Even if the jeans are a normal fit, other things can happen. One recent pair of jeans (I can't remember the brand) had such narrow leg openings, they had trouble fitting over a pair of work boots I wore a lot in the winter. When I bent over or crouched, the cuffs would catch and pull on the padded collars of the boots, then pop off them. When I stood up I would have to fix the cuffs while trying to bend down in such a way that I could create enough slack to prevent it from happening again, but the next time I had to bend, it started all over. If I didn't fix them, I looked like I didn't know how to get dressed properly. It wasn't much better with other shoes or sneakers; the legs would get stuck on tongues or heel tabs.
When you're trying to get dressed and out of the house on time on a daily basis, it's kind of ridiculous and annoying to have to think about what jeans can or can't be worn with what shoes or boots, and as a result I usually forgot. After a few rounds of that, I decided the solution was to retire and donate those particular jeans, and I realized I would have to pay more attention to the leg opening in the future. But that didn't mean I would be buying any boot-cut jeans, because those tend to have leg openings that are much too wide, and they flop around.
I'm thinking It might be time to look into the custom-made services offered by Lands' End and other companies. But in the meantime I've found my new jeans. Don't laugh: Arizona Jean Co. from JCPenney. Their stores are much improved from a few years ago (though there's still some merchandise that's a little scary), and they've done a good job of developing house brands like Arizona. The denim fabric is sturdy and good quality, the fit doesn't pinch or chafe (when you work sitting on your ass all day, this is important), and if you hit a good sale you can probably get them for under $20 a pair. One of the three pairs I bought was only $15; the other two were $18.
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