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♦ Although her life looks like it's finally back on track, a new documentary suggests Britney Spears thinks her new life is like prison and lacks "excitement" or "passion." Hopefully she'll be in a better mood in two weeks when she makes an appearance at the Rockefeller Center tree lighting ceremony. [The Sun, OK!]
♦ Could Anna Wintour be planning to retire? Page Six says the Vogue editor is thinking about leaving the mag once her contract is up, and she's even been recommending possible replacements to Si Newhouse. [P6]
♦ Kiefer Sutherland may be planning to move to NYC so he can be closer to his girlfriend, Allure style director Siobhan Bonnouvrier. [Daily Star]
♦ Madonna is reportedly making $10 million to appear in her new Louis Vuitton ad campaign. [P6]

♦ A week after saying she was taking a break from acting, Angelina Jolie has announced she'll be taking over Tom Cruise's role in upcoming thriller Edwin A. Salt. [Us]
♦ Scarlett Johansson and Ryan Reynolds are supposedly planning a second wedding in the States. [OK!]
♦ Paris Hilton and old flame Stavros Niarchos were spotted "nuzzling" at a club in Miami. [R&M]
♦ Michael Jackson is being sued for $7 million by an Arab sheikh who says Jackson failed to produce the record he was promised. [NYDN]
♦ Chris Matthews dissed Hillary Clinton on a train ride from Philadelphia to Washington, DC on Saturday. [P6]
♦ Rashida Jones has officially signed on to star in the new Office spinoff with Amy Poehler. [P6]
♦ Jennifer Aniston and John Mayer bumped into Nicole Richie and Joel Madden in Hollywood last night, just so you know. [People]
♦ Jessica Simpson says her sister is planning to induce labor. [People]
♦ Terrence Howard might be dating Victoria's Secret model Noemie Lenoir. [MSNBC]
♦ Prince is being sued by the company that signed on to produce his line of fragrances for failing to promote the product. [NYDN]
♦ A bunch of "trashy-looking cougars" mobbed David Wright at a charity event the other night. [P6]
♦ In the December issue of Complex, Damon Dash says the real reason Jay-Z and Kanye West don't get along is because Jay wouldn't "knight" Kayne by giving him a necklace on stage back in 2003. [R&M]
♦ Silda Spitzer made Eliot go get her popcorn at a movie theater the other day. [P6]
♦ Heather Locklear was charged with one count of driving under the influence yesterday in connection with her arrest in September. [NYDN]