Chelsea boots, Beatle shoes, jodhpur boots -- whatever your preferred term, I love them. They’re a style of shoe that have no gender bias and can range in style from slick and classic to trendy and stylish. Depending on the occasion you can wear them dressy or tone it down for everyday wear. Best of all, they’re a shoe that has been around for a long time, so when they came back into trend I bought a couple of pairs -- one pair dress, one pair casual.
These are Stuart Weitzman Chelsea boots in brown suede. They’re absolutely perfect -- the material, the fit, the soles, everything. They slide on with ease and look great whether I’m wearing a skirt or a pair of dress slacks. Because the heel is slightly raised, they give a much more polished look to an office outfit than a pair of flat loafers but still provide a lift more comfortable than pumps. The toe is squared rather than round, which give my itty-bitty elven feet the illusion of being a bit longer.
Frye boots are some of the best boots you can buy and ohhh, man do I love these Chelsea boots! The leather is strong and sturdy and feels impenetrable. They were a bit tight over the bridge of my foot, but some rigorous use broke them in really quick. I can wear them with some cuffed jeans or an above-the-knee skirt for a quick jaunt into town for errands. I’m not afraid to get these shoes a bit dirty either as evidenced from some outdoor activities in the mud and rain over the weekend. They’re the right edge of tough and weathered to balance out a more feminine ensemble.
My normal looks aside, if you’re unsure about how to wear Chelsea boots, fear not! There are plenty of inspirational looks out there. Two I’d recommend are this Stylecaster gallery for women’s wear or this post on The Idle Man with some suggestions for menswear. My favorites are this simple jacket, T-shirt, and jeans ensemble and this pea coat and trousers number.
How do you wear Chelsea boots?