Your face (I believe) is not an oval -- it is slightly elongated. This, combined with the pointed chin and the points of your upper lip give a sense of being narrow and angular. This can be extremely elegant -- those are beautiful features to have. You seem to me to have fine bones. Can you show a picture that reveals the line of your body? Are you tall and slim? -- Anyway. A stylist will know what to do with you. Ballpark number would be from $200 - $500, depending on what she does. Usually she will spend some time looking at you, analyzing your features and the shapes that make up your body/face, and then suggest the best necklines, best hairstyle, best colors, best overall look. Then it's either she goes shopping with you and shows you where to buy your clothes and what to look for, or she goes to your house and shows you how to wear what you have -- they usually sell their services in blocks like that. A consult. A shopping trip. A visit to your house. So you can decide what you want to do, how much you want to spend. For $500, you can get a lot of good advice. You can't buy much surgery for $500. And I'm quite serious, and you know I have no reason to lie to you -- I don't want anything from you, I don't know you well at all -- there's nothing wrong with your looks. You just haven't figured out yet how to work what you've got.
"Stylist" meaning Image Consultant, not hair stylist. Shop these people, call them up, ask them how long they've been working in Vegas, what stores they frequent, ask for recommendations, etc.
And ps (I'm the queen of the PS, can't help it -- sorry) -- you can get that chip in your tooth fixed for not much. I had a chip, too -- chipped it when I fell out of a tree when I was a kid. Also I cannot smile for the camera to save my SOUL, another reason I never post pictures, so I know what you're talking about. Even if you don't smile a lot, it's a help for your confidence to know that when you do, you have nice teeth and your mouth looks healthy and cared for.
Yup, I've been studying what I can see of your pictures and it looks like diamond shaped could be correct. Do you have a widow's peak?
Also, you're nuts for wanting blue eyes. It looks like your eyes are hazel. Can you get a close up of your iris? I bet it has all kinds of interesting colors in it.