Rocker Chic

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VIEW ALLOlivia elevates her crisp white button-down and distressed skinny jeans with the addition of a textured leather bomber jacket casually slung over her shoulders. A pair of cat-eye sunglasses lends to the rocker-chic vibe. You can get a similar pair from Westward Leaning here.
Style tip: A leather jacket is a timeless item that can be worn for years, so invest in a good-quality piece.
Photo: Splash News
White Out

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VIEW ALLDid Olivia Palermo subconsciously match herself and her dog, Mr. Butler, when she stepped out in this clean all-white ensemble and Aquazzura pumps? She gets our vote as the chicest dog walker around!
Style tip: Be mindful of how your whites look next to one another. Check them in different lighting situations before you head out the door to make sure one isn't so bright that it makes the other look drab or dirty.
Photo: Doug Meszler / Splash News
Classic Combo

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VIEW ALLOlivia looks effortlessly pulled-together for a quick pop outside with her pup. Wearing a black top, checked pants, and shiny black loafers, she completes the look with a classic red mani and trendy sunglasses.
Style tip: Even fashion icons have to get their inspiration somewhere! The black top with pants combo and the hair in a bun combo are classic Audrey Hepburn–style. Find a celebrity whose body type is similar to yours, and then channel her signature look on days when you don't want to have to put a lot of thought into your outfit.
Photo: Jason Webber / Splash News
Lady In Red

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VIEW ALLA true style icon knows that the best way to amp up classic blue jeans and a white top is with statement heels in a bold eye-catching hue like red.
Style tip: Try a flirty and fun pair of shoes like this one by Olivia's favorite shoe designer, Aquazzura. We also love this (less expensive) option from Steve Madden and this one from Ivanka Trump.
Photo: Kristy Sparow/Getty Images
Canadian Tux (with a Twist)

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VIEW ALLThis denim-on-denim look works because the socialite opts for a slightly darker tone of denim on the bottom instead of attempting to match the two colors.
Style tip: Wear a pair of nude heels to instantly elongate your legs. Here's a high-end pair from one of Olivia's favorite shoe designers, this is one of the most popular nude shoes of all-time, and this option is a great knockoff!
Photo: Webber/Splash News/Corbis
Not-So-Basic Black

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VIEW ALLThe star added a modern twist to classic black pleats with the addition of this season's must-have accessory: a pair of form-fitting over-the-knee boots in rich black suede.
Style tip: Tall boots are a great option when it's freezing out but you still want to wear a dress.
Photo: NCP/Star Max/FilmMagic/Getty
Snakeskin Stunner

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VIEW ALLIt's all about the accessories with this classic black ensemble. The snakeskin tote and ladder shoes are definite eye-catchers.
Style tip: Mirrored lenses work well when paired with metallic accessories.
Photo: ACE/INFphoto.com/Corbis
Golden Girl

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VIEW ALLFrom the gold belt around her waist to that amazing gold serpent bracelet on her arm, all the way down to the gold straps around her ankles, OP is one star who knows how to shine!
Style tip: When wearing black from head to toe, make sure your hair and makeup are on-point. Olivia's messy side braid even glimmers with golden highlights to match her accessories.
Photo: Gilbert Carrasquillo/Getty Images
White Done Right

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VIEW ALLOP channels the ultimate "It Girl" vibe in this white shirtdress ensemble. The red bag is a head turner, the booties add edginess to the outfit, and the sweater is the perfect layering piece to complete the look.
Style tip: Booties work better than a pair of heels with a casual shirtdress because they add to the relaxed feel of the outfit.
Photo: Gustavo Caballero/Getty Images for Sephora
City Chic

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VIEW ALLThe former reality show star (she appeared in the MTV series "The City") confidently combines black-and-white patterns, tossing in just a touch of red in her shoes and her manicure for added interest.
Style tip: Toss a jacket over your shoulders, and wear it "blogger style." It looks a little more relaxed than having your arms tucked into the sleeves.
Photo: Michel Dufour/Wireimage
Simple Sophistication

