With an internationally recognizable face and an already impressive resume that includes some of the biggest brands in the fashion world, Winnie Harlow is a supermodel who has broken through and forced the hand of conventional beauty standards. The Canadian-Jamaican has successfully merged the lanes of culture, fashion, and entertainment in a way that has become a signature statement in and of itself.
After competing on the 21st cycle of America’s Next Top Model, Harlow connected with fans with stories of survival, bullying because of the skin condition vitiligo, and suicidal thoughts. Her candor and conviction are important components of her journey and currently, she stands atop the fashion heap as a formidable businesswoman who continues to ascend.
Whether on the runway, as a brand ambassador for Puma, or killing it on red carpets, Winnie Harlow’s look is bold, fresh, and always on-trend. Here, we curate some of her most arresting looks over the years.
Winnie Harlow takes the fairy tale life and turns it into reality in this pale peach gown. Appearing on the red carpet of the Cannes Film Festival, Harlow strikes a winning pose in a fitted bustier with a side zipper and flowing tulle skirt. With dainty drop earrings, a gold bracelet and gold rings accentuated with a gorgeous necklace, Winnie is a vision. A star is born!
Winnie takes it to the streets and does denim justice in this look that is pitch-perfect for the city. In a nude, long-sleeved, full-neck top, Harlow pairs it all together wearing an inside-out denim jacket, and deconstructed slim-fit blue jeans tucked into glittery high-heeled lace boots from Jimmy Choo. Add a golden sling bag, statement earrings, and jeweled waist chain, and Winnie is the queen of casual chic.
Playing up her svelte, statuesque frame, Winnie takes to the Louvre Abu Dhabi Museum in a floor-length sheath gown that hugs every inch of her body to perfection. Harlow dons gloves and turban of the same black velvet, with gorgeous tassels adorned with gold and gold earrings. On her neck hangs elaborate gold chains, while on her wrist and fingers, she dons gold bangles and rings that stand out in contrast to the sheer black dress. Winnie matches the iconic location with a look that is simply irresistible.
Harlow captivates in a colorful print spaghetti top dress. The theme of the photo is deep red and gold, from her flowing red hair, thick plated gold chain, gold earrings, and bangles. Her heels are gold, with the shoe replica of the wide-plated gold on her neck, and on her wrist are gold bangles and gold rings on her fingers. Complete with a black handbag with intricate gold trimming, Harlow gives the color red a sexy, sultry appeal.
Harlow is ready to take the plunge in a V-neck black dress made of sheer material, with a bust designed from soft leather. Underneath the dress is a full orange bodysuit, which Winnie pairs with thigh-high chunky heel boots that fit like a glove. Armed with a Burberry sling bag on a gold chain; her only accessories are dangling gold earrings, a necklace, and a bangle. The concrete jungles don’t stand a chance!
Harlow takes to the runway in this photo, donning a flowing haute couture gown from Iris Van Herpen. The cream-colored regal gown has a vampire neck with a plunging neckline. The piece is a button-down featuring a montage of colorful faces in swirling lines printed on either side of the dress. Her hair is in a single plait held up across her head from ear to ear, forming a crown – a fitting touch for a princess of fashion.
In this fun photo, Winnie takes the stereotypical Barbie trope and turns it on its head in a breathtaking hot pink mini dress. Her shiny, strappy corset dress has some ruffles on the bust, then dramatically flares out at the waist in short frills. In one hand, Winnie holds a tiny hot pink and ruffled handbag, and in the other, a pair of strappy hot pink heels. Her hair is held in a bun, showing off her gold necklace, with several gold rings on her fingers and a wristwatch to complete the look. From head to toe, Winnie is the undisputed belle of the ball!
Harlow takes to the night in a stunning, all-black sheer dress for the annual amfAR event in Nice. The dress is a ribbed strapless corset bodysuit that flares out from the waist into a wide-flowing skirt that opens at the front. Wearing strappy heels that tie in a zigzag pattern to her shin, Harlow’s jewelry is minimal with silver earrings, a bejeweled silver necklace shaped like a snake biting its tail, and a simple silver bracelet to complete the look. With her petite frame and gorgeous poses, Winnie owns the look and the evening!
For this year’s Met Gala, Winnie chose to team up again with the legendary label Iris Van Herpen in a white mini dress whose front has a giant white flower made of organza on both the front and back. In the middle of both flowers are black lines that extend outwards like tendrils. On her head, Winnie wore a crown with leaf-life gemstones and feather embellishments. The avant-garde dress and bold mascara effortlessly brought the future to the present in a singular style.
Winnie is always ready for her close-up and for the annual Vanity Fair Oscar party in 2022, she opted for a lavender off-shoulder and floor-length dress. Colossal gold safety pins strategically hold together the evening gown, which features a thigh-high slit and a dramatic asymmetrical neckline. Harlow accessorizes with diamond drop earrings and a tiny gold handbag, her hair cascading in elegant waves down her back. On her feet are gorgeous gold heels with a huge gold-plated strap, the final touch in a seriously sultry look!
In memoriam of her history and in commemoration of her ancestors, Winnie takes to the National Museum of African American History and Culture in D.C. wearing a flowing brown leather coat with fur lining the neck and the wrists. Underneath, she combines her jacket with white pants and a white turtleneck. Pairing her ensemble with a small leopard-print clutch, simple gold hoop earrings, and minimal makeup, Harlow hits the scene coming and going.
Black and bombastic is the vibe for the Christian Cowan collection as Winnie struts the runway wearing a white body-hugging midi dress with a thigh-high slit. The gown has tiny silver polka dots printed all over it, and on her head a flowing white veil, with two enormous feathered wings attached at her shoulders. With minimal makeup on and no jewelry, the drama is all about the dress, and Harlow has the look that keeps sartorial pages turning – an ethereal, otherworldly visual.