Songs I would recommend to help the sad times pass:
-When I Fall - Barenaked Ladies
-Distance - Evan and Jaron
-Bad Day - Fuel
-Superman - Five For Fighting
-You Don't See Me - Josie and the Pussycats
-Hang (especially acoustic) - Matchbox 20
-Time After Time - Cyndi Lauper (or better yet, the MB20 cover of it)
-Better Man - Pearl Jam
-Outside - Staind
-Dizzy - Tabitha's Secret
-Put Your Lights On - Santana with Everlast
-Bitter - Nine Days
The key to this is, that they can't be upbeat, but they also can't have that huge rock song crescendo. It should stay down beat and down played, nothing happy about it. It will work, I promise.
Will probably make a CD out of this. Good.