David Letterman might have kept audiences laughing with his monologues and celebrity guests, but his car choice was anything but a joke. The 1972 Buick Centurion wasn't your typical celebrity ride.

For someone like Letterman, who appreciates craftsmanship and history, the 356A Carrera’s interior is a perfect match. When it was new, the 1956 Porsche 356A 1500 GS Carrera had a starting price ...