4. Ralph Lauren
Favorite Car Type Or Make: European classics
Notable Cars: What isn't notable in his collection?
We bet you're like us: if you do something well, you reward yourself. When Ralph Lauren first became an independent designer in 1970, he rewarded himself with a 1971 Mercedes-Benz 280SE 3.5 convertible. What's even cooler is that he draws artistic inspiration from his classic car collection.