It's interesting to me that people care so much about style in an environment that can potentially kill you if you don't wear the right clothes. By all means go ahead and wear some cotton tall tees...or some denim skinny jeans on the hill...or a bandanna around your face that freezes...your hypothermic ass don't faze me.
If I wanted to be stylish, I'd wear what I wear off the ski hill. I wear something a little baggy b/c I succumbed to the trend whore policy when I was a little younger...also kind of helps distinguish between how people ride and who would be willing to go shred some cliffs/booters as opposed to carving the groomers. But shit doesn't really matter, we're all skiers, I guarantee you that in places like Whistler and Tahoe where the local scene kills it that there are "gapers" that kill it harder than anyone.