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The Dainty Heel
When deliberating between a plain black dress shoe and a more interesting option, we’ve definitely talked ourselves out of the latter, sighing that it’s just not practical enough. But worn with easy daytime essentials, a glossy red kitten heel feels less like a one-outfit wonder than a useful pop of color. Balance out its demure silhouette with oversized pieces like high-waisted boyfriend jeans, a cozy sweater, and a shearling-lined coat.
The Fancy Flat
A bright metallic slip-on is a blessing for a long night on the dance floor, but electric violet can feel a little intimidating pretty much anywhere else. Take a cue from this style’s sleek shape and pair it with an equally svelte trousers-and-turtleneck combo to steer it in a more buttoned-up direction. While black pants would feel too after-hours here, glen plaid lends the right preppy-polished touch.
The Sparkly Pump
Half the time we go out it’s because we get to wear something glittery (#noshame). But that doesn't exclude a shimmery shoe from more low-key looks. A showstopper like this one blends in among other standout textures, such as pleated faux leather and plush, furry trim. A graphic crewneck sweatshirt and soft-knit beanie further neutralize any formal-feeling vibes.
The Barely There Bootie
With its beautifully clean curves, this skinny-heeled suede option is a solid anchor for a party dress or slinky jumpsuit. Take it for a second (or third) spin while the sun’s still out by layering a long, tie-waist denim jacket — worn as a dress — over striped pants. A playful printed bag and modern pearl-drop earrings round out the arty, eclectic look.
The Pin-Up Peep-Toe
A gold, ankle-strap pump doesn’t immediately seem like something you can pull off outside an occasion involving Champagne and shrimp cocktail. Thankfully, the fashion world (and its many street style stars) is still all about juxtaposing socks with a dressier shoe. A slim, not-too-tall pair softens the bombshell style of this heel just enough.