7. 1999 Mazda Miata
Complex Says: An Aston Martin. An MG Roadster. A Triumph TR7 Drophead (when you can keep it running). Some two-seater ragtops are classics. But…a Mazda Miata? This is the ultimate '90s dinkmobile. The Mini Cooper of its day. If you own this car, there's no winning. Either you've kept it cherry since buying it back when Clinton was getting hummers in the Oval Office—or you sought it out on the used market. Clearly, you're a man in his mid-50s who's nostalgic for the '90s.