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Until recently I didn't have a plan as to what values to paint first in my oils. (As for watercolor, I'd lay in the darkest darks first, to set that as a benchmark --backwards I guess, but it worked for me.)
Since taking a workshop with Tony Ryder I've been disciplining myself to work from dark to light. When modeling a form I also concentrate on not moving up into the light too quickly, that is, to keep my midtones dark enough. This approach has resulted in what I feel is a greater sense of volume and depth in my work, partly because the darks are dark enough from the get go.
In my former method, everything ended up in the mushy middle and I had to repaint areas multiple times to get the darks dark enough.
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