This last winter it got down to 0 F, and 15% humidity. I put every single insulating layer I own on to go outside, and within a minute I was freezing. Granted, I don't have dedicated cold weather boots, or pants. That was the main point of weakness. So, this year I'm going to invest in some winter pants and boots. My regular ones aren't cutting it with these record breaking winters that we've been getting.

After a few weeks, the humidity is driven out of the air, and humidity is what allows heat to transfer to/from your body more efficiently. Hit feels hotter when it's humid, and the same with cold, however hot air can hold more moisture, so it tends to build humidity over time. After a couple weeks with cold weather, the humidity drops and the cold starts to feel less cold.