Zendaya and Her Engagement Ring Step Out in a Leather Mommy Look

Zendaya gave us Old Hollywood glamour at the 2025 Golden Globes, then turned around and gave us a different flavor of classic style at a special Challengers screening with director Luca Guadagnino the very next day. On Sunday, Zendaya wore a burnt orange gown with a retro curled bob. On Monday, her hair was back to black and styled in a high ponytail, worn with biker-chick-inspired black leather.

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Zendayaā€™s look for the screening combined a black leather blazer, buttoned and tightly fitted, with a flouncy black tulle miniskirt, as if Z was a ballerina with a Harley. The black jacket looks to be from John Gallianoā€™s Dior fall 2003 ready-to-wear collection, in keeping with the vintage theme of the past couple of days.

Her high ponytail was extra dramatic thanks to curtain bangs and long, face-framing layers on either side. And with hair this big, thereā€™s no need for much jewelry, so Zendaya skipped the necklace and opted for understated stud earrings.

Stewart Cook/Getty Images

There was one consistent accessory between both Zendayaā€™s Golden Globes look and her screening ā€™fit, however, and that was her new engagement ring.

Fans watching the Golden Globes were quick to clock that Zendaya appeared to be wearing a large diamond ring on that finger, and that the diamond didnā€™t match her other Bulgari jewelry. Soon, TMZ and People had both confirmed that Zendaya and her longtime boyfriend, Tom Holland, had gotten engaged over the holidays. The Globes were Zendayaā€™s first public appearance wearing the ring, and the screening in Los Angeles was the second. The ring itself is not vintage but is rumored to be by celebrity-favorite jewelry designer Jessica McCormackā€”one of her signature designs, described as ā€œthe perfect modern engagement ringā€¦beloved by cool brides for its pared-back, non-traditional aesthetic.ā€

Vintage or modern, we can always count on Zendaya to look cool.

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