My Most Complimented Outfit Ever Is This Foolproof, 2-Part Formula That’s So Unexpected

Featuring the boot of the moment.

We independently research, test, review, and recommend the best products—learn more about our process. If you buy something through our links, we may earn a commission.

Cowboy boot + Babydoll Dress Outfit
Photo:

Getty Images

I work in fashion, but if I’m being honest, I can get pretty, well, repetitive with my outfits. Some days I’ll wake up thinking I’m going to put together this elaborate, four-piece ‘fit that features every single trend I’ve written about. Then, I realize, I’m just not in the mood and I proceed to reach for my trusty trousers, white tee, leather jacket, and white sneakers. Predicable, I know.

But a few weeks ago, I really was in the mood for something different. Maybe it’s because I had just purged my wardrobe and discovered all the things I had forgotten about in the piled-up mess that was my closet (I know, I’m bad), or maybe it's because I was finally ready to try something new (new season, new me?), but regardless of what propelled me to change it up, I’m so happy I did because it resulted in my most complimented outfit ever — and it only consisted of two pieces: a babydoll dress and cowboy boots. Pinky promise, that was it. It’s one of the simplest looks I’ve ever worn, but when I tell you I felt my most confident ever in it, I mean it.

Bytimo Floral Jacquard Babydoll Minidress

Nordstrom

Shop now: $195 (Originally $325); nordstrom.com

Rosette Black Boots

Ranch Road Boots

Shop now: $558; ranchroadboots.com

My babydoll dress was from Rumored, and though it’s no longer available, you’ll have no problem finding a babydoll dress because the options out there are practically endless. The defining feature of this mini style, though, is the loose-fitting, super-short silhouette and empire waist (it’s also what really sets it apart from others). It’s the perfect combo of sweet and sexy — not to mention, it’s ultra-comfortable; its billowy design also saved me during the many summer heat waves.

Though I’m definitely a sneaker girl, I didn’t feel like my white kicks added much to the dress, which is why I ended up wearing my go-to Ranch Road cowboy boots that might just be the most asked-about footwear I own. The first time I ever wore them, I was stopped by a woman on the street about 5 feet from my apartment; I proceeded to give her my spiel about them — that they’re so comfortable, look so cool, and are handmade in Spain. The same thing happened when I wore them with the mini dress, but even more so because the short hemline highlighted the boots. 

Here’s my theory with why I think people couldn’t stop complimenting my outfit: The babydoll-dress-and-cowboy-boots combo combines two totally different vibes. The dress leans more sweet and innocent and has a child-like feel (we all want to revert back to those days, don’t we?), whereas the cowboy boots exude an air of Western-grunge, a hardcore, down-and-dirty vibe that contrasts the virtuousness of the dress. It’s all about the unexpected, juxtaposed style because going the easy, anticipated route is not how I roll anymore. And being okay with going against the norm is where I realized what it really means to be confident.

Shop the two-piece combo I’m wearing all fall long, below.

The Athena Nap Dress in Bubblegum Gingham

Hill House Home

Shop now: $125; hillhousehome.com

Tecovas The Annie

Tecovas

Shop now: $295; tecovas.com

Isavel Marant Etoile Lanikaye Pintuck Pleat Tiered Cotton Babydoll Dress

Nordstrom

Shop now: $495; nordstrom.com

Franco Sarto Liandra Cowboy Boot

Shop now: $200; nordstrom.com

Open Edit Tie Back Babydoll Dress

Shop now: $69; nordstrom.com

Thursday Rodeo Boots

Thursday Boot Co.

Shop now: $199; thursdayboots.com

More from

Future of Fashion

Related Articles