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Just pick him from the roost in the evening and sit down, laying him sideways on your upper legs/lap. Hold both his legs with your left hand while keeping the left elbow on the roosters wing. File away with your right hand, but be careful not to make him bleed.

Yes, definitely out of sight and out of earshot would be even better, as they might get excited when they hear the hens call after the egg laying.

He might be in need of a rooster pedicure: File his claws a nice round shape and his spurs as well.