Mildly complicated ask, but I’ll certainly try shshnsjs (also I saw yer last ask dw, I’m not purposefully ignoring it !! Thank you sm for the compliment and I don’t have a proper answer snsnns/gen/vpos)
For me, drawing heads can be a difficult topic bc I draw a variety of different heads depending on a multitude of factors, but I am willing to try !! I’m also rather detail-oriented so I do apologize if I come off indiscernible ehehe/lh
I would say that something like the bottom illustration would be the most basic structuring of drawing heads for me, obviously the orientation of these details will change depending on the character and their uniqueness vv !!
I tend to bounce between circular shapes (like Fig. 1) and boxy shapes (like Fig. 2) depending on how the subject is facing !!
Boxy shapes are a bit easier to keep things straight and organized, it’s also easy to mark out where the base skull line would be in front facing compositions ((the top corners being indicative of where the head rounds, and the bottom corners being indicative of where the jawline squares down to the chin)) — Circular shapes help me orient how big I want the head to be, it keeps me in line with positioning and how the actual facial features rest on the face, especially since heads are namely circular things which helps carving out softer features in non front facing compositions ((like the divet between the eyebrow and cheekbone !!))
I typically meld both of these together to get a proper gage of how I want a head to look, as stated before, I draw a variety of different face shapes so normally I’d alter the head to fit the faces, using irl refs definitely helps a lot ((i.e forehead length, brow bone structure, eye structure, nose structure, cheekbone placement, chin length etc etc)) !!
Hears a few examples of how my head shapes change depending on persons (and compositions) ^^
Some folks have long, thin faces with sharper chins and jaws — others have shorter, chubbier faces with wider chins and softer jaws; it’s all about mixing and matching, and finding what’s good for yer character !!
I also don’t necessarily gender facial structures, some AFAB individuals have “traditionally” masculine features and some AMAB individuals have “traditionally” feminine features so, I don’t limit myself to either and personally feel silly whenever I try to — just have fun with it and practice !! There’s no such thing as a perfect head shape and there’s beauty in drawing characters with a variety of different heads ^^
Test it out, don’t stress and always keep in mind that; trying stuff is better than stagnation, even if it doesn’t turn out great the first time around, you’ll always get better when you move on !!/gen/vpos