A song that always picks me up and I always end up singing along with is "No Rain" by Blind Melon. Another song that always has an affect on me is "November Rain" by Guns N Roses. Ah, to be a young, depressed college student again.
I don't know what you're into. A lot of the web shows I'm into run into geeky territory. The Guild, Felicia Day's comedy about a group of online RPG players. The Legend of Neil is like "The Guild"'s foul mouthed, juvenile humor sibling.