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Lacey hi, I hope you wont mind if I step up to the plate. (chig, ching my two cents)
I really like photo two and believe you can use this reference as a pastel rendition. You have what it takes, in my humble opinion, to create a treasured portrait using photo two.
Expression, form and the color in his face are beautiful. All spell a masterpiece.
The only thing that I would consider here is the cropping, background (in relation to complexion) shirt and size. I would most definitely think about a touch larger than life drawing of the head.
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