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In my experience of painting skateboards some of the best type of paint to use is Glossy Spray Paint (make sure that is made for wood; it would say on the outside of the can).
Note: For best result after painting the skateboard use wood polish in order to give it that brand new board feel. Also when using spray paint, hold the can approximately 5-6 inches away from the board to prevent the paint from dripping.
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