I love dresses and skirts, but more often than not, I reach for pants. Usually, I wear jeans—both stovepipe and baggy styles—but when I want something more elevated, black trousers are my go-to. I typically pair them with ankle-length sock boots, soft leather loafers, and flip-flops. While all of these styles look chic with my bottoms, I've been searching for a new shoe pairing that's current, sophisticated, and perfect for fall 2025. Yesterday, I finally found my style inspiration in Katie Holmes's outfit.
While walking around NYC this week, Holmes wore a mid-length trench coat, a white button-down shirt, a pendant necklace, and black drawstring-waist trousers. In her hand, she held ALO's new Voyage Duffle, which launched today. This oversize bag was designed in L.A. by the ALO design house and handcrafted in Florence, Italy, by artisans with generations of experience making fine leather goods. Yes, the new duffle bag made her outfit appear expensive and fresh, but so did what she wore on her feet—square-toe ballet flats. As we all know, classic ballet flats with a rounded toe and vamp bow are a timeless and elegant option, but a square-toe design is what really elevates a simple outfit.
On Katie Holmes: Hunting Season Tagua Pendant ($275)
The next time you put on black pants and want to look luxe, throw on square-toe ballet flats—thank me or Holmes later. Keep scrolling to shop my favorite pairs.
Get the Look
I've been buying Zara's trench coats for many seasons now. They're affordable, durable, and chic.
If you still don't own a white button-down, why not?
When you're craving an easy outfit idea, reach for drawstring pants and a tee.
Essential for the fall.
Holmes's new favorite bag can take you from the office to the airport.
Will elevate any look.
Shop More Black Trousers and Square-Toe Ballet Flats
These look and feel like designer trousers but are half the price.
So sleek.
Celebrities like Hailey Bieber, Jennifer Lawrence, and Dakota Johnson always come back to Leset for its flattering and high-quality pants.
I own these in black and wore them to the ground last fall. This year, I'll be adding the rich chocolate-brown pair to my wardrobe.
These have an elastic band in the back, lending a comfortable fit.
In case you haven't heard, suede flats will be everywhere in fall 2025.
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It’s Almost Ridiculous To Believe These 27 Anthropologie Black Friday 2025 Finds Won’t Sell OutScore 30% off French-girl trench coats, cashmere sweaters, and more.
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Sofia Richie Just Wore the Specific Sweater Trend That Never Looks CheapHint: It's not fair isle or argyle.
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Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
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If You Want Your Sneakers to Look Elevated (Not Basic), Wear Them With These Pants Instead of JeansThis easy swap will work wonders to make your outfits look more sophisticated.
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I Just Introduced My Best Friend to Everlane—Here Are the 31 Chic Black Friday Finds I Sent Her WayUp to 50% off rich-looking 2026 essentials.
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The Non-Black Jacket Color Trend British and American Women Are Wearing to Look More Elegant This WinterIt looks expensive every time.
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Spotted in Las Vegas: 6 Trends F1's Best-Dressed WAGs Wore During the Grand Prix WeekendFirst-place trophies all around.
