2007

Justin Timberlake

January 11

Justin & Cameron: It's Over

Timberlake and Diaz announce their breakup. "We have, in fact, ended our romantic relationship, and have done so mutually and as friends, with continued love and respect for one another," they say in a joint statement. In June, the exes reunite to promote Shrek the Third, in which they both star.

Justin Timberlake

May

A New Leading Lady

Jessica Biel visits Timberlake in the U.K., where he is touring. They hole up in Manchester's five-star Lowery Hotel and take in a soccer match. She joins him on tour again in June, and the couple is photographed holding hands and sightseeing in Amsterdam and Stockholm. They were first linked at a Golden Globe afterparty in January and went snowboarding together at the Sundance Film Festival in Park City, Utah.

Justin Timberlake

September

Scoring An Emmy, Two Grammys

Timberlake and Andy Samberg’s SNL music video, "D*** in a Box," wins a Creative Arts Emmy. The nomination alone for the risqué song, which describes gifting a male's genitals, surprises critics, fans and costar Samberg. "It's half cool, half surreal," Samberg tells PEOPLE. "I texted Justin but it's different for him he gets nominated for something every half hour." In 2008, Timberlake wins two Grammys for Best Male Pop Vocal Performance ("What Goes Around...Comes Around") and Best Dance Recording ("LoveStoned/I Think She Knows").

Photo Credits

BIOGRAPHY (top to bottom): Jon Furniss/WireImage; Flynet

Edited by Mai Dinh, Janet Murphy