I love a good casual boot, especially brown. They go with just about everything and since it's a casual boot, you don't need to worry as much about being out in the weather.
You can wear casual boots with jeans just as well as with a pair of chinos. From there, throw on a sweater and a jacket and you're ready.
If the boot is shiny and has a smooth sole, it's more dressy. If you're looking for a more casual boot, look for sole with some level of tread that you're comfortable with and a upper with a rugged look.
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