Diana Dors — Cadillac 1956, Est. $4,600
Diana Dors is often referred to as the “British Marilyn Monroe”, but we think she was a lot softer than Marilyn in terms of her appearance. The pin-up blonde starred in more than 100 TV shows and movies and built a lot of wealth in the process. Diana Dors was one of the wealthiest pin-up girls who built up a cultural identity of her own.
With the enormous amount of money that she earned throughout her career, Diana could easily lay her hands on some of the most expensive cars. She chose Cadillac 1956, a hardtop sedan, for which she had to shell out an estimated $4,600. If you take into account inflation and other factors, the relative value of $4,600 is pretty high!