@mcdiggety To be fair, I remember being the odd teenager out in the 80/90s because I wore a coat and boots to school. I just didn't like to be cold, but my friends all preferred to look cool and shiver. My husband was 19 when we met, and rarely wore a coat. He still doesn't, unless he's standing out for an extended time when it's really cold (he has bundled up for a kid's soccer tournament recently, lol). He runs warm and my sons all seem to be the same.
We had a family trip to NYC and my 15 yo niece and her friend went to NYC with thin shirts and an insulated vest, no gloves or hat, and preceded to complain about being cold. SIL said they'd rather be cute than warm, lol. I think they would've been fine if they had worn some long underwear (which you wouldn't be able to see) and gloves, at least.
My boys range in age from 13-20, and only the 17 year old wears an actual winter coat (a light weight, packable down jacket). The others wear a sweatshirt with a light jacket (except the 13 year old who wants to go out in a t-shirt and maybe a sweatshirt). They will put on hats/gloves when it's cold enough. They also know how to dress for the cold when they're actually staying out in it for extended periods of time. The oldest 3 have all done winter camping/survival training with Scouts.
I did insist my 13 yo get a fleece sweatshirt hoody and insulated vest for school, and he will wear a hat or gloves when he gets cold enough. Plus, I insisted he own a packable down jacket for snow/all day outdoor activities if we go to a big sledding/ski/snowboarding hill, and for taking with us on long car rides in case we slide into a ditch in the winter.
For my boys, they don't like to be weighed down by anything heavy, and don't like getting hot indoors. And my hs kids don't really have good access to lockers to store their winter gear, either.