Aha, I know what you mean about cowlicks as I have 2 or 3 powerful ones that really try to take over my life! And yet, I forge on...
My hair is super-flat on the top of my head but sticks out around my ears (like spaniel-ears on a dog) if I let it get too long and bushy. Sigh. Plus it always wants to fall in a certain way that is not flattering so I do use a curling iron on my bangs to get them going downward toward my eyebrows. Otherwise they tend to fly off in several non-flattering directions!
If I cut my hair real short and wear it spiky, going every which way, I can take advantage of my cowlicks because they will provide the 'lift' that I need for this look. I wore my hair very short, styled this way for a few years but my husband got tired of it so I have been wearing it longer for about a year.
Do you ever wear your hair behind your ears, maybe just one side? I think it would look very cute but I know some people do not like to wear it this way.