Had something of this conversation with my hairdresser the other day. I'd wanted a change from my eternal bob and she took a little off and shaped it but it still didn't really work for me. I queried doing something spiky, asymmetrical and radical but her reply was 'Not yet, until we've tried a few more things'. She cut it more 'choppy' and as it's quite thick I could see the difference, but I commented that it still curls out where I don't want it to when I comb it. Ahah! Ban the comb! I'd never grasped that what it wants is to be finger combed and bounced up so that it fluffs out a bit and does its own thing, not combed and sprayed to death to be tidy (and therefore elderly). Much softer and several years off me, just like that. Much more casual, comfortable and easier to maintain!
By the way she has far more clients my age asking for a Judi Dench than any other celeb!