Well, keep in mind that a classical guitar has a much wider string stance than a steel string acoustic, and steel strings are harder to push down. I had a lot of issues with narrow string stance until I bought a guitar with a wider nut, but I have fat fingers. I'd think your fingers just need time to adjust. You probably just need to develop harder callouses which will make it so your fingers will not squish so much when fretting. You could try a wider nut guitar, but with your previous experience I'm betting that you'll get over this pretty soon.
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