16. 1956 Cadillac Eldorado
When Elvis originally bought this model in 1956 at the cost of $10,000, the car had a white and black interior. But Elvis just squashed a handful of grapes on the fender and told the customizer, Jimmy Sanders of Memphis, that this was the color he wanted. So, the vehicle was heavily customized, and the “EP” initials adorned it as they were entwined with a guitar and two musical notes. However, just a year later, Presley decided to trade this car.