally gets me everytime.
"The only way we live beyond our lives is to connect and carve ourselves into the souls of those we love." -Little Fish