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Ilaria, I know you're trying to paint children from life and I just wanted to say that I think there should be a special Artist's Medal of Valor for this. I think the problem that you are having - that we all are having - is that clients generally expect tight photographic fidelity, something hard enough to achieve with an adult client, much less a fidgety child. He is not a still life and not an artist's model. I personally haven't been happy with the stupified expression that a child gets when he watches TV during a sitting, though I know artists that do this and a few are successful.
I think your loose, charming, painterly approach is the stylistic solution.
I think there is a way to combine life sittings for head only (full face or profile I think would be easier than 3/4 view) and clothing on dummies and stretch out the live sittings over a few days, working only on the head during the live sittings. I'm still working on this myself but your brain will be the first one I pick apart with respect to working methods.
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