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Eight Outfits That You and He Will Both Love

Sometimes the hardest outfit to put together is one that's interesting but not too interesting— something that's on-trend enough to impress judgy friends but not so fashion-forward it flies right over boys' heads (harem pants, shoulder pads and denim tuxedos come to mind).

From sweatpants to beachwear to cocktail dresses, these eight outfits fall right in that sweet spot. Neither costume-y nor too classic and conservative, they'll keep everyone happy...but most importantly YOU. (Which is good, because you'd be the one buying them.) Click through the slideshow below to see them all and shop them piece by piece.

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He'll like the high hemline, while you'll like the graphic print-mixing and perfectly oversize clutch.
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With a muscle tank, selvedge denim and sturdy yet pretty platforms, this version of the dude-approved jeans, t-shirt and heels combination feels much fresher.
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The skirt's high-low hemline is like the outfit: simple and a little conservative...but also a teeny bit flirty.
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How to be the low key, down-to-earth girl and still look put-together.
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Toughen up the obvious nod to Marilyn Monroe with cagey heels and a bit of punk arrowhead jewelry.
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Simple sandals don't feel high-maintenence, while the one-piece swimsuit is sexy and a little more covered-up, too.
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Pairing an Old Hollywood-style red dress with a slightly unpredictable, eye-catching shoe makes it way more modern.


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An updated spin on the lazy date night staple: asymmetrical black dress, tough accessories and a buttery leather moto jacket.


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