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Fashion Times
Fashion Times
Lifestyle
Morgan Schimminger

Here's How Street Style Stars Do the Tricky Dresses Over Pants Trend Past and Present

Milan Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

The street style set loves layers. It's how you stay toasty while walking between runway shows in the winter. So it's not surprising that attendees learn to master the art of bundling up while still showing out. Which is why when the dresses over pants trend starting rearing its head, we knew where to look for inspiration.

Not every dress goes with every pair of pants. There's actually some sartorial strategy that needs to happen. Like highlighting a bright white long turtleneck dress with trousers in a slightly off-white shade and adding in a dark-colored wool coat to complete the look (see above). Or taking into account the bagginess of your jeans or if they're low-rise or wide-leg. Suit-style trousers and leggings directly impact what kind of footwear needs to be involved. It's also important to make sure that your dress of choice has enough space to place over your pants of choice. One of the best things about all of the potential pairings is that they make wearing dresses on the mini or micro side a whole lot easier.

Scroll down to uncover how street stylists style the dresses over pants trend.

Milan Spring 2025. (Credit: Courtesy of Launchmetrics Spotlight)

Tackle texture up top and on the bottom by layering a dress over pants both boasting gathered hems.

Milan Spring 2025. (Credit: Courtesy of Launchmetrics Spotlight)

Team a see-through lace dress with a black bustier top. Then introduce jeans into the equation for extra coverage.

Paris Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Dazzle by combining a sparkling silver creation with subtly textured pants.

New York Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Silky, almost pajama-like pants help make a colorful caftan almost seasonless.

London Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Complement a red and white patterned dress with white pants, a tan trench and a red scarf.

Paris Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Play a little peekaboo via a long dress featuring open sides. (You can always incorporate a sweater underneath on chilly days.) Match your pants to the dress to complete the outfit.

Paris Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Crochet dresses don't have to sit in the closet now that summer is over. Style your favorite with a cropped top and dark trousers. Drape a sweater over your shoulders in case wearing another layer becomes necessary.

Copenhagen Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Give off The Matrix vibes by sporting a black leather dress over black leather pants. If your dress is sans sleeves, layer a turtleneck underneath.

Copenhagen Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Slip a patterned dress over black trousers. Then work in a black leather jacket to really make the pattern pop.

London Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

If you've got a midi dress with a high side slit, wear black, slightly wide-leg trousers underneath to ensure modesty.

Paris Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Start with a striped button-down, then layer a black minidress on top. Pants with loose legs in a shade that complements the shirt cuffs is the best way to round out the ensemble.

New York Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Take the additional step of flaunting a black skirt under a minidress with an asymmetrical neckline, then slip on a pair of leggings. A shiny black jacket only ups the ante.

Paris Spring 2022. (Credit: Courtesy of Launchmetrics Spotlight)

A plaid dress with a handkerchief hem brings even more attention to skinny black pants. The classic trench further defines the look.

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