Tracee Ellis Ross Wore Willy Chavarria On Jimmy Kimmel Live!

Tracee Ellis Ross never takes a straightforward approach to fashion, and her latest look heading into the ABC studios in LA for Jimmy Kimmel Live! proved exactly that.

Promoting her new project Solo Traveling with Tracee Ellis Ross, she swapped red-carpet glamour for a statement rooted in oversized menswear—something that’s become Willy Chavarria’s unmistakable signature.

While stars like Jessica Alba, Jenna Ortega and Pamela Anderson have leaned into the softer, more feminine side of the designer’s repertoire, Tracee went full throttle into his menswear-inspired tailoring. She wore a crisp striped shirt styled with a diagonally striped tie, tucked into belted ultra-baggy pleated trousers that exaggerated volume in all the right ways. Far from overwhelming her, the proportions played into Tracee’s knack for making bold silhouettes look effortless.

The accessories were just as key to the look’s success. A silver keychain heavy with charms—a direct nod to Chavarria’s runway styling—swung casually from her waist, while oversized shield glasses and classic black loafers reinforced the strong, preppy-meets-streetwear vibe.

This wasn’t Tracee experimenting with menswear—it was Tracee taking ownership of it, reminding us once again that she’s in a league of her own when it comes to personal style.

Stylist: Karla Welch.

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