Sorry About That by Alkaline Trio

This song expertly tells the story of two people in vulnerable states finding each other, indulging, and then waking up awkwardly. "Without wearing a stitch of clothing, we were both deeply in disguise." Beautiful. It's a little sad, but you need to embrace the sad before your triumphant return.

It's Summertime by Flaming Lips

I'm kind of stuck on the idea of embracing the sad. You know how when you break up with someone everyone and everything looks sunshiney and happy while you walk around with a storm cloud over your head. This song puts that idea to music.

Jay-Z by 99 Problems

At some point you have to stop embracing the sad and get back to life. This song will help you realize that you have 99 other problems to tend to. Buck up, sissy, and go pay your rent!