When it gets really cold here, they do. But I can't tell you the number of times I have seen them running around in those hip-hop shorts with the temps in the single digits.
I must be getting soft. I like being fully dressed for the weather any more, and being an island of warm amidst the cold.
It's getting caught out that will teach you... Life's a breeze hopping out of a warm truck into a store in your t-shirt... No worries. Get caught 10 miles from town with a busted truck and a long walk... That t-shirt turns out to be surprisingly insufficient.
Most winters I catch a lot of hell for how many clothes are laying around in my pickup... Been accused of living out of it... Which is kinda true. Nothing comes out of the truck till spring.
But if I get caught out and have that long walk out to town... well, I have enough to be super warm... And probably enough to throw a camp if need be. ALWAYS. All winter long.
Also every winter, I have a 35L pack that I fill up with camp food, mostly mountain house and snickers bars and such. Getting caught out may be an inevitability, But when I do, I prefer hobo-riche.