Thank you for the advice. I largely have spent my drawing sessions today drawing boxes in free perspective as well as 2 and 3 point perspective.
I think because perspective on simple shapes feels easier i've skipped over it a little, but after your advice I realise that easier doesn't mean much if you don't really understand it
I did try drawing a box to help with the planes, but I got a bit lost in the lines - though I was tired and didn't put much effort in. I'll have another go and see if I can get my head around it.
Edit: Here's another attempt:
Focusing on boxes for a bit has actually helped more. It definitely has a box-y look to it though but I can work to fix that. I tried to keep in mind the overall plane of the face - this helped me with the mouth and realising which parts would be higher than others.
For reference, this drawing is tiny xD So that's why the eyes are a bit off, I should've tried doing it bigger (for some reason i'm intimidated by working above a few pixels)
One area i'm still struggling with is the nose. I had to draw it out on it's own to try figuring it out (trying to follow the same perspective) because I'm finding I don't know how to add the second nostril and when to add the other nostril. Maybe real life reference will help here?
@BadRooster Thank you also It was purely a challenge to prove I could do it; it's weird but my friend that challenged me knew what I could do better than I did.