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VIEW ALLBlack pants with bold white stripes down each side are very slimming (not that she needs it!), and the top with sheer sleeves is just eccentric enough to make it interesting.
Style tip: Be consistent, and have a signature look. We've spotted that classic red mani in every slide so far! Get a similar look with Essie's A-List Red nail polish.
Photo: Christopher Peterson/Splash News/Corbis
#ShoeGameStrong

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VIEW ALLIf you learn nothing else from these slides, the top takeaway is that Olivia always finishes off her outfits with a great pair of shoes. There's a reason she has collaborated with some of Italy's top shoe designers, and it's because she knows the power of a statement-making piece of footwear.
Style tip: When you're highlighting a great pair of shoes, make sure your legs are in tip-top shape by moisturizing well. Here's one of our favorite moisturizers of all time.
Photo: Rindoff/Dufour/French Select/Getty Images
Pretty in Pink

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VIEW ALLSee what we mean? She managed to take a beautiful neutral-toned outfit and elevate it a couple notches with the addition of a stunning pair of pink heels.
Style tip: Olivia always looks like she just returned from a tropical vacation somewhere (probably because she did), but you can get that same faux glow by following our guide to applying a self-tanner.
Photo: D Dipasupil/Getty Images
Pretty Woman

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VIEW ALLThe stunner puts Julia Roberts's character in Pretty Woman to shame by making a pair of thigh-high suede boots appear classic and timeless.
Style tip: To tone down the va-va-voom vibe of thigh-highs, try mixing in menswear-inspired pieces like the long vest Olivia chose here.
Photo: Jacopo Raule/Getty Images
Color-Coordinated

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VIEW ALLPalermo stepped out in style when she sported a two-toned, fur-trimmed jacket and coordinating pants during New York's famous Fashion Week shows.
Style tip: Don't be afraid to mix textures. The metal-studded suede booties, fur collar, and shiny pants all work together because she stuck with the same color palette for the entire outfit: electric blue, brown, and black.
Photo: Daniel Zuchnik/Getty Images
Luxe Layers

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VIEW ALLWinter wear doesn't have to be boring, especially since the season provides plenty of opportunities to pile on the layers!
Style tip: When wearing neutrals in the winter months, add a pop of color near your face so you won't appear too washed out.
Photo: Splash News
Street Style

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VIEW ALLPalermo infused a bit of glamour into an otherwise casual outfit with the addition of a faux fur vest. The pop of red from her bag adds a punch of color and makes a bold statement.
Style tip: Vests are great for layering! This one pairs nicely with skinny jeans and her flowing top but would also look lovely peeping out from a warm winter coat. As winter winds down, you can find great sales on this trendy item!
Photo: Josiah Kamau/Buzz Photo via Getty Images
Risk Taker

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VIEW ALLA longtime fan of incorporating military-style pieces into her wardrobe, OP shows us how it's done in Paris by pairing structured pants with a simple cowl-neck sweater and a fur vest.
Style tip: Fashion is all about taking risks. Experiment with unique color combinations like the yellow/olive-green/navy one seen here. You might be surprised how much you enjoy stepping out of your comfort zone!
Photo: Pierre Suu/Getty Images
Metal Master

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VIEW ALLThe fashionista looks pretty and polished in this metallic skirt and matching top as she heads off to yet another fashion event. The gold heels echo the sheen of her skirt but still allow the bright and cheery ensemble to be the star of the show.
Style tip: Kick a colorful outfit up a notch with the addition of a bright yellow bag. This one is by Fendi, but you can typically find colorful options at Forever 21 and H&M for less than $50.
Photo: Jean Catuffe/Getty Images
Floral & Feminine

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VIEW ALLThe bold flower pattern on this top lends an edgy vibe to an otherwise romantic look that's perfect for spring. The skinny belt in gold tones adds polish and cinches Olivia's waist, while the nude pumps elongate her legs.
Style tip: Look for accessories that will complement your outfit. White Westward Leaning sunglasses with gold lenses echo the white in the dress and the touch of gold from the belt.
Photo: Dominique Charriau/WireImage/Getty