Justin Timberlake’s biggest controversies: DWI arrest, Britney Spears’ cheating allegations, Nipplegate and more

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a tumultuous relationship with Britney Spears that made headlines again in 2023 when Spears’ book came out. His wife, Jessica Biel, with whom he shares sons Silas, 9, and Phineas, 3, has stood by the singer throughout his public issues — even during accusations of cheating.

Most recently, Timberlake was arrested for a DWI in the Hamptons on June 17. He was charged with driving while intoxicated and cited for running a stop sign and failure to keep in his lane.Here are are Justin Timberlake’s biggest controversies from over the years.Timberlake and Spears, both “All New Mickey Mouse Club” stars, began dating in 1999 but ultimately ended things in 2002.After their breakup, Timberlake released his hit song “Cry Me a River,” which insinuated that Spears cheated on him.Years later, Timberlake supported Spears when she spoke out in open court for the first time in 2021 about her “abusive” 13-year conservatorship, which has since ended.But in 2023, Spears leveled a number of accusations against her ex-boyfriend in her memoir “The Woman in Me,” including that Timberlake was the one who was unfaithful in their relationship.Spears said that Timberlake cheated with “another celebrity,” but she didn’t reveal the star’s identity because she “now has a family” and Spears “doesn’t want to embarrass” them.The “Stronger” singer also claimed that she had an abortion when the exes were together because Timberlake was reportedly not ready to be a father.“I loved Justin so much.

I always expected us to have a family together one day. This would just be much earlier than I’d anticipated,” wrote Spears. “But Justin definitely wasn’t happy about the pregnancy.