Hi Belle - I know I am not in your situation but as someone with a tendency towards low self esteem I wanted to send a hug your way.
I am unfortunately pretty lazy when it comes to looks and am a big believer in the hat to cover my greasy hair days or when I havent brushed it for a week. lol. Otherwise you can get busy with some other hair accessorys eg. a flat material head band (worn like a scarf) or some pretty clips to clip it back from your face. They will help draw any attention away and help build back your self confidence. I hope this helps.