Interesting topic. Although, my SS is my dream car, and I would take it over any classic car myself, I'd say the most exciting generation had to be the 60's into the 70's. Look back at all those classic rides and that seemed to be when the performance aspect of muscle cars was really taking off. That was a little before my time, but that had to be a great time to be a car buyer. My dad told me a lot of stories about that time frame being exciting for car enthusiasts, although, he was really into cars in the 50's as well.
But, something to really think about is, where will auto technology be in 10 or 20 years from now? With all the government regulations in place, there's been more than a few rumors of high horsepower V8's being eliminated from showroom floors. I'm not a conspiracy theorist, but I can't say that doesn't sound like a possibility. I'll hang onto my V8, thank you...