It is always a good idea to paint family members and others in your life so you can do an improved one later on. More importantly, it is best to catch someone in their natural state. A posed portrait is rather stiff and uninspiring.
We as humans are continually aging or evolving and thus never quite look the same from day to day. Or at least that is my experience.
I pre-stained the paper before painting this portrait, but you can hardly tell. However, I think the coolish tone enhances the red on the page.
Finally, I don't think you should over work a portrait because one always sees things about that person which can alter your perspective. As long as you place the location of the facial features correctly, you have a good start to your painting.
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