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I have painted Sportster heads and jugs,[ removed], sanded the fin edges, it came out OK. I used high temp exhaust paint. Sold the bike after about 1000 miles so don't know how they held up.
HD's texture black paint has been used on engine applications since 1995. Prior to that it was black wrinkle. They are available in aerosol cans from the dealer. I am in the process of painting the engine on a 89 FXRS. I have to replace base and rocker gaskets anyway so pulling it down. I will be painting prior to reinstall.