Justin Timberlake

Celebrity, Love and Relationship

Justin Timberlake’s Dating History: Meet His Love Interest Over the Years!

Mai K. Sosa

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Justin Timberlake, a multi-talented artist known for his singing, acting, and dancing prowess, has captured the hearts of millions around the world. Beyond his professional achievements, Timberlake’s personal life, particularly his dating history, has been a subject of curiosity for fans and the media alike. Let’s take a journey through the timeline of Justin Timberlake’s romantic relationships.

Justin Timberlake’s Past Relationship Timeline

Justin Timberlake, the frontman of ‘NSync, has had a complicated dating history since his rise to fame in 1995. Amid high-profile relationships with Britney Spears and Cameron Diaz, he eventually found lasting love with Jessica Biel in 2012, overcoming rumors of romance along the way. Here’s a list of Timberlake’s ex-partners:.

Danielle Ditto

Justin and his teenage love dated in Millington, Tennessee, where they grew up. Years after their relationship, Danielle claimed Justin was “perfect” when they supposedly lost their virginities to each other.

Justin Timberlake and Danielle Ditto

“He’s lovely, gentle, and caring. “It was almost as if he was trained to be the ideal gentleman,” she told Contactmusic in 2003.

Veronica Finn

Justin and Victoria spent their leisure time together when neither was on the road traveling, and they began dating in 1997, at the height of his ‘NSync success.

“When we had time together, we went to the movies, to the park, or just hung out at each other’s house,” she told the Star in 2012. “We even vacationed together in the Bahamas.”

After a year together, Veronica parted ways with Justin because she believed he wasn’t faithful to her.

Britney Spears

Justin Timberlake and Britney Spears’ renowned relationship dominated the early 2000s with unforgettable moments and public fascination. They met on the set of The Mickey Mouse Club in 1992, and their relationship grew stronger when Britney opened for NSYNC in 1998.


They confirmed dating rumors in 2000, and by 2001, they were a power couple living together. However, their union was unstable and disbanded in March 2002. Justin’s release of Cry Me a River sparked speculation of infidelity, but he later emphasized that it was simply a creative expression of his emotions.

The aftermath remained veiled in mystery until Britney’s 2023 memoir, which revealed a sad detail: she had an abortion while dating Timberlake, motivated by his lack of readiness for motherhood.

In her memoir, she writes, “It was a surprise, but it wasn’t a tragedy for me.” I adored Justin. I’d always imagined us starting a family someday. This would merely happen much sooner than I had planned. But Justin was unhappy about the pregnancy. He stated that we were too young to have a baby.

Cameron Diaz

According to InStyle, Justin Timberlake and Cameron Diaz began their romance during the 2003 Kids Choice Awards, where she presented him with Best Burp. Despite their nine-year age difference, the pair engaged in a nearly four-year relationship.

Justin Timberlake and cameron diaz

However, their relationship was plagued by accusations of infidelity, which culminated in a public confrontation at a Golden Globes after-party in January 2007, according to People. The speculation about their loyalty contributed to the breakdown of their relationship.

Witnesses described a dramatic incident at a Golden Globes after-party in which Cameron Diaz became agitated after noticing Justin Timberlake conversing with his future wife, Jessica Biel.

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The tension erupted into an “intense 40-minute face-off in a side room.”. Although Diaz left the room appearing composed, Timberlake, visibly upset, reportedly vented his fury by “slamming his fist into a cabinet,” as witnessed by witnesses.

Are Justin Timberlake and Jessica Biel divorcing?

Justin Timberlake and Jessica Biel’s marriage is apparently on the verge of breaking up, and efforts to save it through couples therapy have failed. According to an exclusive source, “Rumors are flying that Michael and Jessica are about to part ways. Though they love each other, the treatment they’ve received isn’t addressing some of their underlying difficulties.”

The couple’s recent real estate purchases, which hint at a probable financial restructuring, have fueled speculation about an impending breakup. Friends have viewed their actions as a sign that they are working to improve their financial situation.

Justin Timberlake and Jessica Biel

The couple, who married in 2012 and have two children, Silas, 8, and Phinneas, 3, previously sought safety in a Montana home. The insider went on to say, “At one point, they retreated to another home, in Montana, in the hopes of getting away from drama and starting over, but you can’t run away from your problems.”

Timberlake and Biel had previously split up. After four years of dating, the pair parted ways in 2011, only to reconnect and get engaged later that year. However, this time, the danger of a permanent separation is looming, according to a source who stated, “A split could be for good” as they find themselves at a critical “crossroads” in their relationship.

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According to the insider, Britney’s book disclosures “brought up more of Jessica’s trust issues,” causing further difficulty in their marriage. Despite attempting to show a unified face during a Trolls Band Together screening on November 16, 2023, just following the publication of Britney’s memoir, the insider stated, “But everyone thought it was super calculated.” Jessica is tired of trying to work things out with Justin.”

The marriage is currently in a “wait-and-see” condition, as “nobody wants a divorce.” Justin and Jessica have two wonderful children, and they would love to make it work, but it may be too late.”

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