14: Mercedes Benz SLR McLaren
Leno has a special spot in his car collection for the SLR McLaren, and one of the reasons for that is because the car is a comfortable daily driver. The comedian said in an episode of Jay Leno’s garage that the SLR McLaren is a modern car that you can take to the track or grocery store (via Top Speed).

The interior of the SLR McLaren has all the modern amenities that you’d expect from a Mercedes-Benz from this era. This was also the last car model Steve Jobs owned prior to his death. The car was often photographed in the disabled parking spot at Apple headquarters and Leno is another famous owner of the car.