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Thermals if its balls cold... Other than that just something to keep my junk from flailing. Used to wear knee pads back when I was on a board a lot at times but not often and never have on planks.
Typically something lacy or frilly, because I usually go out after skiing. The inside of my snowpants are fuzzy, so it doesn't irritate. The cold air also helps with razor burn.
Pajama pants. Done for the day skiing feels awesome to immediately be in pajama pants. If its really cold out I will wear underwear. Typically rock commando under my pants.
This sounds dumb, but these shorts that I use for biking that have pads in them to protect your thighs and groin and shit. Help a lot when you slip out on rails/boxes.