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Summary: In portraits, painting the clothes of the subject comes after painting the background. Learn how to paint clothes on a subject in a portrait in this free video.
"Next we're going to be applying a base layer of paint, to our second subjects clothing. Now I'm doing the clothing before I'm actually tackling any of the skin pigment because this is just a base layer, it doesn't necessarily have to be perfectly separated. Now I'm going to be applying, similar to the purple, up here, a layer of ultra Marine Blue with white mixed in. Also using media, to keep this layer thinner. We're going to be bring this down and around the fingers here and what we're really doing is establishing tone. The actual colors are going to be darker than this but I greatly prefer putting some of the darker elements, over the lighter ones, in this case with clothing. Another thing is, we are going to have the collars, and everything here, be blue but they're going to be some black regions, in the middle here. So get a second flat brush, flat head here and some black and we'll start putting this on, in here. Lots of medium, very very thin coat here. Very thin. Some white's going to also be injected, to get some gray tones going on, especially towards the top here. This is going to make the clothing a little more interesting. This is actually, somewhat, of what our subject's wearing too. Keep in mind, the first layer is going to be the closest to our portrait, before we then veer off into some interesting alternative directions."
eHow Article: Painting Clothes in a Portrait: Subject 2