Karl Rove
It's as close to being unwatchable as anything online. And there's a lot of stuff online. Karl Rove, former senior adviser to President George W. Bush, chief schemer behind Bush's 2000 and 2004 election victories and a recurring figure in political scandals throughout Bush's presidency, turned into MC Rove at the 2007 Radio and Television Correspondents' Association Dinner. Following a painful interview with comedians Colin Mochrie (who's just as mortifying to watch as Rove) and Brad Sherwood, MC Rove performs the way he believes hip-hop artists would, which apparently involves a lot of hopping. (Perhaps he took the hop in hip-hop literally.) He pretends to make a phone call and text on his BlackBerry while "rapping," although the only thing he ever really says is "MC Rove." Not exactly an Eminem-like flow. Then he finishes the public travesty with some sort of penguin–King Tut dance. Clearly MC Rove hoped this scandalous episode would make you forget about all those other ones.