I Wear Ankle Boots and Jeans Every Day—These Are My Favorite Combos
As I've probably mentioned a million times in the intros of my stories, I wear jeans a lot, and pretty much any time it's not too hot for it, my footwear of choice is some type of ankle boots. As you can imagine, this has landed me with quite the collection of both denim and footwear, but like all of us, I end up with a handful of favorites I wear on repeat every season, above all the others. Right now, this selection consists of four different pairs of jeans (two black, one blue, and one leopard) with six different pairs of ankle boots. Below, I’ll be showing you just what these are, telling you what makes each item so great, and of course, making it all shoppable. Well, go on and get started below!
These are my newest jeans, and I've been wearing them many days and almost any night I go out. They go so well with all boots, actually, but especially these super-easy and extremely comfortable Western ones from Paige.
Shop the jeans:
Shop the boots:
This is the first of three photos in this roundup where you'll see me in these Agolde Pinch Jeans that I'm obsessed with right now. I highly suggest everyone buy them. These Dr. Martens I paired them with in this shot are perfect for walking around the streets of NYC, and I'm confident will prove even worthier as we get more into winter.
Shop the jeans:
Shop the boots:
Up next, we have an older pair of (unfortunately no-longer-available) Citizens of Humanity jeans, which I've found a similar replacement for below, paired with my statement-making Anine Bing boots. I just love the contrast of the white star on the predominately black boots, and the Western touches all around.
Shop similar jeans:
Shop the boots:
Back in my Pinch jeans, here I've paired them with incredibly sleek, croc-embossed boots by Freda Salvador. I love how they give me some height without looking too dressy to wear in the day.
Shop the Pinch jeans in another color:
Shop the boots:
While I tend to keep my overall style (and color palette) pretty neutral, one of the few things I make an exception for is a good animal print. I love these leopard jeans by Paige so much, and they look perfect with my longtime-favorite simple black ankle boots from The Row.
Shop the jeans:
Shop the boots:
Last, but certainly not least, we have these showstopping python-print boots by Gia Couture, again with the Pinch jeans. If you want a standout piece that will still be easy to style and go with just about everything you'd wear black boots with, these are the shoes for you.
Shop the Pinch jeans in another color:
Shop the boots:
Up next? Shop 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.
-
These 31 Classic Nordstrom Anniversary Sale Finds Are the Key to a Rich-Looking Summer Wardrobe
Imagine the chic outfits.
-
Hello, Fans of Non-Skinny Jeans—These Styles From the Nordstrom Anniversary Sale Are Perfect for Fashion People
Don't miss out on the discounts.
-
It's Now or Never—54 Last-Minute Amazon Prime Day Deals You'll Regret Skipping
Elevated basics, celeb dupes, luxe-like styles, and more on sale.
-
Just so You Know, *This* Is the Denim Trend New Yorkers Wear With Loafers (Sorry, Skinny Jeans)
And they're on sale right now on Amazon.
-
I Shop for a Living—These 30 Elevated Fashion, Beauty, and Home Décor Picks From the Amazon Prime Day Sale Have My Attention
Chic, practical, and affordable.
-
Hailey Bieber Already Wore the Denim Outfits That Will Define Fall 2025
She's always setting the trends.
-
Oh Wow, Hailey Bieber's Go-To Denim Brand Is on Major Sale During Amazon Prime Day
Don't miss out.
-
If a French Woman Shopped the Amazon Prime Day Sale, She'd Instantly Add These 31 Chic Picks to Cart
Effortless and affordable? Yes, please.