Katie Holmes Is My Queen of Easy-Chic—I've Bookmarked These 8 Jeans-and-Flats Outfits

Some celebrities take on the mantle of being the red carpet’s best-dressed but you know what’s more difficult (and more indicative of true personal style) than that? Being unwaveringly good at churning out casual outfits that genuinely inspire how we dress IRL. That’s where Katie Holmes has become such a reliable and valuable source. No one does relaxed outfit creations quite like her in the A list world. She is photographed multiple times a week out and about in New York and her looks never feel contrived, difficult to emulate or full of trendy, faddy buys that will fast expire.

One area she particularly excels in is her laid-back denim and shoe combinations. She’ll often be hitting the sidewalk in flats and loose-fitting denim but each new outfit offers a little nuanced different from the former. Since autumn set in she has generated a number of brilliant formulas for denim- and flat-shoe-lovers to replicate for the rest of the season and well on into 2025. Yes, she’s also provided us with top-tier winter coat inspiration, some much-appreciated leggings guidance and introduced us to a brilliant high street handbag, but it’s the denim-centric looks that I had to compile into a round-up because they are so perfect for this low-key time of year. So keep on scrolling for the jeans-and-shoes formulas Holmes has patented this winter.

WIDE-LEG JEANS + PATENT MARY JANES

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Why it works: The eclectic grandpa vibes of Katie’s knit and light-wash jeans could be too serious with a loafer or brogue, so this more feminine shoe style brings a twist to the look.

HORSEHOE JEANS + LOAFERS

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Why it works: A directional pair of jeans needs a confident, directional shoe choice. Holmes’ square-toe, ruched loafers are up to the job.

LOOSE-FIT JEANS + RED FLATS

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