Completely depends on why you buy that nice jacket or this year's skis or whatever. If you buy it because you like it and you want to shred in what makes you feel comfortable, then go for it. If you buy it to pose, people will call you out.
People will still mis-judge and call you out whatever YOUR reason for wearing it, but they've misread your reasons and/or are a bit of a dick so don't worry about what they think.