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Unapologetically sport your Docs with these ensembles
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Doc Martens are about as close as you can get to a perfect shoe. They’re functional, fashionable, and appropriate for any age. If you’re over 40 and wondering if you can pull off these chic combat-style boots, don’t fret! There are tons of ways to seamlessly incorporate Dr. Martens into your wardrobe. So keep reading, because, in this article, we'll offer you plenty of outfit pairing options to show you that you can unapologetically rock your Docs well into your 40s and beyond!

This article is based on an interview with our celebrity stylist & confidence coach, Kalee Hewlett. Check out the full interview here.

Things You Should Know

  • If you’re nervous about wearing Doc Martens over 40, start simple. Pair the shoes with jeans or leggings and a simple tee or blouse.
  • Dress up your Docs by wearing them with nice trousers and a dressy top or blazer. If you have a longer boot, cuff your pant legs at the bottom.
  • Juxtapose the ruggedness of the combat boots with playful femininity by wearing them with a maxi dress or long, flowy skirt. Floral patterns look especially good.
  • Create a stylish yet functional aesthetic by pairing your Docs with a sweater and fleece pants during the colder seasons. Throw on a trench coat for flair!
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Jeans & T-Shirt

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  1. If you’re feeling a little self-conscious about showing off your new pair of Docs , start simple. Wear these shoes with one of your favorite form-fitting, solid-colored tees and a pair of jeans or jeggings. In this ensemble, you’ll see this shoe is truly timeless.
    • Plain black tights and a plain tee are another simple outfit combination that balance out the bulkiness of the boots. [1]
    • Add some simple accessories like a watch, necklace, and/or earrings to add some flair and elegance while still keeping a generally minimalist style.
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Skirt, Tee, & Long Sweater

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  1. Pair a simple oversized cardigan with a tasteful H-line and combat boots to elevate your look without appearing like you’re trying. Autumn is a perfect time to try this ensemble, since this outfit will keep you warm while your boots will make it easy to walk over falling leaves. [6]
    • If you prefer comfort, swap your pencil skirt out for a nice pair of gray or charcoal sweats. Their bagginess, combined with the bulk of the boots and the long sweater, will create a warm yet well-curated autumn look.

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