The 50 Funniest Celebrity Driving Fails

Golf Cart: 1; T-Pain: 0

While on tour with Lil' Wayne in 2009, T-Pain was involved in a luxury motor-vehicle accident-but it didn't involve his Escalade or some ridiculously expensive car service. The rapper actually flipped his tricked-out golf cart backstage, in a mishap that cost him four teeth. After some quick emergency dental surgery, the rapper was good as new-especially his grill: He bragged that he was now the proud owner of “an Akon smile.”

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