Who wants to dress like a middle-aged woman? Maybe that is why girls and women are usually so fashion and style conscious. They know that one day they will have to wear frumpy long skirts in sober colours, lumpy, frumpy cardigans, sensible shoes, and hairstyles that defy description. Probably things are different in America, but once women get over a certain age, they are supposed to drop the long hair and go for a shortish, easily maintained 'quick-comb' style.
Wear whatever you like, stop worrying what other people think, so you dress a lot younger than your age if you like the styles, colours, etc then just do whatever helps you to maintain well-being. Feeling good 99% of the time is the flower of existence. For every so-called 'stare', for every supposed titter, you'll still feel good the great majority of the time.
However, if you go with the herd, you won't get the judgemental looks but you won't get the strong feeling of well-being that is your birth right. Something that you have forgotten is that we are not here to be bored, stressed, drained, depressed and exhausted. We are here to feel good about ourselves almost all the time, you can tell to what extent you are alienated from your 'feeling great' birth right by your reaction to the last two sentences. If your reaction was 'dream on sweetie-pie, I live in the real world'. The only reason that the real world is so harsh is because people like you think and say to others such things like 'let's be realistic shall we?'
Who was it that said 'the opposite of courage isn't cowardice, its conformity'? Osho said ' Do not imitate...be yourself whatever the cost''. Why are you so concerned with what cow-like 'fear the cemetery' people think? Schopenhaeur once said to imagine a pianist coming off stage delirious with joy at the rapturous applause. Now while you have that image in your mind, imagine how that pianist felt when being told that his audience comprised of deaf-mutes!?* You and I are surrounded by deaf-mutes!
* I originally typed 'death-mutes', interesting Freudian slip don't you think?