I grew up with a car obsessed father and uncle, we used to drive to the beach and play "identify the year of the car by only the tail lights", I was about 7 when we started this. Knowing the make and model was a gimme.
Picking the Porsche '88 911 Turbo wasn't an easy choice, I had to seriously think about it this morning

The '63 split window is an easy choice.
If I were forced to pick a modern dream car, I would have to go with:
Maserati MC12