Oprah Wears $850 Chloé Sneakers and a Crossbody Bag for the Ultimate "Rich Auntie" Look
She's the blueprint.
Since the invention of TikTok, the fashion industry has been cycling through endless viral aesthetics—many of which are normal clothes with a whimsical name attached. "Quiet luxury," "old money," and "stealth wealth" are all just wearing neutrals, "cottagecore" is just existing in a white dress, and "coastal grandma" is really just liking linen.
And while the "rich auntie" look does have a more specific vibe, what it really boils down to is that big DINK energy. It's the way a grown woman dresses when she has a disposable income and no kids. She's comfy, she's stylish, and she's spending her money on designer bags, not diaper bags.
In the world of pop culture, there's no greater DINK than Oprah Winfrey. The billionaire talk show host is the embodiment of the genre, with her elevated but wearable personal style. (She's so iconic, fashion brand LaPointe recently released a collection in her honor, dressing the star in luxurious feathers and sequins and silks.)
Though everything she wears is a representation of the "rich auntie" aesthetic (given that she is, in fact, a rich auntie), Oprah's latest look is definitely one for the mood board.
While headed to Jimmy Kimmel Live on Sept. 17, she was photographed wearing the ultimate comfy-casual outfit, with a few luxurious details. Overall, her look was one of stylish functionality, featuring a denim-inspired flight suit that was cinched at the waist with a knotted belt.
Accessories, too, were along that same vein: gold statement earrings, a Brunello Cucinelli crossbody, and a pair of $850 Chloe sneakers. Hands-free and comfortable, her look was the ultimate for a wealthy woman on the go.
This is the DINK representation we deserve.
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Kelsey (she/her) is a freelance fashion editor and writer, specializing in e-commerce and fashion news. With more than ten years of experience in digital media, Kelsey has a knack for turning top-performing content into top-selling content. At Marie Claire, she provides witty celeb style commentary, unpacking the style choices of stars like Zoë Kravitz, Dua Lipa, Selena Gomez, and her fashion superhero, Rihanna. When she’s not tracking the personal style of Hollywood’s elite, Kelsey also covers designer collabs and industry news.
Before taking her talents to Marie Claire, Kelsey was the Senior Fashion Editor at Bustle, where she oversaw the site’s fashion coverage and launched a successful luxury handbag series called Secure The Bag. Prior to Bustle, she came from a six-year stint at Seventeen, during which she managed the team’s fashion and beauty verticals and led e-commerce strategy. In her freelance era, Kelsey contributes to publications like InStyle, Cosmopolitan, Glamour, and more. She also offers consulting services and content creation, in addition to writing and editing. Follow @klstieg on Instagram for 'fit pics and travel recommendations.
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