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Justin Timberlake Information
Two early teen romances, first to a school sweetheart and then to aspiring pop singer Veronica Finn predated intense media interest, but both ended unhappily. Timberlake then entered a high-profile celebrity relationship with fellow pop singer Britney Spears, with whom he had worked on the New Mickey Mouse Club. This ended abruptly in March 2002, amidst allegations of Spears' infidelity with choreographer Wade Robson, a mutual friend of Spears and Timberlake. Lynn Harless says as a mother she too was devastated regarding the break-up, but to this day speaks warmly of Spears, "Britney grew up on my living room floor. I still love her to death. They (Justin and Britney) were together 10 of 11 years and had, from day one, instant chemistry between them. She's a sweet girl. I just hate what she's going through now." The breakup influenced the lyrics and theme of Timberlake's hit "Cry Me A River", one of the most popular singles from Justified.

Timberlake later dated actress-dancer Jenna Dewan (in mid-2002) and actress-singer Alyssa Milano (between September and October of 2002). Timberlake began dating actress Cameron Diaz soon after they met at the Nickelodeon Kids' Choice Awards in April 2003. Regular rumours of break-ups reported in the tabloid press were invariably denied. On the December 16, 2006 episode of Saturday Night Live, Diaz introduced Timberlake as the night's musical guest, and the couple actually did split up shortly afterwards. They issued a joint statement on January 11, 2007:

“ It has always been our preference not to comment on the status of our relationship, but, out of respect for the time we've spent together, we feel compelled to do so now, in light of recent speculation and the number of inaccurate stories that are being reported by the media. We have, in fact, ended our romantic relationship and have done so mutually and as friends, with continued love and respect for one another.”

In January 2007, Timberlake was linked to Jessica Biel when pictures surfaced of the two snowboarding in Park City, Utah during the Sundance Film Festival. On May 12, 2007, the gossip was refueled with the release of romantic pictures of Timberlake and Biel on multiple dates, specifically caught kissing while dining in the UK accompanied by producer/mogul Timbaland and the Manchester United footballer Alan Smith. Timberlake was given Sexiest Man titles by Teen People and Cosmopolitan magazines.