How Tracee Ellis Ross Redefines Power Dressing with a Bold Willy Chavarria Suit—And Why It’s a Game-Changer for Menswear Fans

Is menswear having a moment, or has it officially taken over the spotlight? Somehow, designers this season aren’t just tweaking the rules—they’re rewriting the entire playbook on gendered dressing, crafting pieces that feel both sleek and groundbreaking. And guess what? Women are totally jumping on this bandwagon. Just look at Tracee Ellis Ross, who pulled off a flawless menswear-inspired ensemble on Jimmy Kimmel Live!, proving that this trend isn’t just a phase—it’s a statement. Her outfit, from Willy Chavarria’s wide-leg trousers to the subtle chain of keys and that quirky rainbow phone charm, oozes personality and confidence. Honestly, it makes you wonder: why stick to the old norms when fashion is this much fun to remix? Ready to dive deeper into this sartorial revolution? LEARN MORE

If you haven’t noticed yet, menswear is having a moment. This season, designers are reshaping traditional ideas of gendered dressing into polished, covetable pieces that feel innovative—and women are getting in on the fun too. Tracee Ellis Ross demonstrated exactly how it can be done during her appearance on Jimmy Kimmel Live! in Los Angeles this week.

Ross wore a full Willy Chavarria ensemble for the occasion that featured high-rise, wide-leg charcoal trousers. The baggy bottoms were cinched with a black belt with silver hardware and accented by a small chain of keys. Her stylist Karla Welch opted to pair them with a crisp white pinstripe shirt and a diagonally striped tie.

On her feet, she wore a pair of preppy black patent loafers. The actor dressed up her ensemble with oversized square-frame sunglasses and stacked statement rings that completed the outfit. A pop of color was added to her otherwise neutral fit courtesy of a rainbow chunky beaded phone charm attached to her case.

As we have seen in the past, Ross’s affinity for menswear has been a long time in the making. At this year’s Met Gala, celebrating Superfine: Tailoring Black Style, she wore a Marc Jacobs suit in dramatic shades of white, fuchsia, and burgundy.

Her wonderfully whimsical outfit was complete with an equally as funky statement hat.

“We created a look that perfectly expresses the dandy that lives in me,” she told InStyle of her custom look for the evening.