Super-Cute Spring Date Outfits for Every Occasion

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Janet Sahm Easter
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It's about time we get outdoors and enjoy the sunny weather—and with that brings fun dates! Inspired by these creative spring date ideas from real couples, we decided to decode the "What do I wear?" dilemma that tends to happen before dates, whether it's the first or fiftieth. A few of our favorite fresh ideas include taking a gardening class; packing a picnic and riding bikes; going on an adventurous hike; and wine tasting at a local vineyard.

Whatever you end up doing on your dates, it's important to be yourself and to be comfortable. It's probably not the best time to try something new or to squeeze yourself into something that doesn't fit. No one wants to be tugging or pulling their clothes (read: not fun). The outfits below are both cute and functional.

GARDENING CLASS//

date-garden

1. Joe Fresh, $29 / 2. Francesca's, $44 / 3. Nordstrom, $40 / 4. Uniqlo, $40 / 5. Soludos, $65

OK, some of you may cringe at the sight of overalls, but they're back again this season and cuter than ever. If you'll be covered in dirt and bending and lifting, overalls keep you covered and fit right in in the garden. Make them more feminine with a striped tee, pretty espadrilles, and simple stud earrings. If you don't want to go the overalls route, a great pair of dark-wash jeans will do the trick.

BIKE RIDE & PICNIC//

date-bike

1. H&M, $30 / 2. Nordstrom, $60 / 3. Toms, $179 / 4. Gap, $70 / 5. Keds x Kate Spade New York, $75

My husband and I love a long bike ride around the city that ends at one of our favorite parks for a laid-back picnic. And, I can say from experience, it's never a good idea to ride in a dress or skirt. The wind is tricky! A great pair of white jeans—a summer style staple—looks bright and feminine paired with a light chambray shirt. Covered shoes are always a good idea while bike riding, and these coral Keds are the perfect punch of color. With a trendy backpack and cool sunnies, you're set for the ride ahead.

ADVENTUROUS HIKE//

date-hike

1. H&M, $20 / 2. Nordstrom, $90 / 3. Topshop, $40 / 4. Gap, $50 / 5. Dick's Sporting Goods, $77

Whether you're the outdoorsy type or not, it's a good idea to be practical for hiking. But that doesn't mean you have to bust out your old college sweater and running shorts. Grab a great pair of trail shoes or your sturdy sneakers, and try a mid-thigh to knee-length cuffed jean short, which is super-flattering for anyone's legs. Show your personality with a fun graphic tee, and layer with a cool neutral hoodie. A backpack is key for water and snacks, and luckily there are a ton of chic picks in stores now, such as this peachy pink number.

WINE TASTING//

date-wine

1. Warehouse, $214 / 2. Bauble Bar, $36 / 3. Sole Society, $50 / 4. Oasis, $32 / 5. Oasis, $105 / 6. Sole Society, $70

You don't have to get your hands dirty for this one, but the comfy factor is still key. You'll be on your feet tasting and wandering around the beautiful grounds, so stylish wedges are the ticket for the day. This date is the perfect time to pull out your favorite sundress or midi skirt. Mixing dressy with casual is a great way to counter the fear of being overdressed for the occasion. We love the bright statement lace skirt with a simple silk tank and edgy suede jacket (be sure to layer for cool spring nights!). Throw on a pretty minimalistic necklace, and you're set for a romantic evening.