Meghan Markle Proves Skinny-Flare Jeans Are the Best Denim for Casual Dates in Spring 2026

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Meghan Markle found a pant trend that works for her in 2026, and she’s sticking to it for date night.

Everyone knows that a basketball ticket on the court requires denim, or even elevated sweatpants, but choosing the right pair of jeans can be a daunting task. For Markle, who attended the NBA All-Star Game with husband Prince Harry on Feb. 15, baggy jeans and barrel silhouettes don’t quite fit with her refined, effortless approach to dressing. Sure, she’s been embracing the wide-leg trend recently, but usually in the form of flowy pants that give her classic, fitted aesthetic a more casual edge. When it comes to casual denim, skinny jeans continue to dominate one’s denim drawer.

So, what should a duchess wear for a more casual date night? As 2026 denim trends move in a slimmer direction, Markle has found an option that meets her needs: bootcut jeans. Since 2025, mid-rise denim with a fit-and-flare silhouette has enjoyed a bit of a renaissance just in time for the humble ankle boot’s own spike in popularity.

Surprisingly versatile, many beloved Gen Z stars, like Bella Hadid, have embraced a more relaxed silhouette, while Markle, unsurprisingly, has gravitated toward the more slimming versions with a more prominent edge. Earlier this year, Markle made a surprise appearance at the Sundance Film Festival in a monochrome black look, pairing black bootcut pants with a mock-neck sweater and simple gold jewelry.

She took a similar approach to her skinny-flare bootcut look at the All-Star Game in California, pairing slim indigo jeans with a soft navy sweater and minimal jewelry, completing the look with black pointy-heeled boots. Meanwhile, Prince Harry looked equally sharp in a button-down shirt, baseball cap, gray cigarette jeans and green suede sneakers.

Image may contain Prince Harry, Duke of Sussex, Meghan, Duchess of Sussex, adult person, baseball cap, cap and clothing

Meghan Markle and Prince Harry attend the 75th NBA All-Star Game at the Intuit Dome on February 15, 2026.

Allen Berezovsky/Getty Images

Abercrombie & Fitch mid-rise bootcut jeans

Frame Reboot high-rise bootcut jeans

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