Justin Timberlake, NSYNC’s Hollywood actor, grabbed the spotlight after Britney Spears made shocking revelations in The Woman in Me. For those who may not be aware, Timberlake dated Britney in 1999, when both were still teenagers, and it did not end well, as affirmed by the ‘Toxic’ singer in her tell-all.
Justin Timberlake was an unmatched pop star in the late 90s and 2000s. He also had a ridiculously beautiful face. Timberlake was a heartthrob during his prime, with a boyish charm, and an angelic personality on screen.
Justin Timberlake and Jessica Biel began dating in 2007. The couple married in 2012. Justin Timberlake dated many Hollywood stars before he met Jessica Biel. We will share his dating history today. Let’s get to the gossip.
Justin Timberlake dated Fergie a few years before he began dating Britney Spears. Fergie was in love with Justin in 1996, before she became the Black Eyed Peas newest member. She later revealed that the relationship was never serious.
2. Britney Spears
The headline-making romance story, which has not aged very well, began when the couple were still in their teens. Justin reportedly ended his three-year relationship with Spears over a brief text message amid speculations that the ‘Baby One More Time’ crooner cheated on him. Spears has finally spoken out about her side of their young love story.
3. Jenna Dewan
Jenna Dewan was a Justin Timberlake backup dancer long before she became a judge on NBC World of Dance and an actress. After his split from Britney, Justin began seeing Jenna, and she confirmed her relationship with the singer during an interview with Andy Cohen, saying, “We dated, not that long… We were like friends… that dated.”
4. Alyssa Milano
Justin Timberlake started dating the Social Network actress in 2002 after his whirlwind love affair with Jenna. Milano confessed in an Entertainment Tonight interview from 2015 that she rooted for Spears, Timberlake and the rest of the Social Network. “They were super cute, and super in love.” She said, “They just seemed to be the perfect couple.”
5. Cameron Diaz
In another high-profile relationship of his life, the ‘No Strings Attached’ actor dated Cameron Diaz from 2003 to 2006. Former flames reunited for Bad Teacher (2011). The Holiday star, who spoke to US Weekly in regards to her three-year relationship with Timberlake, said, “Justin Timberlake and I always laughed together.” We all go our separate way.”
6. Jessica Biel
The ‘Cry Me a River’ singer and Biel made their relationship public in January 2007. In 2011, the couple announced that they had split up after a rough patch. They soon found their way to each other, and in January 2012 they got engaged and married in October 2012. The couple has now a son, Silas. He was born in the month of April 2015.
Justin Timberlake is also linked to Olivia Munn and Olivia Wilde. Scarlett Johansson and Ashley Olsen have also been mentioned. These are rumors. None have confirmed their relationship with Trolls Band Together.
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