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You should be able safely run a 255-60-15 on an 8" with the right BS
I would be willing to bet a 275-60 will go but you need to be dead on with measurements.
Personally I would never trust what someone else says you can or can't use when it comes to maxing out a tire size. These cars were not exact and what fits on one 65 Cutlass might not fit on another. In addition if you measure do so on both sides. I have seen almost 1/2" difference from side to side space ava. in the same car.
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