I've Decided That Upper East Side Grandmothers Are the Blueprint—25 Buys I Want

"Old money," "steal wealth,” and "quiet luxury" are all buzzwords floating around right now. People are looking for a way to tap into these aesthetics, but many of them are looking right past the women who have already been doing it for decades: Upper East Side grandmothers. On a few recent scrolls through TikTok, I've noticed that this aesthetic is getting a lot of love, with fashion people piling on intentionally gaudy jewelry, oversize faux-fur coats, tweed jackets, and anything J.Crew.

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(Image credit: @thepouf)

In order to learn more about what an Upper East Side grandmother truly is, I tapped a local. Christina Grasso, creative director, told me, "I lived on the Upper East Side for years, and even still when I find myself Uptown, I love the way many older women dress and present themselves." She also gave me a bit of a capsule wardrobe to get the look, mentioning "a long faux-fur coat, a good pair of black cigarette pants, a crisp white button-down shirt or black turtleneck, pearls, and ballet flats." This honestly sounds like my kind of uniform, so I did some more digging and discovered a few pieces below that you must see if you're interested in embracing this aesthetic.

The Outfit Inspo

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(Image credit: @anoukyve)

The simplest way to describe an Upper East Side grandmother is a woman who pairs a tweed jacket and Birkin bag with classic denim.

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(Image credit: @abimarvel)

She lives for neutrals but isn't afraid of a pop of color, especially if that color is red. This outfit would definitely get her stamp of approval.

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(Image credit: @sylviemus_)

In her years of collecting fashion pieces and creating amazing outfits, she's learned how to play with proportions. When it comes to her sense of style, expect the unexpected.

The Shopping List

This post was published at an earlier date and has been updated.

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Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of experience in the fashion industry to the editorial team. Since joining Who What Wear in 2021, Sierra has made her mark by expertly blending luxury and accessible fashion content. Whether she's decoding the latest runway presentations or crafting a perfectly curated shopping list, Sierra's keen eye and relatable approach have solidified her as a trusted voice in the fashion space. She's also reported on major industry events like Paris Fashion Week and lent her expertise to red carpet coverage, ensuring her audience gets an insider's view of the most glamorous moments in style. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. Her ability to translate editorial expertise into viral social media content sets her apart, seamlessly bringing her articles and personality to life for a new generation of readers and followers. A graduate of the University of Notre Dame, Sierra brings a unique perspective to the fashion industry that is informed by her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.