25: 1929 Bentley Speed 6
Jay Leno has a few unique roadsters from the early 1900s, and the 1929 Bentley Speed 6 is one of these. The 1929 Bentley Speed 6 is routinely referred to as one of the original supercars in the world. The performance of the 1929 Bentley Speed 6 was unmatched at the time and the car is still a thrill to drive (via Motor Authority).

The 1929 Bentley Speed 6 has a unique look and its styling is still iconic to this day. Leno hasn’t done a lot to the 1929 Bentley Speed 6 other than a full restoration. When it comes to classic Bentley models, this is one of the most unique that you can find. Leno is quick to show his interesting 1929 Bentley Speed 6 to the public.