Here's the thing: eight or ten yeas ago, you could quickly tell who was a "good" freeskier by looking at the way they dressed and the skis they rode. Gapers rocked full-ear helmets and with fitting outerwear and directional skis. Racers wore racing suits. Old guys that ripped wore outerwear that was 10 years out of style. But if you saw a dude in the lift line that was rocking goggles under the helmet, baggy pants and twin tips, you knew that he at least was tossing cool 180s. And tossing cool 180s back then meant you were a rad skier.
Now everybody wears baggy pants and goggles under the helmet, and twin tips are so common that "twin tip skis" isn't even really a term anymore. But some skiers still associate looking cool with ability, even though the description of somebody with "ability" has changed from cool 180s to cool cork 7s. It's just one of the growing pains of a sport that has blown up a lot in the last 15 years.
It's always a little weird to see somebody who is riding skis that are way too advanced for them, but in terms of outerwear, wear whatever the hell you want. The only people who will care are the skiers who aren't tossing cool cork 7s.