9: 1966 Oldsmobile Toronado
There was a time in the not so distant past where Oldsmobile was a major force in the automotive industry. The Toronado was also one of the most influential cars, showcasing a lot of the new technology. The 1966 Toronado was unique for its ambitious design and seemingly breathtaking performance (via Top Speed).

This is a particular era from the automotive industry for which Leno has a soft spot. The 1966 Oldsmobile Toronado was one of the best selling cars at GM from this time period. The tornado would also introduce other firsts to the automotive industry. In the 1980s, the tornado was the first automobile to have a driver airbag.