I think it's interesting (and frustrating) to see how far off most of us are on our first attempt. Beside your rapid eye suggestion, are there any other exercises you can recommend that will help develop a hypersensitivity to minute differences, because most of us seem to lack that ability?
So with observational drawing, as opposed to anything else, what would be the only thing you really need to use to know if you are being accurate with your drawing? answer- Measure and compare to what you are looking at. As a teacher, I am simply a new pair of eyes for you but the best thing I can do for you is to give you little tools for creating some kind of objective source of critique for yourself.
So, try this:
Rapid eye movement back and forth between the reference and your drawing. Look at one feature at a time. Or one area at a time. quickly back and forth. Look for the differences. Train your eye to see what's off. When you see the differences yourself, you will be unstoppable.
In the inside/out approach what kind of adjustments would you make when you’re working from life, where the model might not return to the exact same place after a break, rather than working from photos?
You just need to find the spot in front of the model where the tip of the nose exactly meets the cheek in 3/4 angle. Put tape on floor and after each break you just repose the model so the nose always touches the same spot on cheek. This is how we always did it in school.
The approach is outside of my comfort zone, but compared to my usual approach, which is more overall structural I think I got the likeness sooner. Concentrating on shapes and truly seeing them is exhausting … but a good exhausting ;)
Award winning fine artist represented by @legacygalleryart in Scottsdale AZ
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