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From Britney Spears to Jessica Biel, Justin Timberlake Has Romanced His Fair Share of A-Listers

He’s bringing sexy back — and so are pretty much all of his exes. Over the years, Justin Timberlake has been romantically linked to some of Hollywood’s hottest stars. Back in the day, he and Britney Spears were the It couple of music. In the years since, the musician and Jessica Biel have tied the knot and started a family. The two have faced their ups and downs over the years but have come out stronger than ever. In 2019, the couple the couple hit a rough patch after the actor was spotted drunkenly holding hands with costar Alisha Wainwright.

Though Justin, 38, insisted that “nothing happened” between the two of them, the rumors reached enough of a fever pitch that he felt compelled to clear the air. “I stay away from gossip as much as I can, but for my family I feel it is important to address recent rumors that are hurting the people I love,” he wrote on December 4. “A few weeks ago I displayed a strong lapse in judgment … I drank way too much that night, and I regret my behavior.” The Trolls star apologized to Jessica, 37, and his family for “putting them through such an embarrassing situation,” and insisted he is “focused on being the best husband and father I can be” going forward.

The two welcomed their son Phineas the following year, which seemingly brought them closer together as a family. Jessica dished on raising two sons during a May 2022 appearance on The Ellen DeGeneres Show, revealing that both boys have musical talent, just like their dad. 

“It’s a weird combo. [Silas], like, wants to be a DJ while Phinny is the one who has the guitar backwards jamming and drumming … He won’t put these instruments down,” she said. “All day with the guitar and anything can be a drumstick on anything.”

Nearly three years later and the pair are still going strong and have even collaborated together with their acting skills. Jessica starred in the 2022 Hulu series Candy, where JT made a cameo in the thriller. The starlet revealed that the musician was interested in the investigating police officer while taking a look at the script and asked who was playing the role. “‘We don’t have any money left’ was basically the conversation. And he said, ‘I want to play this part.’ And I said, ‘Yeah. Okay.’ He goes, ‘No, no. I want to play this part,'” she told Entertainment Weekly in May 2022.

Unfortunately, that isn’t the only time the celebrity couple has been dogged by rumors of infidelity. Check out the gallery below to see the stars Justin has dated over the years — including some hookups that were rumored to take place after his marriage began.

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