(229 Results)
  1. Khloe Kardashian, Lamar Odom

    Khloe Kardashian & Lamar Odom Call Off Divorce: 7 Celebrity Couples Who Have Done the Same

  2. Sean Penn, Jewel

    Jewel Reveals She Dated & Fell in Love With Sean Penn During His Split From Robin Wright

  3. Lee Daniels, Sean Penn

    Sean Penn Files $10 Million Defamation Lawsuit Against Empire Co-Creator Lee Daniels

  4. Sean Penn, Dylan Penn, Madonna

    Sean Penn Introduces Daughter Dylan Penn to Madonna For the First Time After NYC Concert

  5. 1pm, Charlize Theron, Sean Penn

    Exes Charlize Theron & Sean Penn Reunite for South African Re-Shoots—See the Pics

  6. Minka Kelly, Sean Penn

    Is Minka Kelly Really Dating Sean Penn? Actress Breaks Silence on the Rumors!

  7. Charlize Theron, First Time Photographed Post-Breakup, EXCLUSIVE

    Charlize Theron Photographed for the First Time Since Her June Breakup With Sean Penn: See the Exclusive Photos!

  8. Sean Penn

    Sean Penn Spends Father's Day With Daughter Dylan in First Outing Since Charlize Theron Breakup

  9. Sean Penn, Charlize Theron

    Sean Penn and Charlize Theron Break Up

  10. Sean Penn, Home

    Sean Penn Lists His Private Malibu Estate for $6.5 Million—Take a Look Inside!

  11. Charlize Theron

    Charlize Theron Discusses ''Sacred'' Relationship With Sean Penn, Says Going Bald for Mad Max Was ''Freeing''

  12. Charlize Theron, Jackson Theron, Sean Penn

    Sean Penn & Charlize Theron's Son Jackson Share a Snow Cone—And It's the Cutest Thing You'll See All Day

  13. Charlize Theron, Esquire

    Charlize Theron Considers the ''Possibility'' of Marriage and Opens Up About Her ''Hot'' Love Sean Penn in Esquire

  14. Sean Penn, Conan

    Sean Penn Blames George W. Bush and Dick Cheney for Creating ISIS—Watch Now!

  15. Sean Penn, Good Morning America

    Sean Penn Dodges Charlize Theron Engagement Questions on Good Morning America—Watch Now

  16. Kanye West, Jimmy Kimmel Live

    Jimmy Kimmel Wants Kanye West to Read Mean Tweets: Will He Do It?

  17. Sean Penn, Jimmy Kimmel

    Sean Penn Is Team Kaitlyn for The Bachelorette, Plus He and Charlize Theron Are Fans of The Bachelor—Watch Now!

  18. Robin Wright, Vanity Fair

    Robin Wright Credits Sean Penn With Making Her a Better Lover for Fiancé Ben Foster: "I've Never Been Happier"

  19. Sean Penn, Alejandro G. Inarritu

    Birdman's Alejandro González Iñárritu Thought Sean Penn's Green Card Joke Was "Hilarious"

  20. Birdman, Best Picture, Oscars

    5 Biggest Jaw-Droppers at the 2015 Oscars

  21. Charlize Theron, Sean Penn

    Charlize Theron and Sean Penn Go House Hunting Together—See the Pic!

  22. Sean Penn, Charlize Theron

    Sean Penn Is ''Surprised to Be in Love'' at 54 and if He Marries Charlize Theron He'd Consider It "a First Marriage''

  23. Sean Penn

    Sean Penn: I Don't Miss My Gun Collection

  24. Sean Penn, Charlize Theron

    Charlize Theron, Bill Clinton Help Sean Penn Raise $6 Million for Haiti

  25. Sean Penn, Charlize Theron

    Charlize Theron and Sean Penn Are Talking Weddings: They're "Discussing When and Where"

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