IWTBH Combos: Fall Dresses & Ankle Boots

Since it is officially boot season, I bring you some cute dress/bootie pairings to wear now with bare legs, and with tights all through the season. Let’s begin with the perfect mix provided by Mango — a loose animal print number and combat boots, which adds up to a stellar modern-grunge situation.

This All Saints dress calls for  a chic heeled boot like Rag & Bone’s sexy jodhpur.

Cos’ flirty black piece gets a dose of ’80s glamour with little red shoe boots.

Madewell’s floral frock feels cool with a Doen-y vibe when you add some suede lace ups.

I love dressing down a fancy lace dress  with something more sleek like these stretch witchy boots.

This cozy jersey piece gets a little horsey with some classic Ariat paddock boots.

Think of this as the dress version of a denim jumpsuit which. think is just screaming out for No. 6 wedge boots (mostly because I really want them).


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  1. I agree with RAH – I love combos because they’re really helpful in developing one’s stylistic eye. (And I really love that polo sweater dress!)

  2. I’m back out in the world working at a new job in an actual office and forgot what I’m supposed to wear to work. These combos have inspired me. Thanks.

    1. Good luck on your new gig! Whatever it is, I’m sure you’ll be the most stylish one there. 🙂

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