It is now some five years since Simon Chesterman last graced the pages of Classic American. Back then, we took a closer look at his striking custom 1961 Chevrolet Brookwood station wagon. With lairy two-tone livery, 22-inch Billet wheels, Gabe’s interior and huge sound system, this wasn’t one for the purists, but it certainly stood out in a crowd. At the time, Simon reminisced about the countless classics he’d owned, but spoke fondly of his ’57 Cadillac Sedan De Ville, a highly original car he cherishes to such an extent it’s now become an integral part of his family. We decided to find out why this particular car holds such a special place in his heart…
Currently, Simon owns no fewer than six classic cars, several motorcycles and a pair of vintage caravans. His collection is varied to say the least, with a 1926 Dodge Sedan,
