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5 Trendy Outfits to Wear With Thigh-High Boots This Fall


Each season, some frontrunner trends emerge that define fashion for the season. So, which ones will win out this fall? According to the F/W 20 runways, thigh-high boots are destined to be huge. Spotted in the collections of trend-defining brands like Bottega Veneta, Proenza Schouler, and Khaite, you can bet that thigh-high boots are about to be everywhere.

Rather than the looser silhouettes that were popular in past seasons, we’re seeing tighter, more sock-like silhouettes taking over. The sleeker shape makes them the perfect layering piece to wear underneath everything from coats to Bermuda shorts to long dresses. In some cases, you can almost think of them as a substitute for pants because that’s how we frequently saw them styled on the runways. If you’re looking for some inspiration for how to wear thigh-high boots outfits for fall, here, see some on-trend looks straight from the runways that you’ll be sure to see the fashion set repeating very soon.

Bermuda shorts are the trend we see getting reinvented each season in the way that they're styled. For fall, that means tall boots tucked underneath, as seen at Saint Laurent's F/W 20 show. To replicate this outfit, look for sleek, glossy pairs with a heel that fit tight to the leg.

At Proenza Schouler, we saw thigh-high boots paired with oversize outerwear. Here, boots were worn in place of pants, so all you need to add is a great knit and a sculptural choker necklace.

At Bottega Veneta, flowy dresses got a fall upgrade with the addition of some sleek, flat over-the-knee boots. This is the ultimate easy two-piece outfit formula for fall. If you're looking for a comfortable boot that looks instantly polished, these are the ones to add to your closet.

I normally wouldn't think to wear over-the-knee boots with a more formal dress but at Alexander McQueen, they certainly made the case for the outfit pairing. Consider this the cool-girl way to wear an outfit that would typically be styled with heels.

Looking for a way to breathe new life into your summer dresses? Look to Khaite for some inspiration, where the brand showed mini dresses layered with coats and over-the-knee boots. The perfect transitional look, if you ask me.

Next, discover the 25 cool fashion finds I'm obsessing over right now.