Based mostly on looks as I've never driven a 1st Gen or a 5th Gen....
I would take 5th Gen first (love the looks, and the performance will be awesome...modern day chassis/suspension, brakes, engines, etc....)
Second, I would go with 1st Gen, but only the '69s (I never really liked the '67s or the '68s...don't know why, just didn't.)
Third, I would go with the 4th Gen, preferably the later ones, say after 2000 (loved the looks, and as mentioned above, more modern setup gives better performance)
Fourth, the 3rd Gen (I owned a '90 RS, but preferred the Z of course...again, good looks and solid performance)
Finally, the 2nd Gen (these years never were my favorite. I've driven them and had friends who owned them, but to me, they were the worst looking and often times worst performing Camaros).
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