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Jen, you placed a teenager's face on a 40+ adult's figure, which right away throws off your body proportions. I don't think her chest area would have been this much developed back when she was a teen. Take the painting infront of a mirror and look at the mirror image. You will ee right away that her head is too small for her body.
Because of your bad resource photo (too flat and washed out), you don't have all the information needed to make the cheeks turn gradually. I would take the black and white image to Photo Shop and play around with Image/Adjustments/Levels. Maybe there you can get more information about the different values of her cheeks.
Good Luck!
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