1985-08-16 American pop singer Madonna (27) weds actor Sean Penn (24) at a clifftop mansion in Malibu, California on her, and the day before his, birthday; divorce in 1989
1996-04-27 Actress Robin Wright (30) weds actor Sean Penn (35) in Santa Monica, California
2010-07-22 American "The Princess Bride" actress Robin Wright (44) divorces American actor-director Sean Penn (49) due to irreconcilable differences after 14 years of marriage
2009-02-22 81st Academy Awards: "Slumdog Millionaire", Sean Penn and Kate Winslet win. Heath Ledger posthumously wins Best Supporting Actor for his performance as the Joker in "The Dark Knight".