You may not (yet) have the kind of dough for that Audi R8 parked in the boss's spot, but that doesn't mean you have to drive something that says "Dunder Mifflin." Sure, there's something to be said about a sensible, hot-off-the-line Corolla. But who needs safety and reliability, when you can find a ride that suits your style? Online sources and mega-sites like eBay Motors are chock full of cheap, stylish classics. Above are just two examples of click-worthy cars even the boss would covet. - Patrick Ryan