Keep in mind, when something is hot to you, you’re cold to it.
If there’s cold air outside, your body is warming up the air immediately touching you. It doesn’t take much “heat” to warm up air. Compare that to water, or even worse a solid and all your body head will dump into the cold object without doing much to warm it up comparatively.
The opposite is also true for heat. 100 degree air is typically warmer than your skin, but either way, it’s reaching an equilibrium point by dumping heat into your skin while your skin gets warmer. Eventually the air around you isn’t 100 degrees anymore, rather you’re surrounded by a small layer of “cooler” air compared to the air in general.
This by the way, is also why things like wind chill and humidity matter. With cold air, your body warms the air around you so it doesn’t “feel” as cold. But if the wind is blowing hard, that warm air keeps leaving and it “feels” colder.
With warm hair, humidity matters because there’s more water in the air, which means that there’s more “heat” in the air around your skin.
That’s why it feels hotter on a humid day and also feels colder on a windy day.
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