9: 1961 Chevrolet Corvair Rampside
The 1961 Corvair Rampside is perhaps one of the most unique and controversial car models ever built. Leno has a Corvair Yenko Coupe and a Corvair Pickup truck, both of which shared the nameplate. Leno purchased his Corvair Rampside for $600 14 years ago and proceeded to do a full restoration (via Motor Authority).
The current truck is a two-tone red paint job with an all-original engine and interior. Leno is particular about not washing his cars, so the paint job has stayed almost perfect. The effect of the Corvair Rampside is both comical and seemingly usual for the 1960s. Leno has many extravagant cars, but the 1961 Chevrolet Corvair Rampside might be the most unique.