Olandria Carthen Brings Vintage Cavalli to Who What Wear’s 20th Anniversary

Who What Wear marked a big milestone this month, and Olandria Carthen showed up dressed for the occasion. The publication celebrated its 20th anniversary on October 15, 2026, at the Chateau Marmont in Los Angeles, and Carthen arrived in a vintage Roberto Cavalli Spring/Summer 2003 look.

Reaching for a piece from more than two decades ago was a fitting move for a night about looking back. A brand that has spent 20 years talking about style met a guest wearing a design that has had time to become a vintage treasure in its own right.

A night with two reasons to celebrate

The anniversary party did double duty. It marked 20 years for Who What Wear, and it also marked the publication's first-ever print issue. After two decades, the brand put its name on a physical magazine for the first time. That debut issue came with cover stars to match the moment: Iris Law and Whitney Peak fronted the first print cover, tying the celebration to faces who help define current style conversations. Holding it all at the Chateau Marmont, a longtime gathering spot for the entertainment world, added to the sense of occasion.

Who is Olandria Carthen

Carthen came to the party with a couple of notable credits to her name. She is a Love Island USA Season 7 alum, part of the cast from that run of the dating series, which introduced her to a wide television audience. She is also a 2026 Sports Illustrated Swimsuit rookie, joining the lineup of new faces featured by the title this year. Between the reality-TV spotlight and the modelling milestone, she arrived as someone whose profile has been climbing.

The vintage Cavalli moment

For the anniversary, Carthen chose a vintage Roberto Cavalli look from the label's Spring/Summer 2003 collection. Pulling a specific archival design, rather than something straight off a current runway, is a choice that rewards people who pay attention to fashion history. It also matched the spirit of the evening, as Who What Wear looked back on 20 years and forward to its first print issue at the same time.