We See You With Your Grandma Heels and It Bag, Kendall Jenner

Ah, we just love it when Kendall Jenner pulls something like wearing a tight minidress and heels in the middle of a weekday. That's exactly what she did yesterday in L.A., and that's exactly why she's a style icon in her own right. Jenner stepped out for a coffee date wearing a Christopher Kane leopard-print dress (casual), but it was what she wore with it that really got us excited: a Chloé C Bag, which happens to be the biggest designer It bag this season, and a pair of grandma heels, which encompass the low kitten and block heels that are trending so hard right now.
Jenner's eye-catching outfit combination actually utilizes a trick that we tend to do when wearing something bold: Pair it with low-key, more casual accessories so that it feels just a bit more practical and grounded. In other words, just do as Kendall Jenner does.
Keep scrolling to shop Jenner's look (including a similar, more affordable dress from Reformation) and more iterations of her bag and shoe trends.
On Kendall Jenner: Are You Am I Lyth Hoops $140); Christopher Kane dress; Chloé C Bag Mini ($1278); Stuart Weitzman Edith Pumps ($256)
Shop Kendall's look:
Shop more Chloé bags:
Shop more grandma heels:
Next up, shop Rihanna's new under-$500 It bag.
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
In Paris, Stylish Women Prefer This Timeless Trend Over Bombers *and* Blazers
Here are 13 to shop.
By Eliza Huber
-
Everyone Will Run to Buy This '90s Sandal Trend After Seeing What Hailey Bieber Just Wore
It's still going strong.
By Allyson Payer
-
There Are Bag Trends, and Then There Are Investment Bag Trends—That's What This One Is
Celeb approved.
By Allyson Payer
-
I Spent the Afternoon Scrolling Through Saks Off 5th—Wow, These Discounted Shoes and Accessories Are Very Chic
Sunglasses, bags, sandals, and more.
By Bobby Schuessler
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This Spring
I feel strongly about this.
By Allyson Payer
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood Boards
Everything inspiring our wardrobes this season.
By Anna LaPlaca
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear Them
Stealing these looks this season.
By Michelle Scanga
-
Spotted on the Streets of L.A.: The Chicest Shoe Trend to Wear With Black Trousers
Sorry, sneakers—it's not your time.
By Eliza Huber