I think you could get aspirational with a lot of fashion brands, especially designer as is the case with serious high cost bikes. Don't get me wrong, there is technology in some of the design and the cuts etc can be well designed for fit with great fabrics, however, style I like to believe, is unique and not necessarily elitist in price bracket, which is not necessarily how the fashion industry works.
It's nice to be well put together when an occasion calls for it or just if you're feeling it that day but equally, wearing a hoodie and jeans is just as valid.
It's knowing what fits you and most importantly makes you feel good rather than a projection of elusiveness that sometimes high end brands can be about.
Do have a soft spot for dumpy style Camper shoes, haven't purchased any for a few years now and they are ridiculously pricey to get re-heeled!
Generally I'm quite lazy and casual on a day to day basis but if an occasion or work calls for dressing well, I will pull out all the stops.