Image Credit: U.S. actress Sarah Jessica Parker attends a press conference for an ice-themed ceremony held by skin care and colour cosmetics brand Artistry in Shanghai, China, 22 July 2011. — Photo by ChinaImages

Fashion knows no age, and these icons over 50 are proving it with their bold, timeless, and trend-setting looks. Whether it’s their fearless approach to colors, mastery of tailoring, or redefining the meaning of elegance, these individuals are inspiring a new generation to embrace individuality and confidence.

Let’s celebrate 16 incredible style icons who are not just keeping up with trends but setting them.

Iris Apfel

Image Credit: oliver king/Flickr

Iris Apfel, with her oversized glasses and love for vibrant colors, is a true legend in fashion. At over 100 years old, her eclectic style combines bold prints, chunky jewelry, and fearless layering.

She has redefined aging gracefully by embracing maximalism and proving that fashion is all about fun.

Helen Mirren

Image Credit: Alitex UK/Flickr

Helen Mirren is the epitome of elegance and sophistication. Known for her impeccable red-carpet choices, she mixes classic tailoring with bold choices, like her stunning pink hair at Cannes.

Mirren effortlessly balances glamour with a modern edge, inspiring women to embrace confidence at any age.

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Anna Wintour

Image Credit: Curly Sue/Flickr

The editor-in-chief of Vogue and a global fashion authority, Anna Wintour’s signature bob and oversized sunglasses are iconic.

Her wardrobe, filled with chic floral prints, structured coats, and statement necklaces, embodies timeless elegance while keeping up with the ever-evolving fashion world.

André Leon Talley

Image Credit: Caitlin McMullen/Flickr

The late André Leon Talley was a fashion powerhouse, known for his dramatic capes, bold colors, and larger-than-life presence. His eye for style and commitment to individuality made him a trailblazer in the industry and an enduring inspiration.

Naomi Campbell

Image Credit: DepositPhotos – CANNES, FRANCE – MAY 14: Naomi Campbell attends the screening of ‘BlacKkKlansman’ during the 71st Cannes Film Festival on May 14, 2018 in Cannes, France.

At 50-plus, supermodel Naomi Campbell continues to dominate runways and red carpets. Her impeccable style combines sleek, modern designs with a nod to her 1990s supermodel roots.

Whether in couture gowns or edgy streetwear, she redefines ageless fashion.

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Diane Keaton

Image Credit: DepositPhotos – Diane Keaton at Diane Keaton Hand- and Footprint Ceremony held at the TCL Chinese Theater in Hollywood, USA on August 11, 2022.

Diane Keaton’s menswear-inspired style is a masterclass in individuality. From tailored suits to wide-brimmed hats and oversized belts, Keaton’s fashion choices are unapologetically unique and have influenced countless women to embrace androgynous chic.

Sarah Jessica Parker

Image Credit: DepositPhotos -Actress Sarah Jessica Parker at 42nd Annual Peoples Choice Awards Arrivals at Microsoft Theater, Los Angeles, CA 01-18-17 — Photo by s_bukley

Best known for her role as Carrie Bradshaw, Sarah Jessica Parker’s real-life fashion is just as captivating. From her love of daring heels to her ability to mix vintage and contemporary pieces, she remains a style icon who proves that creativity never ages.

Cindy Crawford

Image Credit: DepositPhotos – Model Cindy Crawford wearing a Missoni dress arrives at the 6th Annual InStyle Awards 2021 held at the Getty Center on November 15, 2021 in Los Angeles, California, United States. (Photo by Xavier Collin/Image Press Agency)

Cindy Crawford exudes effortless elegance. Her wardrobe staples include classic denim, tailored blazers, and timeless dresses.

At over 50, the supermodel remains a beacon of understated glamour and casual sophistication.

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Jane Fonda

Image Credit: DepositPhotos – Book Club: The Next Chapter New York Premiere. May 08, 2023, New York, New York, USA: Jane Fonda attends the premiere of Book Club: The Next Chapter at AMC Lincoln Square Theater on May 08, 2023 in New York City. — Photo by thenews2.com

Jane Fonda is not only an activist but also a style icon who has embraced sustainable fashion. From rewearing bold gowns to making tailored suits look powerful, her commitment to making a statement through style is as inspiring as her advocacy work.

Jeff Goldblum

Image Credit: DepositPhotos – VENICE, ITALY – AUGUST 30: Jeff Goldblum attends ‘The Mountain’ photo-call during the 75th Venice Film Festival on August 30, 2018 in Venice, Italy.

Jeff Goldblum is the definition of quirky cool. His love for patterned suits, sleek glasses, and bold footwear has made him a favorite among fashion enthusiasts.

He proves that men over 50 can have just as much fun with style.

Tilda Swinton

Image Credit: DepositPhotos – Tilda Swinton attends the Only Lovers Left Alive photo-call during The 66th Annual Cannes Film Festival on May 25, 2013 in Cannes, France — Photo by arp

Tilda Swinton’s avant-garde approach to fashion is nothing short of mesmerizing. Known for her androgynous looks and bold couture choices, she continuously challenges conventional style norms and redefines what it means to be a fashion icon.

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Michelle Yeoh

Image Credit: DepositPhotos – Actress Michelle Yeoh at the 2nd Annual Academy Museum Gala held at the Academy Museum of Motion Pictures in Los Angeles, USA on October 15, 2022. — Photo by PopularImages

Michelle Yeoh’s fashion is a blend of elegance and modernity. The Oscar-winning actress effortlessly transitions from regal gowns to tailored suits, always adding her signature touch of sophistication.

Her looks inspire grace and confidence.

Lisa Bonet

Image Credit:DepositPhotos- LOS ANGELES – MAR 2: Zoe Kravitz, Lisa Bonet at the 2014 Vanity Fair Oscar Party at the Sunset Boulevard on March 2, 2014 in West Hollywood, CA — Photo by Jean_Nelson

Lisa Bonet’s bohemian style is iconic. From flowing dresses to layered jewelry and earthy tones, she captures a free-spirited yet polished aesthetic.

Bonet’s commitment to authenticity makes her a standout fashion icon.

Samuel L. Jackson

Image Credit: DepositPhotos -Samuel L jackson & LaTanya Richardson at the premiere for “Kong: Skull Island” at Dolby Theatre, Los Angeles, USA 08 March 2017 Picture: Paul Smith/Featureflash/SilverHub 0208 004 5359 sales@silverhubmedia.com

Samuel L. Jackson’s bold fashion choices, from vibrant suits to stylish hats, have cemented his status as a style icon. He embraces color and pattern fearlessly, proving that personality and flair are timeless.

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Catherine Deneuve

Image Credit: DepositPhotos – VENICE, ITALY – AUGUST 28: Catherine Deneuve attends the photo-call for the movie “La Vérité” during the 76th Venice Film Festival on August 28, 2019 in Venice, Italy

Catherine Deneuve’s classic Parisian style has made her a symbol of timeless chic. From trench coats to elegant dresses, her looks are a masterclass in understated elegance that continues to inspire.

Billy Porter

Image Credit: DepositPhotos- (NEW) DKMS Gala 2023. October 19, 2023, New York, New York, USA: Billy Porter attends the DKMS Gala 2023 at The Cipriani Wall Street on October 19, 2023 in New York City. (Credit: M10s / TheNews2) (Foto: M10s/Thenews2/Deposit Photos)

Billy Porter has redefined red carpet fashion with his bold, theatrical ensembles. From capes to tuxedo gowns, his fearless approach challenges gender norms and celebrates self-expression.

His style is a powerful reminder that fashion is for everyone, regardless of age.

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