Winnie Harlow Is a Stylish Jetsetter in Bra Top & Bike Shorts Set With Lug-Sole Stompers

Winnie Harlow boarded her flight in style yesterday as she headed off for a tropical vacation.

The Jamaican Canadian supermodel, 25, was clad in a gray bra top teamed with matching bike shorts.

For footwear, Harlow selected tan lace-up boots with a lug sole, one of the season’s current trends. The comfortable-looking shoes appeared to be fabricated from suede.

Harlow accessorized her ensemble with a diamond choker necklace and wore her hair in long braids going down her back. Completing the look, the A-lister carried a see-through Chanel purse, which appeared to contain gum, makeup and other in-flight essentials.

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🤎take my hand?

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Taking to Instagram today, the influencer shared an image from her beach vacay. In the photo, Harlow sported a neon striped bikini from I. Am. Gia. The bathing suit is available to shop from the Australian label’s website. The top retails for $35, the same price as the bottoms.

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Winnie Marley ⛅️

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Harlow announced last week that she has become Puma’s latest brand ambassador. The star wrote on Instagram that it was “really important” to her, given recent national unrest regarding police brutality and racial inequality, “to partner with a brand that gives me the opportunity to champion people and organizations working to make meaningful change.” She said her first act alongside Puma will be to donate product to The Trayvon Martin Foundation to support the organization’s summer STEM camp.

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I am excited to finally announce that I’m the newest @Puma global ambassador!!! Situations over the past few weeks have highlighted the injustice, inequality and police brutality faced by black people both in America and around the world so it was really important for me to partner with a brand that gives me the opportunity to champion people and organizations working to make meaningful change. I have always been inspired by the amazing @sybrinafulton and my first act alongside @puma will be to work closely with @thetrayvonmartinfoundation where we are making a product donation for their summer STEM camp In times like these, it’s important to remember grassroots organizations that are working to create change at the local level and I am excited to begin this journey with my @puma family. We’ve been working on several projects over the last few months, that I’m excited for you all to see in the coming weeks. 💙💙💙👟👟👟

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Harlow has walked the runway for plenty of notable labels such as Tommy Hilfiger, Laquan Smith, Ralph & Russo and Prabal Gurung, as well as appeared in campaigns for the likes of Saks Fifth Avenue, Nike and Diesel. In addition, the American’s Next Top Model alum made a foray into the shoe space for fall ’19, when she collaborated with Steve Madden on a collection of on-trend styles including oversize, slouchy over-the-knee boots, strappy stiletto sandals and chunky block-heeled booties.

Below, we’ve rounded up a selection of boots to help you get a similar look to Harlow’s.


Dolce Vita, work boots
CREDIT: Courtesy of Bloomingdales
To Buy: Dolce Vita Women’s Rubi Hiker Boots, $85 (was $113).

Skechers, work boot
CREDIT: Courtesy of Amazon

To Buy: Skechers Work Women’s Brooten, $70.

Timberland, work boots
CREDIT: Courtesy of Nordstrom

To Buy: Timberland 6-Inch Waterproof Boots, $170.

Click through the gallery to see how more celebrities style their bike shorts.

All products featured have been independently selected and curated by our editorial team. If you buy something through our retail links, we may earn commission and the retailer may receive certain auditable data for accounting purposes. 

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