Justin Timberlake’s cheating history revisited as DWI arrest becomes ‘wake-up call’ for wife Jessica Biel

Justin Timberlake’s arrest in New York is said to be a “wake-up call” for his wife, Jessica Biel, amid the singer’s history of infidelity throughout their 17-year relationship.

“Justin humiliated her again,” a source told In Touch Weekly about Biel’s reaction to her husband’s arrest. “This could all lead to a shocking divorce. No one would be shocked if Jessica gave Justin an ultimatum: Get help — or it’s all over.”

Additionally, Biel’s friends claim she married a “loser” and hate that her life is taken over by “trying to keep Justin on the straight and narrow.”

The source added: “But the arrest is a wake-up call: It’s time for her to realize she can’t do it alone. If he continues down this path, their marriage will end”.

During 17 years of marriage, including 12 years of marriage, Biel had to endure Timberlake’s cheating behavior.

In 2010, Timberlake and actress Olivia Munn reportedly had a weekend getaway in New York City after it was announced that he and Biel had broken up. After a brief split in 2011, the two reconnected and Timberlake and Biel married in December 2012.

Despite their marriage, cheating allegations were still thrown into the mix.

“He had sex with his wife right before they got married,” an insider revealed to the outlet, noting that Timberlake had sex on the couch with another woman in late 2012, before their wedding.

In 2013, Timberlake allegedly kissed actress Thaila Ayala in Brazil and flirted with backup singer Zenya Bashford in Paris in 2014.

“He massaged and caressed her from behind, dancing in a way that no married man should dance with someone who is not his wife,” a source said of Timbelake’s encounter with Bashford .

READ ALSO: Justin Timberlake, Jessica Biel Marriage broken? Actress quits amid divorce rumors caused by ‘Lies’, DWI arrest

After a boozy night in 2019 with Palmer co-star Alisha Wainwright in New Orleans, Timberlake was once again caught up in a cheating scandal.

“I drank too much that night and I regret my behavior,” Timberlake said at the time, saying he “demonstrated a serious error of judgment.”

Around that time, Biel and Timberlake spent more time in Montana because she “wanted to help him stay away from temptation”.

“They’re trying to focus on their family and their marriage. At one point, I heard he was offered a big deal for a residency in Vegas, and she thought it would be a terrible idea so he refused. She knows it’s easy for him to get caught up in the party and where that leads, he doesn’t know how to turn it off,” the source added.

In 2021, Timberlake reportedly had sex with another woman “not his wife” in Atlanta. In 2024, Playboy cover girl Zoe Gregory revealed that Timberlake cheated on her when he dated Cameron Diaz in the 2000s.

“He can’t escape this ‘cheater’ label and it makes Jessica upset every time,” the source confirmed. “Her friends fear he’ll break her heart again: Do cheaters ever change?”

READ MORE: Police Arrest Justin Timberlake Reportedly Saving Someone From Overdose Days Before Singer’s DWI Incident

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