What's Cooler Than Being Cool?

It’s a ridiculous fact, but it’s true nevertheless: Vanilla Ice is one of the most commercially successful rappers of all time. "Ice Ice Baby" held the #1 slot on The Billboard 200 for 16 weeks in 1990, and debut album To the Extreme has sold more than 15 million copies since its release. The MC’s career has been sagging as of late, and appearances on The Surreal Life and The Tyra Banks Show (sitting next to Ron Jeremy, no less) haven’t done much to rejuvenate it.

That’s why Vanilla Ice (real name: Rob Van Winkle) is partnering with TurboTax.com. Ice will host the Tax Rap Contest, which provides "fun-loving taxpayers nationwide a shot at their own Grammy-worthy performance and $25,000 in winnings." Submissions are already filling up the TurboTax inboxes, and the website has posted these hip-hop offerings in video format. Vanilla has even posted one of his own tax-fueled raps to the site. Go white boy, go white boy, GO!

Excerpts From The Submissions:
Vanilla Ice himself: I draw my rhymes like a bow, shoot 'em out like an arrow. I swoop on suckas like an eagle, not a sparrow.
Charles: Tuh-tuh-tuh-TurboTax, so you can relax. Tuh-tuh-tuh-TurboxTax...
Diana: Tell me, how do I deduct. Wha? How much do I owe? Who can help me put these numbers straight in a row?


The Best Of Vanilla Ice
(Brought to you by BaebleBlog and YouTube)
• Vanilla Ice (and Ron Jeremy) on The Tyra Banks Show (Parts 1, 2, and 3)
• "Ice Ice Baby," live in 1991. Dig the dance moves.
• Vanilla Ice, as interpreted by a young Jim Carrey on In Living Colour
• Music video for "Play That Funky Music"
• Our grand finale... NINJA RAP! Straight outta the soundtrack for Teenage Mutant Ninja Turtles II: The Secret of the Ooze. Man, if that didn't give Vanilla some much-deserved street cred, we don't know what will...