You can still be alternative and classy at the same time And as for hair thats *easy* TBH I am terrified of personal stylists... TERRIFIED but its totally you're call (I don't think decadence is a reason not to do it ) But let me tell you this, because I have greenish eyes, every single time I see a makeup artist (and I'm talking the best) I am told I should wear "pinks" because it suits my eyes. And every single time I smile and nod, pick my own stuff and walk out happy I have 2 gorgeous gf's (one lives probably walking distance from you in fact) and they are both in their 30's they have a flair for the alternative and they both look gorgeous in everything they wear. Yes they aren't wearing bubblegum style clothing but you really don't have to, you can still refrain from being cookie cutter without looking like mutton dressed up as lamb, and second to that you can look sophisticated without looking like a nana

I know this is *not* the response you were after but know I mean well :P