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Gap sweater, BDG jeans, Seychelles boots via Gilt, Prada sunglasses

I’m just breaking pearshape “rules” all over the place these days. I have spoken about my need for comfortable, walkable boots in many posts (here and here) and finally broke down about a month ago and ordered these Seychelles boots from Gilt. They were on mega sale and I know Seychelles is notorious for comfort, so I figured I would give it a go. I originally anticipated only wearing these with tights and skirts to minimize the breaking up of my leg line, but broke the mold last week with black jeans (baby steps, people).

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I surprised myself by actually loving the look and feeling so comfortable. I was proud of myself for wearing an item that i’ve long admired but been too afraid to delve into, and making it work for my body type. For now I think I will be sticking with tights and dresses/skirts or black jeans, but thought that the wide opening of the boot and a slouchy sweater helped to make this look flattering and chic.

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Reasons I chose these boots in particular: A) they are insanely comfortable, B) they have a wider opening at the top, key for keeping proportion and not pegging the leg too much, C) they have some detailing, keeping them tough rather than dainty.

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I’d love to hear your opinion, what do you think of ankle boots for pears? Have you tried the trend?