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Nobody likes having to cut a night short because you can’t spend another minute in your shoes. If you’ve experienced nights that ended prematurely (and/or with a surge-priced Uber ride home because you couldn't bear to walk six blocks), perhaps it’s time to reevaluate your “going-out” shoe situation. Sure, the sidewalks can be tough to navigate, but that’s no reason to resort to sneakers (though if that's your jam, rock on).
Instead, consider what makes for comfortable shoes — chunky block heels, platform rises, thick wedges, flat loafers, menswear-type oxfords, strappy laces that hold the foot in — and seek out those elements in classy footwear. To get you on your way, we’ve rounded up 16 perfectly fancy shoes that we swear will keep you walking into the night as the season morphs into a chillier autumn. Make no mistake: These are bound to step up your going-out game, big-time.