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I've never tried the machines, but I actually like polishing my shoes by hand. I can't say I enjoy ironing a shirt, but I truly enjoy spending an afternoon conditioning and polishing all my shoes. In the fall, I do it on a Sunday while watching football.
Depends.
I wouldn't like to use a machine, I like my shoes to be perfect and no machine can achieve that. If you want to have your toe-cap bull-shined you won't be able to achieve it unless you are ready to spend some time to do it.