Winter Dick is prone to cold weather (winter specifically), and may occur even after you 'shake' several times.
Winter Dick results in "pee spots" in your underwear and may also result in having a very moist penis. It may also risk your chances of receiving head.
"...Dude, did you piss yourself?"
"Oh no...Its just Winter Dick! Son of a bitch! It always happens! No matter how many times I shake!"