The Only Boot Styles I'd Wear With Skinny Jeans
Seeing as I wear some combination of boots and jeans just about every day in the colder months (at least six days a week), I've become pretty picky when it comes to my pairings. After all, with so much practice, I like to think I’ve learned a thing or two about which combos look best and what feels the most current. Since skinny jeans feel like they're simultaneously among the most popular denim choices but also one of the trickiest to style with boots, today I thought I'd share the top three types that I like to wear them with. Keep reading to see what they are, read about why, and, of course, shop my picks for each.
1. Sock Boots
In my opinion, sock boots (and any other very slim-fitting ankle boots) are the easiest to style with skinny jeans because they slip under them, creating an elongating and really flattering look.
Shop sock and slim boots:
2. Over-the-Knee Boots
While knee-boots and midcalf boots can be easily paired with straight-leg jeans, over-the-knee boots not only look best with a skinny style but are also easier to get on your feet.
Shop over-the-knee boots:
3. Hiker Boots
Something about the utility-inspired look of hiker and lace-up boots perfectly contrasts the sleekness of skinny jeans.
Shop hiker boots:
Up next: the best cute coats that are actually warm.
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.