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Viewing all posts in: outfits

chicago lifestyle blogger hallie wilson wearing navy and white stripe culotte paperbag pants with a cute black v-neck sweater for fall on michigan avenue in front of the john hancock tower in chicago

In Full Transparency

... These are cab-to-curb heels.
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long-sleeve dresses to wear with sneakers in the fall

Goin’ Bare (Legged)

The darling dress I plan to wear year-round
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hallie wilson chicago lifestyle blogger wears best red lipstick from NARS and shares her advice on how to get out of a slump

How to Change Your Life in 20 Seconds

Plus, what happened when I put this into practice -- in dating!
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Miami on My Mind

Palm tree prints and pink pleats -- yes, it works! Here's why.
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Two Chic Ways to Style Your Sneakers

... and not to the gym.
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travel and lifestyle blogger hallie wilson at aurelien apartments river north downtown rooftop pool for rent

My ONLY Piece of Advice for How to Rock a Crop Top

Rain drop, crop to-.... Lolz had to.
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chicago blogger hallie wilson wearing one teaspoon freebird jeans circle ray-ban aviators_12

Shredded Denim

Every girl needs this easy ensemble on rotation
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chicago lifestyle blogger hallie wilson wearing white off-the-shoulder top striped culottes pants blush pink ralph lauren bucket bag ray ban icons 53 mm aviators

Striped Pants — and a Pep Talk

He-llo from the other side
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64 Must-Have Straw Bags (for Every Budget)

All shapes, sizes + occasions included.
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chicago lifestyle blogger hallie wilson shows how to wear wide-leg pants in the summer with a blush crop top and mini bucket bag mansur gavriel knockoff

How to Wear Wide-Leg Pants

Alternately Titled: Pajamas in Public
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