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I love that flared pants are back in and I am so happy that it gives me an excuse to wear my heels.
The key to wearing flares is to either wear high enough heels so that the bottom doesn't drag or pool at your feet or have them tailored to do the same if you are wearing flats.
Also, when looking for a flare pant or trouser, find one that is fitted in the thighs and butt to compensate for the wider pant bottom. It will make the whole pant feel slimmer.