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.
-
The Elevated Alternative to Black Loafers I Keep Seeing on the Streets of ParisCloset-staple status.
-
In Paris, Stylish Women Prefer This Timeless Trend Over Bombers *and* BlazersHere are 13 to shop.
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This SpringI feel strongly about this.
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood BoardsEverything inspiring our wardrobes this season.
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear ThemStealing these looks this season.
-
Spotted on the Streets of L.A.: The Chicest Shoe Trend to Wear With Black TrousersSorry, sneakers—it's not your time.
-
From Prada to COS—Here's Everything I Packed and Wore for Milan Fashion WeekA full breakdown.
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go for These 5 StaplesEffortless outfit ideas ahead.
