Wearing Cropped Jeans With This Type of Shoe Keeps Them From Looking Dated

Ah, cropped jeans. They used to be a non-controversial wardrobe staple, but these days, there's much debate about whether or not they're "in." I happen to be of the thinking that cropped jeans remain a wardrobe staple, even though full-length jeans feel a bit fresher these days.
What keeps cropped jeans looking current is what you wear with them, and Katie Holmes just provided a great example while walking around NYC. Holmes wore her wide-leg cropped jeans with an oversize plaid shirt and black scarf, but it was her shoes I was drawn to. Holmes opted for ankle boots that were high enough to be covered by the hem of the jeans. If you ask me, cropped jeans look the chicest with shoes that don't show any skin between the shoe and the hem of the jeans. It's subtle, but it makes a difference—trust me.
With that, keep scrolling to shop cropped jeans and mid-calf boots to wear together.
On Katie Holmes: Khaite bag; Saint Laurent boots
Shop Cropped Jeans
Shop Mid-Calf Boots

Allyson is a senior editor forBest Knockoff Luxury Clothing . She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories forBest Knockoff Luxury Clothing . 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.
-
Hold the Brown and Black Jackets—Experienced Shoppers Are Swapping Them for Ones in This Fancy Color
Elsa Hosk wouldn't lead us astray.
-
Not Classic Ballet Flats, Not Loafers—Everyone With Cool Style Will Be Wearing These Shoes With Black Trousers in Fall 2025
As seen on Katie Holmes.
-
I Just Started Investing—31 Chic Pieces That Will Have Me Dressing the Part
Effortless and elevated is the goal.
-
Summer or Fall, This Is the Casual But Elegant Flat-Shoe Trend That Always Looks Good With Jeans
As seen on Jennifer Aniston.
-
Spotted on Zoë Kravitz on a Stroll With Harry Styles: Fall 2025's It-Girl Denim Trend
Their style is already in sync.
-
There's No Question—These 8 Fall Shoe Trends Will Make You Look Rich
Luxe outfits are in your future.
-
The Numbers Don't Lie: This Is the Only Denim Trend More Popular Than Baggy Jeans Right Now
According to data.
-
I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds FromReplica Store, Zara, and H&M
Did I mention they're under $250?