From the pictures that you posted, All I can see is that you need to get some sun.

Ears look fine, lumps look fine.....Probably need to work on your prep and shave technique. But hey....Rome wasn't built in a day. And that's half the fun in my opinion.

Think of it as a basic training cut. Go for thirty days and before you know it you will graduate from Sly Boot Camp
Thanks for posting the pictures. I think I have a more pronounced dent than you have and nobody every says a word about it. Pick up some Jergens Natural Glow Express - and in 3 days you'll have a tanned head.
Like others have said - we're our own worst critics - and our families tend to come in second. I posted a list of 12 things about taking control and shaving your head. One of the items - and this is key - was to not ask people how they like your new look, rather tell them how much YOU love it and how glad you are that you did it. I've had several people ask me how I like being sly -- and I always respond with "Its the best decision I've made in decades, I absolutely love it". Their response - "it looks really good on you". I'm sure that if I responded with "well I'm not sure, what do you think" -- I would get a different response.
There are so many other more important things in life to worry about than hair. Your head shape is great. Stop agonizing, get some Natural Glow, and go out and live life. I can guarantee you that a change in attitude will go a long ways towards finding a woman who finds you attractive. Plus -- walk through any shopping mall anywhere in the world -- the BBC guys always -- and I mean ALWAYS -- have the hot babes hanging on their arms.
Looks like a normal head to me but you're in definite need of some sun.
Any other pictures?
Thanks for the pictures. IMO, #1--a little sun, to match up the tone of the skin will take care of almost everything. #2--lots of freckles apparently, you need to check w/ your dermatologist to make sure they are just that and nothing more severe, & finally #4, hard to even see the indentations I assume are the acne scarring you talk about, that will disappear as the skin gets some color. That's what the thirty days are about. Otherwise, good to go, IMO.

All other worries--not apparent to anyone but you.
Hey Sequence, I thought similar things related to your comments about our head shapes and imperfections, the way I got over it and I hope you other guys agree is that not only are you Sly but you are a unique Sly guy, I embrace my imperfections and I am unique. Go to a park and look at various trees and look at the leaves, are any two leaves the same? for that matter are any of the leaves perfectly symmetrical and without any blemishes to speak of? Plus I have said this before as guys we are not China dolls, ladies want and usually have a gentle look and on top of that they wear make up. As a guy you have been around, perhaps played sports and gotten scars or blemishes as well as the acne that you spoke of. Your imperfections make you look seasoned, rugged, and distinguished. All you have to do is work on your confidence.
By the way do you think I am a good looking guy? For that matter let me ask the rest of the guys here to, do all you guys think I am good looking?
Peace
Fred Man