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, Timberlake mocked the "Purple Rain" singer's small stature by squatting in front of the microphone while accepting an award on Prince's behalf at the 2007 Golden Globes.There may be a bit of beef backstory to that stunt.At a post-Emmy party in 2006, reported that Prince poked some fun at Timberlake's "Sexy Back" track."For whoever is claiming that they are bringing sexy back," he said, "sexy never left!" Timberlake may have clapped back in his subsequent "Give it to Me" video when he says, "Now if sexy never left, then why is everybody on my s**t?" Fast forward to Timberlake's 2018 Super Bowl Halftime performance, which took place in Prince's hometown of Minneapolis.Reports claimed that Timberlake wanted to use a hologram of the late star in his show, but faced backlash from Prince's fans and friends. told , "I just said no …The hologram was weird, and Prince did tell me, 'Make sure nobody ever does a hologram [of him]' …He thought it was very demonic." Prince's estate issued a statement about the show: "Justin Timberlake, the NFL and the City of Minneapolis used the stadium and the city to give a beautiful hometown tribute to Prince.

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Arguably the biggest allegation came in October 2010, when reported that Timberlake had engaged in a three-day fling with actress Olivia Munn after meeting her at an event for My Space. On the heels of their breakup in 2011, Timberlake's Timberlake and Biel's relationship continued to make awkward headlines even after they tied the knot.In October 2012, a video allegedly shown at the couple's nuptials in Italy hit the internet.In the footage, a handful of homeless people in Los Angeles are supposedly filmed congratulating Timberlake and Biel on getting married.As one might expect, the video prompted a massive backlash online.

Timberlake was forced to kind-of-sort-of apologize for the clip's contents on his website.

Calling the video "silly" and "unsavory," Timberlake insisted he had "no knowledge" of the video's existence and "had absolutely ZERO contribution to it." "My friends are good people," he said on his site (via ).