As much as I love trendy shoes, some outfits just work best with footwear that's a bit more classic and, yes, boring. It's not just me—I've been noticing the favoritism of "boring" shoes out in the wild. An outfit that's paired with anti-trend winter shoes is something I always clock, and more often than not, said outfits contain other equally classic pieces. Speaking of, I'm here to discuss a specific pairing I've spotted over and over lately: straight-leg jeans with low-heel ankle boots. To add to the boringness, the boots are often simple black leather ones.
Straight-leg jeans look chic with a myriad of current shoe trends, so the choice to pass them by is significant. In particular, I like that the combination doesn't compete with the rest of your outfit, and this time of year, our layered outfits can consist of many different pieces. I rounded up a few looks from this season that drive my point home and found a handful of straight-leg jeans and low-heel ankle boots to pair together. Scroll for outfit and shopping inspiration for this classic combination.
Outfit tip: A plaid shirt tied around your waist is the most 2025 way to wear the jeans-and-boot combination.
Outfit tip: Add a scarf coat for a dose of drama and elegance.
Outfit tip: Denim on denim looks especially chic when paired with burgundy ankle boots.
Outfit tip: If you'd rather not look too boring, accessorize with a studded leather belt.
Outfit tip: Adding a brown suede jacket will ensure you get all the compliments your heart desires.
Shop Low-Heel Ankle Boots
Shop Straight-Leg Jeans
