There are two Kendall Jenners, sartorially speaking: Kendall Jenner in New York and Kendall Jenner in L.A. and everywhere else. Both Kendalls are supremely stylish, but New York Kendall is especially chic and sophisticated. It's very apparent that she's gone for a tailored look every time she's visited the Big Apple recently, opting for pieces from designers like The Row and Frankie Shop. If you're looking for some chic back-to-business outfit ideas, she's your girl.
Now for an observation: Jenner was in New York last weekend, and almost every outfit she wore included a pair of baggy pleated trousers. No jeans, no dresses—just trousers. In particular, we've seen khaki pants in this style experience a major resurgence as of late, and Jenner clearly approves, given the look she wore by The Row around the city. And as far as shoes go, the only pairs Jenner seemed to pack were strappy heels and loafers, so take note.
Read on to see how Jenner styled her loose pleated pants in NYC, and shop a few of our favorite pairs.
On Kendall Jenner: The Row Big Sisea Shirt ($752), Wesler T-Shirt ($320), Phoebe Pants ($1690), '90s Bag ($990), and belt; By Far shoes
On Kendall Jenner: TheOpen Product Soft Stitch Cardigan ($199); Style Addict Nicholas Pants ($113); The Row Half Moon Bag ($1290)
On Kendall Jenner: Style Addict Nicholas Pants ($113); The Row belt and Half Moon Bag ($1290); Bottega Veneta Stretch Leather Sandals ($890)
Shop Baggy Pleated Pants
Next up: Lily-Rose Depp wore the pant trend Gen Z is making a thing.
-
Experienced Shoppers Are Styling Cowboy Boots With This Specific Denim Trend to Make Them Look Less CostumeyTake a page out of Kendall Jenner's style book.
-
If I Saw You in Any of These 15 Summer-to-Fall Transitional Outfits, I'd Think You Hired a StylistNice taste.
-
Put Down the Black and White Pants—This Is the Richer Color You Didn't Know You NeededElegant and on-trend.
-
What You Should and Should Not Wear to Every Major Sporting EventFrom a Liberty game to the French Open.
-
10 Outfits Europe's Chicest Dressers Are Wearing When They're *Not* on VacationStaying local is cool.
-
Just to Be Clear, *These* Are the Pants Fashion People in L.A. Are Wearing Instead of Basic JeansSpotted in Paris too.
-
The Coolest Outfits of Summer 2025 Are Actually the Laziest—Let Me ExplainEasy does it.
-
It's Now or Never—54 Last-Minute Amazon Prime Day Deals You'll Regret SkippingElevated basics, celeb dupes, luxe-like styles, and more on sale.
