It's funny how your wants/needs change overtime because from my original list which was:
BMW M5 E34
Mercedes-Benz S-Class W221
Audi A8 D4
Chevrolet Corvette C6 Z06
I'd only leave the E34.
So now, it's.
1. Classic car - BMW M5 E34
2. Daily car - BMW 535d F10 M-Sport
3. Appreciation Car - Something to appreciate the automobile - Aston Martin V12 Vantage
4. Crazy Car - Lamborghini Aventador LP700-4
5. Trip Car - Something that I'd take with me on a trip all over Europe - Maserati Quattroporte (Facelift)