I just went to pick up my car from the local mechanic (Precision Performance, which is far more reasonable than the auto dealership when it comes to maintenance). There was a 1968 Pontiac GTO there being worked on. I went over to take a closer look at it. Up close it didn't look quite as good as it did from a distance; it was sort of a living reminder of how much safer and more efficient cars have become. Still, there was something cool about seeing a car from another era.
Occasionally on weekends in my hometown you'll see guys driving around in vintage cars, like that one, or Mustangs from the 1960's. These guys are inevitably white haired, and it's pretty obvious what's going on.
They fell in love with these cars in their youth, back when they couldn't afford them, and could only admire them from afar. Then, once they got older and put some money aside, they got a chance to buy the car of their dreams. So you'll see these guys tooling around from time to time, living out their youthful fantasies.
I suppose it's the next best thing to getting to have sex with the girls you worshipped from afar back in high school.