In a career packed with intense lyrics, electrifying performances, and headline-making moments, Eminem managed to pull off one of his most bizarre—and hilariously awkward—confessions in 2018. While reflecting on the ups and downs of his career, the legendary rapper shared an unexpected anecdote that has since earned its place among his most unforgettable memories: the time he believed Val Kilmer saw him naked backstage at the VMAs.

The incident, according to Eminem, dates back to the late 2000s, possibly during the 2009 or 2010 Video Music Awards. Eminem was prepping for a performance, with his trailer stationed right next to fellow rapper 50 Cent’s. As Eminem recalled, he had retreated to the back of his trailer to change and, while removing his underwear, glanced over to see Val Kilmer lounging in 50 Cent’s trailer. The actor, famous for iconic roles in Tombstone and Top Gun, appeared to lock eyes with him before looking away, leading Eminem to the mortifying conclusion: “I know Val Kilmer saw me naked.”

Eminem’s decision to recount this moment—nearly a decade after it supposedly happened—took the internet by storm. Fans and entertainment outlets quickly picked up the story, with TooFab, Billboard, and People all reporting on his confession. For Eminem, the moment wasn’t just funny; it was cathartic. “I just had to get that off my chest,” he admitted, underscoring the lingering embarrassment that had stayed with him all those years.

But what about Kilmer’s perspective? In a 2025 interview with the Daily Star, Kilmer finally addressed the incident, brushing off the idea that he’d ever seen Eminem in the buff. “I was next to Eminem’s trailer as a guest of 50, but sadly the only thing I saw was 50 closing Shady’s door after they had a visit! There’s a joke in there somewhere.” Kilmer’s humorous denial introduced a twist to the story, casting doubt on Eminem’s memory and adding a playful layer of ambiguity to the whole affair.

While the truth of the encounter may never be fully resolved, the tale has cemented itself as one of the more unexpected stories from Eminem’s illustrious career. Whether it was a genuine moment of vulnerability or just a fleeting misunderstanding, it speaks to the human side of a larger-than-life artist. Fans may never know if Kilmer actually caught that infamous glimpse, but Eminem’s willingness to laugh at himself—and Kilmer’s good-natured response—turns this anecdote into a legend all its own.