18. Series 62, Coupe DeVille

Year: 1949
Complex Says: In 1948, the Series 62 entered its third generation, but in 1949 it gained the new OHV V8 and the Coupe DeVille bodystyle. This was one of the very first pillarless coupes ever made. There's still little in this world sexier than a '40s Caddy coupe with a big (5.4L) V8.