Not Ranked
It's just a flat out blast to drive. You forget all of the bs that you have to deal with, and just purely enjoy the sound and feel of going through the gears down a winding road. I just jump in an go for a spin and all is good with the world. Plus you can plan track events, participate in car show and other events that are interesting sidelines as well. And 60's technology is easier to fix / maintain that the newer stuff. A well built car, properly maintained, will last forever (changing a motor now and then perhaps). For my money, the most enjoyable car ever built - the lines of the classic Italian and English sports car - with a small block V8 (or the Big Block for you 427 guys). It is also a treat - a car show - every time I go in the garage for whatever reason.
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