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Tips & Trends | 5 Timeless Style Icons

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Anh Pham

Audrey Hepburn

Graceful and chic, Hepburn’s elfin beauty continues to inspire women everywhere. She didn’t wear ground-breaking attire; she simply knew how to dress for the times, as glorified in past photographs.

Hepburn carried a grace in even the simplest piece of clothing. Favouring clean lines, slim fits, and plain colours, she looked sleek and sophisticated no matter where she went. From the iconic Givenchy dress in “Breakfast at Tiffany’s,” to her popularization of the bateau neckline, simple, timeless pieces left trendsetters imitating Audrey Hepburn’s lasting influence today.    


Jackie Kennedy

Jackie Kennedy will forever remain a style icon. Hailed as the First Lady of Fashion, her signature looks continue to define her so many years later. Her basic pieces looked chic, whether she wore a belted trench or a pencil skirt. Her diplomatic and graceful persona shone in each piece, making her look effortlessly put together in the public eye.

Coloured headscarves, oversized sunglasses, and blocked jackets are well-documented looks, amongst the well-known pillbox hat and white gloves. Jackie Kennedy defined class, leaving many women after her continuing to emulate her cool style.


Sophie Gregoire-Trudeau

Gregoire-Trudeau may not be timeless yet, but her fashion sense is making waves across the country. She’s made it a priority to shine a light on Canadian designers, as photographed in Luan Matis, Markoo, and Greta Constantine. This new relationship has brought fresh awareness and praise to the fashion community.

From classic jackets, jumpsuits, and pencil skirts to chic ponytails and ball gowns, Gregoire-Trudeau carries a polished sophistication in every look.


The Olsen Twins

Mary-Kate and Ashley were style goddesses before anyone knew they would be. Despite having no formal education in fashion, the two have been involved in countless lines, having established two of their own: Elizabeth and James and The Row. Whatever style, women flock to their wardrobe to encapsulate a similar vibe.

The Olsen twins dress to observe – as evident from younger days as NYU students, in baggy knitwear and oversized shades. One brings elegant New York cool while the other mixes vintage with high-end grunge. They’re constantly spotted in chic, sophisticated staples, and these are pieces that go beyond fashion trends without fading out. The Olsen Twins know how to carry a look that works.


Sophia Loren

Bold eyes, red lips, and a curvaceous figure put Sophia Loren in the timeless style icon category. This Italian beauty knew the power of a fitted dress – whether sporting printed pleats or an LBD. Loren accentuated her slim wait in hourglass silhouettes and finished her look with a strong pout per the right shade of lipstick. Loren’s bold persona showed women what it meant to be sexy and stylish in the Sixties – a mantra that has carried across the decades.

Who are your timeless style icons? Let us know in the comments!

Designer Swap is Canada’s online luxury consignment shop and Toronto-based fashion blog. Find gently-used and pre-loved authentic designer pieces to purchase and read about the newest fashion, beauty, and lifestyle trends. Make sure to check us out on Instagram and Facebook!

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Images courtesy executive-women.com

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