From Playdate to Real Date

Super-Adorable Sundress

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This dress just screams summer fun! Hit up the fair with your kiddos, then come back later in the night for some quality one-on-one time with your spouse (and funnel cakes).

To buy: Hyacinth Dip Hem Dress, $92

Bright Bottoms

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The perfect length for playing a little duck, duck, goose, these cute chino shorts will make you stand out in the crowd (and in the park!). Switch into a neutral or striped top and some bold jewelry to take on the night.

To buy: J.Crew Summerweight Chino Short, $50

Cute Romper

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This piece lets you romp around with your little one, then head to a movie and dinner date later. The “skirt” is actually shorts, which makes running around on the playground a tad less revealing.

To buy: BCBG Romper, $137

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Maxi Dress

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Stay covered and comfy in this bright dress. Wear it while cheering on the kids at the field (wear a wide sunhat and flats!) then rock some wedges and some earrings to grow up the look. Don’t worry ladies: It’s machine-washable.

To buy: Target Mossimo Maxi Dress, $35

Fun Blouse

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The playful print is pretty and it's loose for maximum comfort—pair it with some skinny jeans and a cute clutch for a night on the town.

To buy: Silk Chiffon Shirt, $143

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Colored Skinnies

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Add a burst of color with these skinny jeans. Pair with a T-shirt and Keds for daytime hanging, then switch to a silk tunic and wedges for date night revelry.

To buy: Madewell Skinny Skinny Ankle Colorpop Jeans, $90

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Sweet Skirt

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Pockets and the elastic band make this skirt a mom’s saving grace, while the design and style make it a lady’s favorite. Wear with a button-down shirt for classic styling and PTA meetings. Pair with a halter for a sexy look and dinner plans.

To buy: Target Mossimo Colorblock Skirt, $20

Sassy Skirt

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This maxi skirt covers you up and lets you keep up with your little ones while the slit in the skirt amps up the sex appeal.

To buy: Pleated Twill Skirt, $133

Tunic Top

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An awesome print keeps this top bright and summery. Pair with jeans for a fuss-free daytime look, then leggings and heels to take things up a notch. (Bonus: It has built-in bra support!)

To buy: Prana Kaley Tunic Top, $60

Party Top

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This top, with its empire stitching, is slimming and perfect for wearing under a cardigan during the day—so you can dare to bare those arms at night!

To buy: Roxy Leaf Den Tube Top, $31