2. 1969 Plymouth Barracuda Convertible
Introduced just two weeks before the Ford Mustang, Barracuda was the first pony car in history. During most of the 1960s, it was in the shadow of the Mustang and Camaro yet in 1969, it debuted with upgraded styling and more options.
The 1969 model was available in three body styles, and here we have a cool-looking convertible equipped with period-correct wheels and a desirable color combination. The price is relatively affordable at almost $40,000 (via Classic Cars).