From the Jaguar F-Type to the Cadillac CTC and the the SRT Viper, we’ve driven some cars this year that could live in our garages with pride for decades to come. These vehicles are on the short list for the best of 2014, but what will push them over the edge into collector’s items — coveted enough to be parked in the garages of aficionados like Jay Leno? We looked back at the undisputed classics — the iconic Corvette, the sleek Lamborghini, and the art deco style of the Bugatti 57sc — to get a sense of what it takes for a car to look even better at the ripe age of 50 than it did in the new car lot.

For access to exclusive gear videos, celebrity interviews, and more, subscribe on YouTube!