Here are the albums that I end up putting on. Because they are beautiful, perfect (only because they are imperfect) and utterly tragic:
1. Pink Moon- Nick Drake

And my favorite song off of the album, "Place to Be":
2. Sea Change- Beck

Cheesy/but also kinda cool video for "Lost Cause" off of the album:
3. Either/Or- Elliott Smith

"Between the Bars" is my favorite Elliott Smith song. Disclaimer: This video will make you cry:
What are your three favorite melancholy records?