I Love You Porgy by Billie Holiday: This song comes from the movie Porgy and Bess. Now I've never seen this movie, but this song has so much emotional appeal. While this song is sad, what I love about it is the way that Holiday pleads to Porgy. It's not a sad or pathetic pleading, it an expression of her love, which makes this song great.
Smile by Brooke White: To me, Brook White is one of those hidden treasures. Most people don't know much of her music unless they maybe saw her on American Idol. What I have always liked about her is the emotion that her voice carries. Her vocal performance isn't crystal clear, but that's why it's great. This song is sad, but it highlights just how emotive her voice can be.
The Weary Kind by Ryan Bingham: If you have seen the movie Crazy Heart, you might know this song. There is a lot of hurt conveyed in this song, which parallels the movie well. I think there is a lot to be gained from the idea of someone picking up the pieces of their life and putting them back together.
Rosie's Lullaby by Norah Jones: I think that Norah Jones has one of the most amazing voices. I've tried to figure out exactly what the meaning of this song is, but have never quite figured it out. One thing I do know is that this song conveys both sorrow and beauty at the same time, which is why it's great.
Child in a Storm by Sharon Little: There is a sense of desolation to this song, yet at the same time there is a sense of hope that really draws me to it.
You Really Got A Hold On Me by She & Him: Yes, I realize that Smokey Robinson sang this song first, and I really like his version, but there is something about the way that Zooey Deschanel and M.Ward sing this version that makes it heartbreaking and beautiful at the same time. I also love the minimalist nature of this song.
I'm Thru With Love by Diana Krall: This song is just sad. I mean the idea of someone just giving up on love is tragic, but the way Diana Krall sings this version also makes it beautiful. Also I apologize for the video, it's the only one I could find and apparently the only person to post this song decided to put a bunch of actors from old movies in it. Still, a good song.
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