Tom Holland’s daring drag performance of Rihanna’s Umbrella in 2017 reportedly sparked his instant connection with his now-wife Zendaya.

According to a latest report by the Daily Mail, the 30-year-old English actor’s headline-grabbing gig during an episode of Lip Sync Battle “sealed the deal” for him, with the 29-year-old American actress left completely “smitten.”

​“It’s not just sexy but it shows how amazingly talented he is. It takes a lot of confidence for a straight guy to pull off drag,” an insider told the outlet.

After landing the Spider-Man role in 2015, Tom was met with skepticism from critics who commented on his looks, but he later proved them wrong with standout performances.

“When he was announced as Spider–Man, people were taken aback because he’s slightly wimpy. But what he lacks in stature he more than makes up for in talent,” the tipster noted.

Zendaya was visibly seen enjoying Tom's 2017 performance, with her expression shifting from surprise to admiration.

“You can see the shock on her face but then the admiration. I’m sure it’s something they will show their kids one day,” the confidant remarked.

Inside Tom Holland and Zendaya's marriage confirmation

The insider report comes shortly after the Uncharted star appeared to confirm his marriage to the Euphoria actress, months after speculation about their relationship status.

In a chat with Esquire magazine, Tom was asked about AI-generated wedding images that went viral online earlier this year.

He recalled receiving messages from his grandmother after the fake wedding photos took over the internet, with her asking if they were real.

When asked if he had to explain the situation to anyone else, the actor said, “No, because they were all there.” He then shut down further discussion about his personal life, adding, “That’s all you’ll get on that.”

Marriage rumours surrounding the couple, who first met on the set of Spider-Man: Homecoming in 2016, gained momentum in March 2026 when Zendaya’s longtime stylist and friend, Law Roach, hinted at the Actors Awards that the couple’s “wedding had already happened.”

Tom Holland and Zendaya’s upcoming project

Spider-Man: Brand New Day, starring Tom Holland and Zendaya, is slated for theatrical release on July 31, 2026.