4. "White and Nerdy"
By 2006, people were once again counting out Weird Al Yankovic. His last few albums arrived during a time when MTV wasn't playing music videos, and YouTube had yet to be created. It was a challenging time to market parody songs. The big song that year was James Blunt's "You're Beautiful," but Blunt's label wouldn't let Yankovic spoof the song, arguing it would hurt his young career. (Somehow Madonna and Nirvana got past this roadblock.) It turned out to be a blessing, because Al turned his attention to Chamillionaire's "Ridin' Dirty," turning it into "White and Nerdy," a brilliant and hilarious tale of a nerd who wants to "ride with the gangstas." The amazing video has been seen by some 86 million people. It was the beginning of Weird Al in the age of YouTube.