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THE WHITE BUTTON-DOWN
The quintessential 9-to-5 shirt can extend its working hours by getting tucked into a a formal skirt and worn with the sleeves unrolled and buttoned at the wrist. chooses a sequin maxi, but it pairs just as well with a sparkly mini.
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THE MOTO JACKET
If you restrict your leather jacket to jeans, skirts and the occasional dress, you’re missing out on one of the best ways to wear it – with a gown. The closet staple looks killer with black-tie attire and way cooler than an expected blazer (as demonstrates).
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STRAPPY JEWEL-ENCRUSTED SANDALS
If you take out your pair just for weddings, it’s time to open your eyes to their versatility. While you shouldn’t don them for interviews and Sunday fundays, they work when the sun’s up, as long as the rest of the outfit is casual, but polished. (Think: Casadei heels with skinnies, a tee and a blazer.)
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THE STRUCTURED BLAZER
What you wear it with (pants vs. a silk dress) has as much to do with how you wear it. Olivia Palermo styles it as a cape, which is how women signal in the wild that they’re fashionistas.
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THE GRAPHIC TEE
You know how you keep yours in your gym drawer with your running shorts and yoga pants? Take it out next time you have a date. It dials down the uptight vibe of a black skirt and pumps. (Just be sure to tuck it in completely as opposed to doing the half-tuck Olivia Wilde demonstrates at left.)
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It’s all about changing up the accessories. ditches the casual beaded necklace for delicate gold jewelry, replaces her tote with a clutch and puts on heels instead of booties. And of course, tucking in the top instantly makes any look more polished.
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CHUNKY BLACK BOOTIES
We knew these kicks played well with skinnies, but convinces us to try them with party dresses and fancy separates. The key is to pick a hemline on the higher side so your legs don’t look stocky.