Cold does not bother me. I prefer it over being hot.
Law -- but in-house
Midwest
Jeans, polo shirt (even in winter), blazer as a jacket if it is cold. Our office is extremely casual, so I am usually one of the better dressed person, even in jeans. I buy nice jeans for work, though. They are as dressy as you can get in jeans.
I have a standing work station (so much healthier), so shoes are important. Also, I travel, so slip-on dress shoes are useful (for security checkpoints). I have some Ecco shoes that are dressy and comfortable.
Older.
An attorney wearing a hoodie to work. I mean, really? Some people take a casual work environment too far.
Regarding the short sleeves in winter: I wear long sleeve shirts only for formal events, or if I am addressing an internal audience, or if I want to show respect to a senior manager visiting. Then, I'll wear a formal dress shirt, almost always with a sport coat over it...for the CEO, I'll throw on a suit without a tie. For negotiations with other companies, always a suit with tie. (I had a company showing up with a legal claim, asking us for money, and they dressed like slobs. We were all in suits to show respect for them, even though we despised them. I felt like telling them they just added 6 months on to the negotiation, but I didn't...but they did. They did not show us respect. Dressing up is about showing respect to others, not about impressing them...it may be a subtle difference, but it is a real difference, I think.)