With 2016 fashion making a comeback, ankle boots are having a moment evvel again. Cameron Diaz is proof they go hand in hand with cropped pants and ankle jeans.
On March 19, the 53-year-old actor was spotted filming a new project in New York City wearing a pair of cream suede ankle booties with a bit of a relaxed scrunch that went perfectly with the vibe of her cozy flannel button-down, oversized robe cardigan, and slouchy hobo bag. I could tell, because you see most of the boot thanks to her straight-leg ankle jeans.
As Glamour has previously noted, ankle jeans have been on a bit of a come-down as puddle hems dominate spring 2026 denim trends, but any shoe girl knows that ankle jeans are often the best way to show off the look’s star accessory. In Diaz’s case, that meant opting for a pair of straight-leg ribcage jeans that feel much more current than the skinny ankle jeans we wore with our ankle booties in the mid-2010s. (Of course, those still have their place when styled correctly.)
Cameron Diaz on set in New York City on March 19, 2026
XNY/Star Max
Frame Le Sleek High Waist Ankle Straight Leg Jeans
Nordstrom
Astroel Ankle Boots
Amazon
The rest is basic wardrobe math. By contrasting the cropped hem with high-rise jeans and adding an extra-long sweater into the mix, Diaz avoided the leg-shortening effect ankle jeans can sometimes have. Then she let her ankle boots do the rest of the work.
Diaz applied a similar formula earlier in the week, when she was photographed wearing a pair of wide-leg cropped pants and lace-up combat boots with a black leather trench coat while filming her untitled rom-com.
Cameron Diaz filming on the set of an untitled romantic comedy on March 13, 2026.
MEGA
While the vibe of the all-black ensemble is a bit edgier than her cozy spring daytime look, they share pretty much the same silhouette while allowing the ankle boots to set the tone. Clearly, Diaz has found the most sensible boot and denim combination for spring 2026.
