5: 1988 Porsche 959
Leno and Jerry Seinfeld have a few things in common. They are both comedians and both own a few Porsches. Unlike Seinfeld, who has a massive collection of Porsches, Leno only owns a few. But one Porsche he owns is the 1988 Porsche 959 in a beautiful red color. The 1988 Porsche 959 is known as sports car royalty, and there’s a good reason for that (via Car and Driver).
The performance of the turbocharged engine is still iconic to this day. The styling of the 959 was the first real departure from the traditional Porsche styling. Everything about the car was modern and well-appointed at a time when the segment was evolving. Leno has managed to keep his collection in excellent standing with this beautiful 1988 Porsche 959.