Mario -- Ferrari Enzo

What's Italian, fast and looks great in red? Mario in a Ferrari. Mario is the most successful video game character of all time, and he deserves to drive the best sports car out there. Just as the Mario series is named after Mario, the Ferrari Enzo is named after Enzo Ferrari, founder of Ferrari. Both names carry a lot of weight and are practically synonymous with their respective fields. You think of Mario when you think about video games, and you think about Ferraris when you think about sports cars.

At about a million dollars a pop, the Enzo is the most expensive car on this list, and Mario's the only driver who can actually afford the car. Since 1985, Mario's collected gold coins, and in that time the price of gold has skyrocketed. Every coin Mario collects is easily worth at least $500 on the commodities exchange. The ding might say "extra life," but the bling says "mad money."