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Family can be challenging, but this is a different kind of challenge. See if you can get them to sit still, LOL. Or use a photo if they are unavailable to sit for one reason or another...(my own mother passed over 15 years ago). Painting my Dad was a great experience for both of us. I wish I'd known what a terrific model he is a lot (a lot) sooner! It gave us something useful to do and we both loved the results. Good luck!
Please be sure to follow the spirit and the letter of the challenge.
For example, each submission must be painted after the challenge is posted.