Kris Jenner, Hillary Clinton, and More Celebrity Grandmas Who Redefine Ageless Style

Maria Ward

Kris Jenner, Hillary Clinton, and More Celebrity Grandmas Who Redefine Ageless Style

<div class="caption"> Meghan Markle with her mother Doria Ragland in 2018 </div> <cite class="credit">Photo: Getty Images</cite>
Meghan Markle with her mother Doria Ragland in 2018
Photo: Getty Images
<div class="caption"> Meryl Streep </div> <cite class="credit">Photo: Getty Images</cite>
Meryl Streep
Photo: Getty Images
<div class="caption"> Maye Musk </div> <cite class="credit">Photo: Getty Images</cite>
Maye Musk
Photo: Getty Images
<div class="caption"> Charlotte Rampling </div> <cite class="credit">Photo: Getty Images</cite>
Charlotte Rampling
Photo: Getty Images
<div class="caption"> Jill Biden with husband Joe Biden </div> <cite class="credit">Photo: Getty Images</cite>
Jill Biden with husband Joe Biden
Photo: Getty Images
<div class="caption"> Bianca Jagger </div> <cite class="credit">Photo: REX</cite>
Bianca Jagger
Photo: REX
<div class="caption"> Sally Field </div> <cite class="credit">Photo: Getty Images</cite>
Sally Field
Photo: Getty Images
<div class="caption"> Blythe Danner </div> <cite class="credit">Photo: Getty Images</cite>
Blythe Danner
Photo: Getty Images
<div class="caption"> Carole Middleton </div> <cite class="credit">Photo: Getty Images</cite>
Carole Middleton
Photo: Getty Images
<div class="caption"> Princess Caroline of Hanover at the Rose Ball </div> <cite class="credit">Photo: Getty Images</cite>
Princess Caroline of Hanover at the Rose Ball
Photo: Getty Images
<div class="caption"> Catherine Deneuve at the Saint Laurent Fall 2017 show </div> <cite class="credit">Photo: Getty Images</cite>
Catherine Deneuve at the Saint Laurent Fall 2017 show
Photo: Getty Images
<div class="caption"> Chaka Khan </div> <cite class="credit">Photo: Getty Images</cite>
Chaka Khan
Photo: Getty Images
<div class="caption"> Diana Ross </div> <cite class="credit">Photo: REX</cite>
Diana Ross
Photo: REX
<div class="caption"> Talita von Furstenberg and Diane von Furstenberg attend the Christian Dior Haute Couture Spring 2017 show </div> <cite class="credit">Photo: Getty Images</cite>
Talita von Furstenberg and Diane von Furstenberg attend the Christian Dior Haute Couture Spring 2017 show
Photo: Getty Images
<div class="caption"> Emmylou Harris </div> <cite class="credit">Photo: Getty Images</cite>
Emmylou Harris
Photo: Getty Images
<div class="caption"> Gladys Knight </div> <cite class="credit">Photo: Getty Images</cite>
Gladys Knight
Photo: Getty Images
<div class="caption"> Goldie Hawn </div> <cite class="credit">Photo: REX</cite>
Goldie Hawn
Photo: REX
<div class="caption"> Grace Jones and her son, Paulo Goude </div> <cite class="credit">Photo: Getty Images</cite>
Grace Jones and her son, Paulo Goude
Photo: Getty Images
<div class="caption"> Hillary Clinton </div> <cite class="credit">Photo: Getty Images</cite>
Hillary Clinton
Photo: Getty Images
<div class="caption"> Jane Birkin </div> <cite class="credit">Photo: Getty Images</cite>
Jane Birkin
Photo: Getty Images
<div class="caption"> Jane Fonda </div> <cite class="credit">Photo: Getty Images</cite>
Jane Fonda
Photo: Getty Images
<div class="caption"> Jessica Lange </div> <cite class="credit">Photo: Getty Images</cite>
Jessica Lange
Photo: Getty Images
<div class="caption"> Joan Collins </div> <cite class="credit">Photo: Getty Images</cite>
Joan Collins
Photo: Getty Images
<div class="caption"> Julie Andrews </div> <cite class="credit">Photo: Getty Images</cite>
Julie Andrews
Photo: Getty Images
<div class="caption"> Kris Jenner </div> <cite class="credit">Photo: Splash News</cite>
Kris Jenner
Photo: Splash News
<div class="caption"> Laura Bush </div> <cite class="credit">Photo: Getty Images</cite>
Laura Bush
Photo: Getty Images
<div class="caption"> Queen Elizabeth II </div> <cite class="credit">Photo: Getty Images</cite>
Queen Elizabeth II
Photo: Getty Images
<div class="caption"> Ruth Bader Ginsburg </div> <cite class="credit">Photo: Getty Images</cite>
Ruth Bader Ginsburg
Photo: Getty Images
<div class="caption"> Sophia Loren with Sasha Alexander and Lucia Sofia Ponti </div> <cite class="credit">Photo: REX</cite>
Sophia Loren with Sasha Alexander and Lucia Sofia Ponti
Photo: REX
<div class="caption"> Susan Sarandon </div> <cite class="credit">Photo: Getty Images</cite>
Susan Sarandon
Photo: Getty Images
<div class="caption"> Tina Knowles </div> <cite class="credit">Photo:REX</cite>
Tina Knowles
Photo:REX
<div class="caption"> Tina Turner </div> <cite class="credit">Photo: Getty Images</cite>
Tina Turner
Photo: Getty Images
<div class="caption"> Vanessa Redgrave and Joely Richardson </div> <cite class="credit">Photo: Getty Images</cite>
Vanessa Redgrave and Joely Richardson
Photo: Getty Images

