I have two pairs of cowboy boots, despite being a city girl from the mid-Atlantic, and if someone dares to tell me I have to stop wearing them ten years from now, they're just going to be disappointed!
I wear mine with slim-legged pants (skinnies or straight-leg jeans) tucked into them, also with bootcuts, and with skirts and dresses. I don't go cowboy-ish with the rest of my look -- I pretty much just treat them like I would any other mid-calf height boot.
In fact, this spring I fell head over heels in love with this pair, but they were not available in my size, and apparently they were a very limited edition item. I am *still* searching for them!
So, short answer, if you love them, wear them! Age is irrelevant.
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