Oh yeah, I've done the same thing. 'cept I asked a total stranger to go check on them. They weren't mortified, just a little annoyed at my nagging. We had a bus to catch! And I figured it was less embarrassing than me opening the door and yelling "Hey, hurry UP already!"
The first time I persuaded my son to go into the men's locker room at the pool alone, age 6 or so, he came out the other end soaking wet and stark naked, carrying his swim trunks... Poor guy was a little stressed.
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