"Flightless Bird, American Mouth" -Iron & Wine
I don't even know why, but that song depresses me every time I listen to it... but I listen to it anyways because I love it so much.
...or are you talking about annoying songs that make you want to blow your head off? In which case, I would say anything by ke$ha. I can't even express how much those songs irritate me and make me want me to maim something. They're so... stupid. What kind of brain-dead idiot brushes their teeth with alcohol? I guess if you want your teeth to rot and fall out of your mouth by the time you're 40 that would be a good idea.