I was out shopping the other day and just for fun I tried on a pair of tapered ankle-length formal trousers. Normally I avoid anything like this shape because I think it is really unflattering on me. I wish I had taken a photo in the dressing room of this particular pair, as they seemed to actually be a reasonable fit and they were quite comfortable.

However, I realized that I have no idea what kind of shoes would work with this style of trousers, especially in a slightly more casual setting. I don't wear heels except on rare formal occasions, and even then I prefer a lower, chunkier heel. Most of the examples of trousers like this that I could think of featured slender platform heels and bare ankles, which just doesn't suit my style or tendency to have uncomfortably cold feet.

Can you wear this style with ankle boots and socks? Flats? Loafers? It seems like it would be easy to look very dated and frumpy, but I'm just not comfortable in dainty heels and I know I'd never wear them. Would shoes like any of these options work without looking frump-tastic?

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