I'm booooooored so I made this. I gotta say, the Series of Evil by Len and Rin Kagamine, those songs made me cry. Especially Message of Regret :/
Anna (Go to Him) by The Beatles is a bit of a tearjerker, especially if you can relate. Then again, The Beatles' songs were pretty much always aimed at younger people and themed around their lives, so it's really what they intended.