You’ve done the boat shoe, you’ve exhausted the loafer. So what’s next? This fall, we’re making the case for a fresh take on a familiar favorite: the derby and the brogue. A menswear mainstay, designers and street style stars alike have shown us that the best brogues and derbies for women can be styled in invigorating and unexpected ways, and we’re here for it.

If you’re wondering what exactly sets a derby, oxford, or brogue apart from, say, any other loafer, the answer lies in the laces. A loafer, by definition, is a slip-on shoe, while the derby and oxford are laced up styles (featuring “open” and “closed” lacing systems, respectively). And a brogue? That refers to those decorative perforations you can find on both derbies and oxfords, lending an even more traditional look. Whichever style you choose, it’s all about finding a favorite pair to wear your own way.

The style was definitely trending on runways this season. The slinky dresses and menswear-inspired separates at Victoria Beckham and Calvin Klein were paired back to shiny derbies with no socks in sight, a masterclass in how the “wrong” shoe can look so right. Elsewhere, Michael Kors and Bally paired their lace-ups with pleated trousers, but added treaded soles and extra buckles to toughen up the overall look. Models at Michael Rider’s debut Celine show, meanwhile, slipped into slim, almost gym shoe-like versions in leather.

Whether you’re inclined to keep it classic in borrowed-from-the-boys brogues and timeless tailoring, or you’re looking to soften derbies by teaming them up with elegant skirts and dresses, we’ve gathered the best ones to show you how to style them this fall.

Dressed Down

It’s all about contrast when it comes to styling a more masculine shoe. When paired back to a body-skimming knit dress and high-shine accessories, a bold brogue feels especially witty.

Prep in Your Step

From a timeless trench to a colorful polo, preppy staples are the perfect match for this pointy-toed pair of Michael Kors oxfords. A cropped kick-flare pant really shows them off.

9-5 Attire

A great pair of polished derbies should always be on call for in-office days. Worn with wide trousers, a matching sweater, and statement aviators (whether blue light blocking or prescription), it’s the perfect work look.

Weekend Chic

Why not slip into brogues for a Saturday stroll? This low-profile pair by Lemaire is equal parts luxe and relaxed, lending unbothered elegance to a cozy cashmere maxi and roomy tote.

A Ladylike Take

Keep it ever so classic in a tea-length skirt and rich cognac brogues. A chunky sweater lends modern proportions to this refined combo.

Back to School

Channel first-day-back energy in chunky derbies and a plaid mini. An oversized chore jacket and sleek handbag make the schoolgirl look all grown up.

What’s Yours Is Mine

Pairing a traditional perforated brogue back to a button-down (complete with tie) makes for a truly borrowed-from-the-boys look. Don’t forget to top it all off with a laid-back leather jacket.

Shop more: