The adage goes, “dress for the job you want, not the one you have.” Enter boyfriend jeans and a low bun, which is what I imagine every great fashion editor dons as she barks coffee orders to frazzled interns (I dunno just some very original scenario I dreamt up). But to be honest, boyfriend jeans are sometimes a challenge for me. My primary issue is fit: I regrettably took the word of some kid at the Georgetown Levi’s, who insisted that the cool way to wear 501s is to have them hang very low on your hips. So I did what any self-respecting shopper with crippling anxiety would do: I bought the size he recommended and took them to a tailor the next week. I actually cut the hem at the ankles myself, because I needed more convincing to embrace these denim duds. I highly recommend this trick- it can give almost any pair of lackluster jeans a new appeal.
My secondary obstacle in pulling off boyfriend jeans is pairing with the right pieces up top, so as not to look too frumpy. They key is to avoid anything too form-fitting (think Channing Tatum in a wife beater and camo cargos- okay, okay, come back to me now), but also anything too loose or shapeless. This sequined tweed jacket with bell sleeves is hard not to love, but it’s especially appealing when an outfit needs a little added structure and flair. I kept the top underneath basic enough, with just a little lace and pleating for some fun extra textures (also: not too form-fitting, not too loose). And because I hate stilettos with a fiery, uncoordinated passion, I will always opt for block heels. This leopard-print pair is so comfortable, and packs just the right playful punch to give this look a little sophisticated edge.