Why is it so hard to get boots off of your feet sometimes?

Well, there are multiple factors that have to be considered here.

Your feet sweat while you are wearing shoes. This can make them stick as you try to remove them. Your feet also swell when you stand on them for long periods, or sometimes it could be what you ate(a bit more salt or MSG for example, or even gluten if you are allergic or sensitive)

How you angle your foot or pull the boot can also effect the way they respond to your attempts at pulling them off. If you find you are having difficulties near the ankle, either your boots are too narrow for your feet in that area, or you may be pulling incorrectly. Remember: if you are removing a boot or shoe, pull the back of the heel, (not the toe, or side) of the boot or shoe. Sock thickness can change the fitting considerably. If a pair are tight try wearing thinner socks or even nylon hosiery instead of thicker ones. Talc can also help to keep them dry and reduce friction. Another thought to ponder...we shop for boots in fall when we are preparing for cold weather...try a half size larger to make room for extra socks. Our feet gain weight as we do, so those extra pounds from holiday dinners and pies also can make things fit differently. One more way to make them fit better is by simply dropping that extra padding. No crazy diets necessary for something as small as five pounds...just try giving up sugar and meat and adding a little extra fiber to your menu! Give it a week and see how you feel, and how those boots are fitting you;) Hope this helps.