I'm boring. Nothing weird for me... yet but you know that pig from the Geico commercial that goes "weeeee!" with it's head out a car window, holding pin wheels? Anyways, I saw a ski team dressed as the pig (noses and all) holding pin wheels while skiing down Bretton Woods shouting "WEEEEEEEEEEEEEEEEEE!!!!!". I've also seen a banana and my boyfriend saw someone wearing a cape.
Boarded with a buddy from work the other day. He showed up in a 3/4 length fur coat, with a womens fur hat. And aviator sunglasses... And he was drunk.
Back in the 90's I had a brown and black boarding suit from Bamboo Curtain, and I used to wear hats that were about 4 feet long (it was the style at the time). One guy on the lift yelled down at me and said I looked like a raccoon.
I bought blaze orange hunting pants about 5 years ago because nobody could find me on the hill. Worked like a charm. Now everybody's doing it.
edit: I just looked up Bamboo Curtain for shits and giggles. They were bought out in Sept '95 and debranded. I must have got that suit in 93-94 or so...