The early 2000s were full of iconic celebrity relationships, with one of them being Britney Spears andJustin Timberlake. The pop icon's music video director for "Overprotected" details what happened when she received his breakup text.
Spears and Timberlake originally met as children on The All-New Mickey Mouse Club before their careers took off in the late 90s. Fresh off her success with "Baby One More Time," she and Timberlake would reconnect during his years with *NSYNC.
By 2000, the two would confirm their relationship during the MTV Music Video Awards and quickly became one of pop's biggest couples. From red carpet appearances to on-stage performances, Spears and Timberlake were the "it" relationship.
Their relationship would come to an end in 2002, with the media speculating about issues of infidelity. Spears detailed in her 2023 memoir, The Woman in Me, that Timberlake broke up with her over a two-worded text.
Director Chris Applebaum appeared on the Hyperfixated with Joseph Shepherd podcast to detail what occurred during filming of her music video "Overprotected." Timberlake's infamous text breakup occurred while Spears was on set. Applebaum reveals they were shooting on their second day on set, going into hour 20 when Spears was nowhere to be found.
“We were doing that last rain sequence,” Applebaum, 56, shared. “We were waiting and we were all set up and I didn’t know where [Spears] was. And everyone’s like, ‘We’ve been asking. We’ve been knocking on the door. She’s not coming out.' Time passed and I’m like, ‘How are we going to get this done?'”
After some time, the music video director had had enough and said, "OK, I’m going to go and f–king get Britney myself out of the trailer." He ran into the pop star's choreographer, Brian Friedman, who warned Applebau, to steer clear of the "bad situation."
Applebaum recalls walking into the trailer and asking if everything was okay, but everyone had "iron curtain eyes. They’re really dark." Spears then shows him her flip phone with the message sent by Timberlake reading, "It's over."
Understanding the situation, Applebaum offered Spears the chance to cancel the rest of the day and was ready to walk out. He explains having spotted Spears' animal crackers and being struck with inspiration.
“The other thing you could do … you could get back out there and do a performance that’s so hot that you show him that he just lost — he just messed up the best thing he’s ever had,” had," he revealed, "She … was like, ‘That’s it! You’re right! Let’s do that."
Applebaum credits Spears' memorable performance in "Overprotected" to the singer's desire to prove herself against her ex. Following their split, Timberlake released "Cry Me a River" in 2002 with a Spears lookalike that reportedly painted the pop star as a villain. In 2021, Timberlake publicly apologized to Spears.
Related: John Stamos Shares the Cringe-Worthy Comment He Made to Elizabeth Taylor on the 'General Hospital' Set
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