Paint does not hold up on T shirts it will either crack or chip or wash out depending on what kind of paint you use. What they use when they do T shirts is done with a air spray gun and with the right kind of paint which is a very thin acrylic,very thinned out and not thick like the average acrylic is. And once they are done painting the T shirt it is put under a heat press to set the paint in so it does not wash out.It is done with very extreme heat and ( no ) a plan iron won't work. All you will do by spraying it with paint is to ruin the T shirt.