John Cleese — 1987 Bentley “Eight,” $3K

The tale of John Cleese’s 1987 Bentley “Eight” reads like a charming British comedy script. Once a prized possession of John for three decades, this aging beauty found itself auctioned off in 2012. Despite its regal aura, the Bentley had racked up a mere 9,000 miles in 13 years.

Astonishingly, the vehicle came with just two service stamps in its last two decades, a rather modest resume for a Bentley. Tucked away in Kent, the car begged for some tender love and care—its interior veneer peeling and bearing a scrape from one of his rare outings. Yet, its auction started at a modest £2.5K or $3K.