I totally understand this. I have gone through a number of hair colours. In my case, blue-black is the new black!

I've also had similar crises of identity when it comes to nail polish. It became something of an obsession to find THE right colour, to know what 'suited' me. Another issue was finding the 'right' perfume... what did the scent/branding say about me?!
"Who AM I?!" It goes on and on... all of these 'little' things becoming so important...