Trust Me—Buy These 17 Ankle Boots
Trust Me—Buy This is a series where our market editor, Nicole Eshaghpour, makes her favorite real-life fashion finds shoppable for Who What Wear readers.
It's boot time: From newer, trendier finds to sleek classics, today I'm putting a special seasonal spin on my Trust Me—Buy This series and making it all about boots—because it's that time of year, and they just happen to be some of my all-time favorite staples. I don't know about you, but the second the temperatures drop to below 60 every year, I get into ankle-boot mode and pretty much avoid all other footwear. After all, there’s nothing easier to style with my daily uniform of jeans and a tee, and they are the next best thing to sneakers when comfort is a priority. Plus, they give any outfit a polished touch.
So, since I’ve spent my fair share of time researching, buying, and, of course, wearing them, I figured I’d put some of that effort to even better use and share my favorite finds with you. See and shop the pairs that are currently in my closet below, as well as some newer styles I have my eye on.
This is actually my most recent (and maybe one of my favorite) purchases of the season. The zips and nylon material make them easy to wear while all the little details such as studs and orange lining make them stand out and feel special.
I've talked about these Paige boots so much that I'm sure you've heard this before, but if you're looking for a sleek and freakishly comfortable pair of everyday ankle boots, these are 100% them.
I love pairing this cool pair of Western-inspired boots from Tamara Mellon with straight-leg jeans and a sweater. It's an easy outfit that still feels fashion-forward because the boots are so special.
The mid-height heel and almond-shaped toe make these comfy M.Gemi boots a great everyday pair—especially for work. They make you feel like you're a little dressed up, but you can still style them how you would flat boots.
Since fall began this year, I've been wearing these Jimmy Choo boots from last winter so much again. Mine (which are black velvet) seem to be completely sold out, but they're still in some sizes in this cool metallic color, and I highly recommend them for anyone in need of a nighttime option.
It's hard to get me to break from my all-black shoe wardrobe, but I will gladly do so for these snake-print ankle boots from Gia Couture. The print is so neutral you can wear them with anything and just let the compliments roll in.
I think these are probably the best under-$200 boots on the market this year. Perfect for walking around in, the thick lug sole and velvet material both lend themselves to a durable pair of shoes that still looks like a fashion find.
For a subtly trendy choice, look no further than this embossed black pair by Freda Salvador. The heel shape and material make them feel non-basic, but they're still simple enough for everyday wear.
Last, but not least, is one of my favorite investment buys: these The Row Ambra boots I've had for I believe three years now. The pointed toe and slim shape make them the perfect super-polished black daytime boots.
Shop more boots I have my eye on and just might buy next:
These remind me of an old pair of lug-sole lace-up Zara boots I bought a few years ago. I love the zipper on these both for the convenience and the cool factor.
These are the kind of boots you can wear with anything, and they'll make your outfit amazing.
Tackle two trends at once with this snake-print Western style.
You can never go wrong with black leather Saint Laurent boots. I still have a pair from six years ago that I wear all the time.
If you really want to treat yourself to something this holiday season, it doesn't get more luxe than Jimmy Choo winter boots.
These true leather Topshop boots look like a high-end vintage score.
As you can see, I'm very into not just Western boots, but black ones especially.
Up next: Shop 23 fall fashion finds I wore last month.
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.
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