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Hi Garth,
I like the look of outdoor subjects in dappled sunlight. However every one that I've seen (and therefore the ones that I've done) has the dappling of the light and shadows on every part of the figure EXCEPT the face. Typically you'll see the face placed in complete shade. You can accomplish this by posing the subject under a tree or whatever and have someone else hold a piece of foam core casting a shadow across the subject's face. The randomly shaped shadows can come across as bruises, dirt or other skin discoloration and may make the painting less commercially viable, as Linda suggested.
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