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Hi Jullie:
Do you mind if I make few observations aside from your shadow concerns?
This is a reference photo that requires a lot of squinting. By squinting you can see immediately the shape of the darkest shadows and forms. When I do a squint comparison between your drawing and the reference photo I see a number of important differences:
The shape of his right eye in the photo appears rounder where as your eye lid drops down appearing triangular. (Also check the distance between his eye's and brows)
The shadow of his right cheek has a distinct oval footprint which I don't see in your drawing.
Check the mouth and the dark shape that separates the lips.
The jaw line area although appearing to make a dip in the photo is in reality a more subtle curve. By exaggerating that curve, he appears a little caricaturish.
I also question the altering of his collar line. The gesture of a young man with a self confident grin seems lost by this alteration.
Hope this has been helpful.
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