A month or so ago I was asked to do this commission:
I tried a couple roughs for my client with more extreme/dynamic angles but she wanted a straightforward portrait. There were a lot of requests for small details and I feel like I did a decent job accommodating those. I learned a couple things from doing this piece:
1. Charge per person depicted when you do a portrait commission. Likenesses are hard and time consuming. One should be paid appropriately. Thankfully I really liked the client and It didn't care that I had quoted her a low rate because she was so easy to work with.
2. I have to work on proportion and doing this pointed that fact out to me. There are a few little issues apparent in the image but I still like it.
I would do commissions like this in the future on a case by case basis. For now I like doing stories or pinups of characters that are well established. It requires less busy work to render a firmly established character or aesthetic.