We Have a Thing for Boots—Here's How We're Styling Our Favorite Pairs This Fall

Anneliese Dominguez
·4 min read

All the Ways to Wear is a monthly series where we round up the personal twists the Who What Wear team is putting on one particular item, style, or trend. Whether it's the trending denim of the moment or the season's It print, we hope to inspire your daily outfits and increase the value on some of our favorite items.

I've gotten used to working from home—I really have. My bedroom-office situation is all set up, the coffee shop next to my apartment officially knows my order, and I think I've finally adjusted to virtual meetings. But there's one thing I just can't quite get used to, and it's not seeing my co-workers IRL. I not only used to be surrounded by some really amazing people but some really amazing outfits, too.

Last year, I remember being in awe of the fall looks that came from our team, especially when they involved boots. So I knew I had to hit up some of my co-workers for fresh styling ideas the moment I found some extremely cute pairs on Dolce Vita. When it comes to affordable, on-trend shoes, the brand is an actual goldmine. Naturally, the images they sent me exceeded my expectations. Keep scrolling for five outfits that are ready to be copied.

Michaela Bushkin, Senior Fashion Editor

I'm a sucker for a good midi dress during the Q (it's pretty much like a nightgown), so I was instantly drawn to this easy, breezy take. I love how these cool combat boots add the perfect amount of edge to an otherwise feminine look. And now that Michaela is officially L.A.-based again, I'll definitely be coming over to steal them. Don't say I didn't warn you, M.

Dolce Vita Prym Boots ($190)

Rahi Zoomie Midi Dress ($101)

Topshop Tilda Crop Denim Jacket ($58)

Pavoi Chunky Open Hoops ($14)

Jasmine Fox-Suliaman, Audience Engagement Editor

Whenever I'm looking for a way to elevate a piece, I can always count on Jasmine to show me the way. She's constantly serving looks on her IG and introducing ways I never would have thought to wear things. So when I asked her to send me an idea for a more dressed-up winter outfit, was I surprised when she sent me this fun colorful skirt and white bootie combo? Zero percent. Plus, you can ask any editor, and they'll tell you croc-embossed leather makes everything 10 times chicer.

Dolce Vita Kelsie Booties ($160)

Avec Les Filles Double Breasted Faux Leather Trench Coat ($143)

Zara Ribbed Knit Sweater ($30)

Free People Normani Bias Skirt ($64)

Cassandra Ahwah, Marketing Associate

There wasn't a day I'd pass Cassandra in the hallway at the office and not comment on how cute her outfit was. I'm particularly digging the bootie-meets-mules style she chose to pair with her leather Bermuda shorts and sweater. Fall days in L.A. aren’t always cold, so I like this option of a breathable pair of slip-ons, and let's just take a moment to acknowledge that cow print is having a moment.

Dolce Vita Lindsy Mules ($150)

Anthropologie Melissa Cable-Knit Sweater ($118)

& Other Stories Pull-On Leather Shorts ($249)

Madewell Dome Ring ($26)

Mollie Mandel, Associate Manager of Integrated Marketing

Mollie's look is basically everything you could want on a typical WFH day: It's casual, chic, and comfortable. Right now, she's dressing down her all-black booties with some easy jeans and a graphic tee, but that's not to say she didn't send me an option that included a minidress and blazer. Just saying.

Dolce Vita Bel Booties ($145)

Mango Leather Blazer ($400)

Agolde Lana Straight ($178)

Ganni Printed Cotton-Jersey T-Shirt ($105)

Anneliese Dominguez, Associate Editor

And last, but not least, me. Like Cass, I decided that this calf print deserved its own moment, and styled the pair with simple jeans and a chunky sweater so they could really stand out. They hit at the perfect spot on my ankle (which is hard to come by, tbh), are uber comfortable, and have already earned me tons of compliments.

Dolce Vita Serna Booties ($170)

H&M Knit Turtleneck Sweater ($20)

Levi's Ribcage Straight Ankle Jeans ($98)

Little Lifner Little Lady Bag ($333)

This article originally appeared on Who What Wear

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