Complicated Order

Cendre: Hey! I kinda have an odd request and a tricky one but my GF drew a character for me and I wanted his head to be an emblem but I lack the ability to do so. I cropped his head for you and thats all I need. I know it'll be hard and ive attempted myself but when I get to a 'completed' look it honestly looks horrid, I just cant get the layers or the positions even close to right. thanks in advanced!