15: 1965 Shelby Cobra – Jay Leno
Few roadsters are as iconic as the highly sought-after Shelby Cobra. The product of Carroll Shelby’s well-known love for speed, the Cobra was designed to provide drivers with an exhilarating experience. The short wheelbase coupled with the powerful V8 engine allows the Cobra to maneuver around twists and turns like nothing before it. Because of a rise in “kit cars” there is an influx of replica Cobras on the market right now. Nevertheless, you’d be hard-pressed to find something that drives as nice as the original Cobra.

Leno has a massive collection of cars, enough to fill a personal museum. Thus, the Cobra is not the most exciting car that he’ll ever drive. But, in retrospect, it is probably the most exciting car in a lot of ways. It’s interesting to see the king of a late night out and about in his unique rendition of the Cobra.