I would have to say;
Azealia Banks - Yung Rapunxel. That video actually scares me yet pulls me in at the same time, its pretty cool but filled with illuminati crap.
Then comes ke$ha - Die Young. Seriously that video is beyond scary and odd.
Beyonce 'Ghost'. I seriously dislike this video so much. The song is good but the imagery is just so damn dark. I know it goes with the theme of the song and all but meh.