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Do it, makes it look a lot better. The calipers just seem to clash with most wheels and I think it really helps to get some paint on them to either hide them or make them accents.
Yes paint them. I just did mine red and what a difference. You may also want to paint the rotors as well. Mine were starting to look like crap and my car is a weekend driver and doesn't see weather. I did the rotors with some G2 caliber paint. I did the rotors black to match the stang and looks really clean.