26 Years Owned: 1964 Ford Galaxie 500 Convertible (opens in new tab)

If you were a Ford fan in 1964, it didn't get much racier than a Rangoon Red Galaxie 500 Convertible such as this one (at least until the Mustang was introduced in April). While the bucket-seated XL might have stirred a few more hearts, at least you could ride with your sweetie sitting next to...