“You’re So Square, You Have Corners” – Megan Draper (Mad Men)

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I bought my first pair of penny loafers a few months into my first job after college. I was working in a biotech lab when my trusty classic suede Puma sneakers started to look juvenile.

FYI: biotech work is very casual, and especially if you’re an entry level lab slave, you don’t want to wear anything too nice because it’s bound to get splashed with some kind of chemical that will ruin it. So, we all wore the same thing, some combination of jean, sweater, and closed-toe flat.

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So I bought a pair of serious shoes…black leather penny loafers. A few months later I felt they were a little too square for 22 year old me, and I rarely wore them after that.

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Fast forward quite a few years and now I enjoy dressing a little square. I’m also digging through the dark corners of my closet on the off chance my little black loafers escaped my past Goodwill donation sprees. So far, no luck.

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The turquoise ring in these photos was a very special birthday gift from my mom. It’s vintage circa 1865, and I’ve been eyeing it in my mom’s collection for years. I love everything from the gold band with bezel set diamonds, to the bright blue Persian turquoise stone, but especially that a woman loved and wore it during the end of the American Civil War. Was it purchased in happy celebration of the end of the war? Or maybe a gift from her sweetheart, returned safe from the front lines? An engagement ring? It’s these questions that make a piece like this truly special.

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:: photos – Mr. AN ::

Outfit details – LOFT shirt (altered) :: Blank NYC jeans :: Banana Republic belt :: Cole Haan loafers (similar) :: Valentino handbag (similar) :: Kate Spade watch (customized) :: Stella & Dot bracelet (c/o) (in silver:: Banana Republic stackable rings :: Vintage ring :: Essie “Ole Caliente” nail color

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