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Dress by Occasion: Date Night

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1.Tommy Bahama Blue Grotto Dress,.Annie Faye sandals, Love Quotes Linen Knotted Tassel, GUESS hoop earrings

2.Laundry by Shelly Segal Sand Dollar lace dress, rsvp Rachelle pumps, Hobo International Rachel clutch, Dogeared Jewels Water Drop earrings, BCBGeneration Dream Weaver bangle

3.BB Dakota Audri Dress, MICHAEL Michael Kors York Sling, Hobo International Lauren clutch, Kendra Scott Maddy Earrings, Noir Jewelry Pave Bangle

4. Christin Michaels Bali Ruffle Blouse, Not Your Daughters Jeans Angie Trouser Premium Lightweight Denim,rsvp Paige sling-back pumps, Jessica Simpson Prima Donna satchel, Kenneth Jay Lane Pretzel Cuff, Dogeared Jewels Circle Necklace

When it comes to picking an outfit for a date, most women tend to try on multiple ones before settling on the perfect look. I think staying true to your personal style is a great starting off point when building your date night ensemble.

Also, keep in mind where you’re going on your date. If you’re headed to a dinner at that fancy new spot downtown, you might want to opt for a dress and some sexy heels. If you’re doing a movie and a casual dinner, a pair of jeans and flirty blouse is just right.

Most importantly, make sure your date outfit makes you feel sexy yet comfortable. It’s all about feeling good in what you’re wearing! Everything else will fall into place.

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Style Personality of the Day: Trendster

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Howe PJ Tech Cotton Blazer, Obey Revolution Nubby Tank, Obey Recon Cargo Shorts, Steve Madden Lande sneakers, Goorin Brothers Hammond, Ray-Ban New Wayfarer

He’s ahead of the curve, trend-savvy and not afraid to take style risks. The Trendster is always on the lookout for the coolest style pieces and coming up with interesting ways to wear them.

Our stylists put this particular Trendster outfit with fresh urban style in mind. The fashion-forward combo of a blazer, graphic tank and camo shorts are punctuated with sleek high top sneakers. Throwing on a cool fedora and classic Wayfarers rounds out this neo-urban look perfectly.

To see even more outfits for your specific style, check out our new and improved Shop by Personality page.

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Style Personality of the Day: Outdoor Woman

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The North Face Microvelour 1/4 Zip Jacket, Smartwool Women's Microweight Tank (underneath), Lole Trek Pant, Merrell Encore Strap mary janes

She loves the great outdoors and spending quality time taking in the scenery. The Outdoor Woman looks for comfort and performance when it comes to her overall style. Her active life demands outfits that can keep up with all of her outdoor adventures.

Our stylists put this ensemble together with the Outdoor Woman’s needs in mind. The cozy fleece pullover, hiking pants and comfy mary janes are ready for a leisurely nature walk.

For even more outdoor style outfits, check out our new and improved Shop by Personality page!

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Style Personality of the Day: Young Men

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Reef Umbrella Drink Tee, O'Neill Hudson Walkshorts , DC Block Spartan High sneakers, L-R-G Core Collection Tree New Era ® hat

He lives to ride and loves the laid-back life. Whether he’s in SoCal, the Midwest or the East Coast, his style is uncompromisingly chill.

Today’s outfit was put together by our stylists with the board-riding dude in mind. The beach-inspired tee, comfy shorts and high-top skate shoes are all about California style, no matter where you may be.

Cruise into the new and improved Shop by Personality pages for even more men’s outfits to make shopping fun and easy.

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Style Personality of the Day: Casual Chic

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Tommy Bahama striped top, Sanctuary Peace Shorts, Sperry Top-Sider Delray sandals, MICHAEL Michael tote, MICHAEL Michael Kors belt

She’s relaxed, laid-back and enjoys the finer things in life. The Casual Chic Woman is all about refined yet casual sophistication whether she’s on vacation or enjoying a leisurely weekend in town.

This seaside-inspired ensemble perfectly evokes sunny summer getaways. From the nautical-inspired Breton tee, to the crisp white shorts and flat sandals, this look says Hamptons-chic all the way.

To check out even more fabulous looks for different style personalities, go to our new and improved Shop by Personality page!

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Style Personality of the Day: Outdoor Guy

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Patagonia Spiral Path t-shirt, Prana Stretch Zion shorts, Simple Tuba sneakers

He lives to be one with Mother Nature. He’s always up for a weekend spent hiking, climbing and partaking in other outdoor adventures. The outdoorsy guy is all about casual, comfortable style.

Our stylists put this easy-going outfit together with cool comfort at the top of the priority list. The organic cotton tee, easy cargo shorts and eco-friendly sneakers are perfect for both laid-back or adventure-filled weekends.

Explore more laid-back, outdoor style in our new Shop by Personality page!

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Style Personality of the Day: Fashionista

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French Connection Princess Stretch Sequin Dress, BCBGeneration Lexie platforms,Tarina Tarantino cocktail ring

She’s trendy, always put-together, and adores accessorizing. The true fashionista is always in the know when it comes to fashion, and it shows.

Our stylists have created this star-studded ensemble for the fashionista’s night out. The super-sparkly mini dress is the star of the show, and the chunky platforms and a chic clutch round out this party-ready look.

To browse through even more outfits hand-picked by our stylists, check out the new Shop by Personality page. We’ve made it even more fun and easy to shop based on your own personal style. Happy shopping!

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Style Personality of the Day: Hipster

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Affliction Heroine Jacket, French Connection Stretch Stripe Dress, Sam Edelman Jaxon, BCBGMAXAZRIA Delfine Chain Clutch, BCBGeneration Rock Steady Heart Tassle Necklace, Lucky Brand Hammered Hoop Cross Earrings

She’s unconventional, fashion-forward and always ahead of the curve. The hipster is a breed of style maven that loves fashion, but is never a slave to it. She blazes her own path and loves to do interesting combinations to make a style all her own.

Today’s featured Hipster look is a modern iteration of the rocker chick. The bold striped dress paired with a sleek leather jacket adds up to an edgy yet wearable look.

Explore even more Hipster outfits as well as other style personalities in our fun Shop by Personality page!