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On September 7, 2008, Spears opened the MTV Video Music Awards for the third time. Although having not performed, a skit with Jonah Hill was pre-taped, as well as an introduction speech to the official opening of the show. Spears won Best Female Video, Best Pop Video and Video Of The Year for "Piece of nude britney spears Me".^[89]

Spears announced her second pregnancy in May 2006 during an appearance on The Late Show with David Letterman.^[121] She also appeared on Dateline the next month to discuss tabloid rumors about an impending divorce, and motherhood. She addressed an incident which occurred in February when photos revealed her driving with her son unrestrained in her lap,^[122] explaining, "I see a bunch of photographers and I’m scared and I want to get out of the situation... They’re coming up on the sides of the car which is a scary situation for me… so I get my baby out of the car and I go home."^[123] britney spears sex The month following the televised interview, Spears posed nude for the August 2006 cover of Harper's Bazaar.^[124][125] Just two days before Sean's first birthday, Spears gave birth to her second son, Jayden James Federline on September 12 in Los Angeles.^[3]

Spears had her first starring role in the 2002 film Crossroads,^[96] in which she portrayed a high school graduate who travels to find her long-lost mother. The movie was poorly received,^[97] as was her performance; Spears received Razzie Awards for Worst Actress and for Worst Original Song.^[98] Nonetheless, the film grossed over $60 million worldwide.^[99] Spears also made cameo appearances in Austin Powers in Goldmember and Longshot.^[100] britney sprears sex tape Footage of Spears appeared in the 2004 documentary Fahrenheit 9/11, which samples a 2003 CNN interview about the Iraq War in which Spears says, "Honestly, I think we should just trust our president in every decision he makes and should just support that, you know, and be faithful in what happens."^[101][102]