'Russian Roulette' - 2009
This is when the previously established trajectory gets skewed by Chris Brown's assault. For Rated R, her first album since the incident, Rihanna pulls the unimaginable move of leading with a ballad. The video goes through with the titular metaphor, and brings back some of "Disturbia"'s calculated oddness, mostly with totalitarian-society-looking authority figures in sunglasses. But, even with Rihanna gyrating in a padded loony-bin room, it's not in any way fun because – well, how could it be? That said: just fantastic hair in this one.