Ah, kids are strange creatures sometimes. My son has all the clothing he needs for any temperature and any weather, and then some, but he'll still tell me about standing around in recess freezing his b*tt off "because it was raining" (not because he couldn't be bothered to put on a hat and a fleece jacket under his rain coat), or he'll come home from school in a soaking wet down jacket, that he wore running around playing football in -2C and sleet. He hates hates hates putting on snow pants, so he'll wear wool long johns underneath his jeans all winter indoors and outdoors instead. Go figure *shrug*. He's 12, he has to figure these things out for himself at some point. He has started asking me sometimes if I would suggest wearing this or that. Occasionally. I feel like shouting Hallelujah every time 
And kids do still shovel driveways, shootingstar. No-one around here has a snow blower except the janitor, and we shoveled our (very short) driveway plus all our closest neighbours' last time we had a heavy snowfall. No way would he get paid for shoveling his own driveway, but I did tell him he could go and ask other neighbours if he could shovel theirs for money.
Winter riding is much less about badassery and much more about bundle-uppery. - malkin
1995 Kona Cinder Cone commuterFrankenbike/Selle Italia SLR Lady Gel Flow
2008 white Nakamura Summit Custom mtb/Terry Falcon X
2000 Schwinn Fastback Comp road bike/Specialized Jett