What discerning multi-millionaire wouldn't be seen in a plethora of shiny, fast super and hyper cars? The expression "money can't buy you happiness" may be true, but it can buy you plenty of pretty sweet rides to be miserable in.
Simon Cowell, music mogul and reality TV puppeteer, has lots of money. With various number one records, the X-Factor and Britain's Got Talent to his name (as well as numerous shows in the US) he's earned his bread and is eating it. He's also got plenty of rather fine motors.

Ferrari 360

 A bit of a 'starter' supercar for Simon here. There's no denying the Ferrari 360 is one of the finest cars money can buy - he's gone for a black exterior and black interior with his. Simple and about as stealthy as a Ferrari can get.