This upcoming Sunday marks another Mother’s Day. But as much as everybody loves a great mommy-and-me fashion moment, grandmothers are worthy of their own recognition. After all, a quick gander at Hollywood’s grandmothers reveals that we have many to thank for rewriting the rules of what it means to master ageless personal style. Granny chic of all kinds has continued to show up on the runways at Gucci, including everything from oversize glasses and patterned twinsets to mink coats. And if Grandma can play muse to directional designers like Alessandro Michele, then it’s well worth taking a look at the real-life style notes ahead of Sunday.

Consider Doria Ragland, who became a grandmother last year when her daughter Meghan Markle and Prince Harry welcomed their first son, Archie. Well before becoming a grandparent, Ragland showcased a polished sense of style—especially when attending the couple's royal wedding back in 2018, dressed in a mint green dress and coat by Oscar de la Renta and a white fascinator hat. Since becoming a grandmother, she's continued that refined aesthetic.

Susan Saradon is another prime example of a grandmother with exceptional style. The actress played a washed-up Bette Davis in the FX hit series Feud, and yet, her wardrobe spans decades with ease. Case in point: the gold metallic Dr. Martens–looking boots she wore with a flame red jumpsuit on the red carpet in February 2017—a moment that proved her innate cool and recalled the street style shoe championed by the likes of Gigi and Bella Hadid. Also having fun with footwear is Vanessa Redgrave, who recently wore a menswear-inspired tuxedo with Gucci loafers—the most It of It shoes—to receive the Icon Award from British Harper’s Bazaar, supported by her daughter Joely Richardson and granddaughter Daisy Bevan.

Even accessories frequently associated with grandmothers can look surprisingly hip, as evidenced by Bianca Jagger. When Jagger wed Rolling Stones frontman Mick Jagger in 1971, she broke tradition by wearing a scene-stealing all-white suit, and she’s continued to take a trailblazing approach to dressing since. Now, she styles her suiting with badass jewel-encrusted canes and blacked-out sunglasses worn with a chain-link, granny-chic cord. Perhaps the ultimate add-on, though, is a younger man, as demonstrated by Kris Jenner. The grand-momager has been known to borrow clothes from daughter Kim Kardashian West and wear similar looks—like the glitter-flecked Balmain jacket and trousers she wore on a date night with Corey Gamble, a man more than 20 years her junior.

Carole Middleton also channeled her daughter Kate in a pretty blue sundress similar to the Jenny Packham frock the Duchess of Cambridge wore when she left the hospital after giving birth to Prince George. Proving the old adage “like mother, like daughter,” both Middletons elevated their ensembles with neutral patent-leather pumps. Diane von Furstenberg, on the other hand, took a subtler, though no less stylish, approach to twinning when she stepped out with granddaughter Talita, both sporting similar fur-embellished statement jackets from her brand, which popped against their coordinating all-black outfits underneath. Another fan of bold outerwear is Hillary Clinton: The grandmother of Charlotte and Aidan recently tried out a leather blazer bearing the same clean, classic lines as the Ralph Lauren suits she wore on the campaign trail. Pairing it with a printed blouse and a gold medallion for added swagger, Clinton proved that even the most rock ’n’ roll staples can be a hit at any age.

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Originally Appeared on Vogue