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Are you using dandruff shampoo by any chance? I find that I have to wash my hair with my right hand otherwise the dandruff shampoo will soften my calluses on my left.
Bodhi,
I hope you are not continuing to have this problem. But, if you are, you should not play hurt, that could make matters worse. I don't mean to be an alarmist, but this does not sound like your typical discomfort playing and I think you might consult a doctor to see what's going on.
Peace,
David

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