Car: Chrysler 300C
What makes it special: It was a simple but aggressive gentleman’s car. A performance car with a contemporary "Forward Look" designed by ex-Studebaker stylist Virgil Exner.
What made it famous: The ‘C’ stood for coupe and 300 was the horsepower rating of the original Hemi engine equipped with two 4-barrel carbs, solid lifters, special manifolds, and enlarged dual exhausts. It gave the Chrysler Corporation a performance and sport image. The 5.4 Liter V8 was mated to a performance modified 2-speed "PowerFlite" automatic transmission.
Why I would want one: It's the best of both worlds. It has a classic but sporty look to it, those awesome rear fins, and a Hemi V8. The question should be where can I get one?
Fun fact: The Chrysler 300C dominated the sands of Daytona Beach, Florida where it won the stock production class and took home the Tom McCahill trophy. From 1955 through 1957 it was the fastest American car.
(1957 Chrysler 300-C photo from caretro.com)