J.Lo Might've Just Worn Her Most Controversial Shoes Yet
Jennifer Lopez probably tries more controversial shoe trends in a month than most of us do in a lifetime. (Remember this Ariana Grande–approved style and these dramatic Christian Louboutin boots?) It's quite helpful that a driver is waiting to pick her up curbside every time she steps out the door. That said, we're not sure how she took even 10 steps in the ankle boots she just wore in NYC, as they're a whopping six inches tall with a thick inch-and-quarter platform. I consider anything four inches and up to be quite high, so I can't even fathom spending the day in heels as high as J.Lo's. But let's not forget J.Lo even dances on slippery stages in heels, so I'd say you could call her a professional.
Lopez's ankle boots are by Alaïa and touch on this past winter's hiker boot trend. You could say that the tread soles and the platform on these make them a little more walkable, but it doesn't change the fact that you're basically walking around on your tiptoes. To complete the look, Lopez wore her signature large gold hoops, a white tank top, long fur gilet, and paper-bag-waist black pants. Keep scrolling to see her shoes (in varying heel heights), along with more walkable high-heel hiker boots.
On Jennifer Lopez: Jennifer Fisher earrings; Hermès bag and bracelet; Cartier ring; Alaïa Velvet Platform Hiker Boots ($1630)
Shop the Controversial Shoes
Shop Less-Controversial Hiker Boots
Next up, the most controversial spring 2019 shoe trend.

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.
-
This "Ugly" Shoe Trend Is Officially Back From 2016—But This Time, It's BetterSpotted in London and NYC.
-
This Is the 2025 Way to Wear the Ankle Boot Trend Everyone Bought 4 Years AgoPSA: Don't toss them yet!
-
These Are the Surprising Shoe Trends Gen Z Is Styling With Everyday Outfits for the Rest of 2025Niche, weird, and unconventional.
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
-
This Is the Low-Key Color Trend People Are Suddenly Wearing More Than CamelEven Jennifer Lopez.
-
It's Here: The Elegant Shoe Trend Fashion People Are Trading Kitten Heels ForElizabeth Olsen is keyed in, per usual.
-
Forget Ballet Flats—Fashion People in Paris Prefer This Elevated AlternativeThe next It shoes are here.
-
If You've Already Ordered This Pretty Winter Trend Celebs Just Started Wearing, You Have Good TasteSpotted on It girls in Paris and NYC.

