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19 Best 'Ugly' Shoes of 2020, From Dad Sneakers to Chunky Loafers


You know when a dog’s so ugly it’s cute? It’s cross-eyed, scraggly, and has a goofy sounding bark—but those unfavorable qualities somehow win you over, meshing into an adorable little package in the end. I’ve always admired people whose closets work like that. They’re so skilled at putting together offbeat outfits that are so wrong, they’re right. Embracing fashion faux pas can make a look ironically stylish, and a low-risk way to get it done is to reach for notoriously “ugly” shoes.

Reworking blacklisted styles is a favorite trick among the fashion set since the choice adds an unexpected twist and says you’re a rule-breaker and an individual—which is essential to having personal style. There’s something about knowing an item is off-limits and wearing it anyway that will never not be cool—so get inspired by five street style looks that will convince you to give dad sneakers, clunky flip flops and chunky loafers a second thought.

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20 Best Fall Shoes 2019 – Flats, Loafers, Sneakers, Slides, Heels | Glamour


Our weekends may still be taken up by poolside hangs, but fall is just around the corner—there, we said it!—which means it’s time to start planning our autumn wardrobes. And we’re starting from the ground up; after all, there’s nothing like a new pair of fall shoes to make the transition from summer to fall all the more bearable. We’re not quite in the ankle boot mentality just yet, so to kick up our seasonal shopping, we’re eyeing other on-trend silhouettes that are appropriate for colder temperatures. From slingbacks to square-toed flats, we round up 20 fall shoes worth adding to your wish list—sooner rather than later.



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Best Women's Loafers for Fall 2018: Easy and Stylish Flats and Platforms


During the summer wearing shoes is easy. All you have to do is slip your toes into a pair of sandals and you’re done. Fall makes things a little more complicated. It isn’t that boots aren’t amazing, but sometimes things get awkward when you try to pair them with jeans or with socks or with tights. But until it’s chilly enough to worry about that, may we suggest taking a look at the best loafers to wear this season.

Like with sandals, you can just shimmy into a pair of loafers and you’re done. Some of the best loafers right now don’t have backs (also known as ‘the mule’) which means you can wear them solo on a warmer fall evening. Some have platforms which means they give you the height of a heel with the ease of a flip-flop. Other look more like a slipper (complete with fluff and cushioning, thank you Gucci) which means you can basically roll out of bed and wear them right out. Almost all of them look great with tights or knee high socks as demonstrated by Chloë Sevigny and Alexa Chung.

So if you’re starting to think about what shoes are best to invest in this fall, loafers are probably the way to go. Shop below for our top picks and all the best ways to wear them.



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