your skiing headphone:
retail price: <$10
not only are these things dirt cheap and easily available (most retailers carry them), but they sound great, are wicked comfortable (all day), and are forward-firing (better for your ears over long periods of time, like while skiing). They fit easily under a helmet, and when your on the lift, you can easily hang them off your ears while talkin with your peeps.
Your "listening' headphone:
a modern classic, these bitches are incredible. i cant say enough good about this set of cans.
amazing response range, crystal clear sound, and an incredible depth (those 50mm drivers do the trick). theyll handle all sorts of powerful imputs, they are durable and awesome looking. ive had a set for 3 years, thats about double the lifespan of most of my other electronics, theyve outlived 3 different mp3 players. seriously the best headphones you can buy for under 250, and prolly higher.