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(24 Results)
  1. Sean Penn

    Sean Penn Keeps His Cool During Delta Flight Confrontation and Gets Rewarded

  2. Sean Penn, Robin Wright

    Sean Penn Reunites With Ex-Wife Robin Wright in New York City

  3. Sean Penn

    Sean Penn and His Famous Friends Hit New York City for Haiti Takes Root Charity Event

  4. Leonardo DiCaprio

    Leonardo DiCaprio Just Dropped $125,000 for Custom Art Piece by Ed Ruscha

  5. Madonna, Art Basel

    Madonna Professes Love for Ex Sean Penn Again and Twerks With Ariana Grande at Malawi Benefit Show

  6. Charlize Theron, Javier Bardem, The Last Face

    Charlize Theron Finds Love With Javier Bardem Amid War in Sean Penn's The Last Face: Watch the New Trailer

  7. Sean Penn, Leila George

    Sean Penn and New Girlfriend Leila George D'Onofrio Make Red Carpet Debut

  8. Sean Penn, Leila George

    Sean Penn Is Dating Vincent D'Onofrio's 24-Year-Old Daughter Leila: Get the Details on Their New Relationship

  9. Sean Penn, Stephen Colbert

    Sean Penn Hesitantly Signs Up for Twitter Thanks to Stephen Colbert

  10.  Hopper Penn, Sean Penn

    Sean Penn Almost Named His Son ''Steak'' Because He Loves Meat That Much (Yes, Seriously)

  11. Sean Penn, Charlize Theron, Cannes 2016

    Sean Penn, Charlize Theron and More Actor Exes Who Worked Together After Breaking Up

  12. Charlize Theron, Javier Bardem, Adele Exarchopoulos, Sean Penn

    Charlize Theron and Sean Penn Keep Their Distance in Cannes as Their New Movie Gets Panned

  13. Lee Daniels, Sean Penn

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

  14. Charlize Theron, WSJ Magazine

    Charlize Theron Talks Sean Penn Split: I Wasn't ''Ghosting'' Him

  15. Kate del Castillo, Veronica del Castillo

    Verónica del Castillo Talks About Her Relationship With Sister Kate Since El Chapo Controversy With Sean Penn

  16. Madonna, Sean Penn, SecretProjectRevolution, Gagosian Gallery

    Madonna Defends Sean Penn, States He Never Physically Assaulted Her During Their Rocky Marriage

  17. Dylan Frances Penn, Hopper Penn

    Sean Penn's Kids, Dylan Penn and Hopper Penn, Star in Their First Fashion Campaign Together

  18. Sean Penn, 60 Minutes

    Sean Penn Fires Back at Critics of His El Chapo Interview, Explains Why Article ''Failed" on 60 Minutes

  19. El Chapo, Charlie Rose, Sean Penn

    Sean Penn Has a "Terrible Regret" About His Conversation With El Chapo, but It's Not What You Think

  20. Sean Penn

    Sean Penn Isn't Worried About El Chapo Interview: "I've Got Nothin' to Hide"

  21. Sean Penn

    Sean Penn's Secret Meetings With "El Chapo" Revealed: 5 Biggest Revelations From the Interview

  22. Madonna, Sean Penn

    Madonna and Sean Penn Reignite Romance Rumors at Oscar Winner's Annual Haiti Benefit Gala

  23. Jimmy Kimmel Live, Mean Tweets

    Sean Penn and Liv Tyler Read "Mean Tweets" on Tonight's Jimmy Kimmel Live! (and Only One of Them Laughs)

  24. Khloe Kardashian, Lamar Odom

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