5: 1953 Cadillac Fleetwood – Dita Von Teese
Von Teese is another celebrity who has indulged in the classic car business. Her Cadillac Fleetwood is a prime example of how someone can showcase a classic. The earliest model Cadillacs were known for their luxury and performance. The Fleetwood was the pinnacle of the Cadillac lineup at a time when the brand was the premier luxury brand on the market. For sheer driving pleasure, the Fleetwood is known for quality. Von Teese has done a few notable things to hers such as aftermarket rims and a new paint job.

In addition to that, the performance upgrades have given the Fleetwood more performance than you’d think. We’d love to see more examples of what she’d do to her future classic cars. This particular Fleetwood is a well-designed example of one of Cadillac’s premier luxury vehicles.