Jerry Seinfeld married Jessica Sklar on December 25, 1999, when he was 45 and she was 28. The couple are still married, and they have three children together. Sklar was married once before, and this is the first and only marriage for Jerry Seinfeld. Prior to dating Sklar, Seinfeld was in a relationship with 17 year-old high school student Shoshanna Lonstein. He was in his late 30s at the time.
Alec Baldwin began dating yoga instructor Hilaria Thomas in 2011,when he was 53 and she was 27. The got married on June 30, 2012, and they are still married today with four children. Baldwin was previously married to the actress Kim Basinger.
Harrison Ford began dating Calista Flockhart in 2002, when he was 60 and she was 38. They married on June 15, 2010, and they parent her adopted son Liam. This is Flockhart’s first marriage, and Ford was married twice before.
Michael Fassbender married Alicia Vikander in 2017 when he was 41 and she was 29 years old. The couple began dating in 2014 while filming The Light Between Oceans.
Steve Martin married Anne Stringfield on July 28, 2007 when he was 62 and she was 36. The couple are still married today, and their first child was born in 2012. Martin has been married once before to the actress Victoria Tennant.
Larry King married Shawn Southwick in 1997 when he was 64 and she was 38. They are still married today. King has been married seven times previously to six different women.
Listen to Larry and Shawn discuss the craziest thing to happen in their marriage here. It’s the wildest thing you’ll hear all day.
Clint Eastwood married Dina Ruiz on March 31, 1996, when he was 66 years old and she was 31. Ruiz filed for divorce from Eastwood in 2013. The couple has 1 child together. This was Ruiz’s first marriage, and Eastwood had been married once before.
Nelson Mandela married Graça Machel in 1998, on his 80th birthday. She was 53 at the time. They remained married until Mandela’s death in 2013. Mandela was married twice before with both marriages ending in divorce.
William Shatner married Elizabeth Anderson Martin in 2001, when he was 70 and she was 40. They are still married today. Shatner was married 3 times before, and he has three children with his first wife.
Kelsey Grammer married Kayte Walsh in 2011, when he was 56 and she was 31. They are still married today. Grammer has been married 3 times previously.
Woody Allen began dating Soon-Yi Previn in 1991, when he was 56 and Previn was around 19. She is the adopted daughter of Mia Farrow, with whom Allen was in a 10 year relationship at the time that he got involved with Previn. The couple married in 1997 and have two adopted daughters, Bechet Dumaine (b. 1999) and Manzie Tio (b. 2000). Allen was married twice previously.
Sylvester Stallone married Jennifer Flavin in 1997, when he was 51 and she was 29. They are still married and have three daughters, Sophia, Sistene, and Scarlet. Stallone was married twice previously. One of his ex-wives is the actress Brigitte Nielsen.
Hugh Hefner married Crystal Harris on December 31, 2012, when he was 86 and she was 26. Hefner has been married twice previously, and he has been in several long-term relationships.
Frank Sinatra married Mia Farrow in 1966, when he was 51 and she was 21. They divorced less than two years later, when Sinatra objected to Farrow’s involvement in the film “Rosemary’s Baby.” Farrow later married André Previn, and she was in a 10 year relationship with Woody Allen. Sinatra had three other wives, Nancy Sinatra, Ava Gardner, and Barbara Marx.
Paul McCartney married Nancy Shevell on October 9, 2011, when he was 69 years old and she was 51. Paul McCartney was married twice before.
Michael Douglas married Catherine Zeta-Jones on November 18, 2000 when he was 56 and she was 31. They are still married today and they have two children together. The marriage is Zeta-Jone’s first and Douglas’ second.
John Cleese married Jennifer Wade in 2012, when he was 73 and she was 42. Cleese has three ex-wives.
Rupert Murdoch married Wendy Deng in 1999, when he was 68 and she was 30. Murdoch filed for divorce in 2013. He has been married twice previously, with both marriages ending in divorce.
Billy Joel married Katie Lee on October 2, 2004 when he was 55 and she was 23. The couple divorced in 2010. The was Lee’s first marriage and Joel’s third as he was previously married to Christie Brinkley and his manager Elizabeth Weber Small.
Anthony Hopkins married Stella Arroyave in 2003 when he was 66 and she was 47. They are still married today. Hopkins was married twice previously.
Warren Beatty married Annette Bening in 1992 when he was 55 and she was 34. They are still married today. The marriage is Beatty’s first and Bening’s second.
Humphrey Bogart married Lauren Bacall in 1945 when he was 45 and she was 20. They were married until the time of Bogart’s death in 1957. Bacall later married Jason Robards, Jr. from 1961 to 1969.
Robert Duvall married Luciana Pedraza in 2005 when he was 74 and she was 33. They are still married today. Duvall has been married three times previously.
Kevin Costner married Christine Baumgartner in 2004 when he was 49 and she was 27. They are still married today. This is Costner’s second marriage.
Bing Crosby married Kathryn Grant in 1957 when he was 54 and she was 24. They remained married until Crosby’s death in 1977. Crosby was previously to Dixie Lee from 1930 until her death, caused by cancer, in 1952.
Alan Thicke married Tanya Callau in 2005 when he was 58 and she was 30. They remained married until his death in 2016. Thicke has been married twice previously. “Blurred Lines” singer Robin Thicke is Alan’s son with his first wife Gloria Loring.
Rod Stewart married Rachel Hunter in 1990 when he was 45 and she was 20. They divorced in 2006. In 2007, Stewart married Penny Lancaster. He was 62 and she was 35. They are still married today.
Eric Clapton married Melia McEnery in 2001 when he was 55 and she was 24. They are still married today. Clapton was previously married to Pattie Boyd. Clapton wrote the song “Layla” for Boyd, who was married to Clapton’s good friend George Harrison before they started their relationship.
Tommy Lee married Brittany Furlan in 2018 when he was 55 and she was 31 years old. It is her first marriage and Lee’s fourth. He was previously married to Elaine Starchuk, Heather Locklear, and Pamela Anderson, and has two children with Anderson, born in 1996 and 1997.
Christopher Knight married Adrianne Curry in 2006 when he was 47 and she was 24. The couple divorced in 2012. The marriage was Curry’s first and Knight’s third.
Donald Trump proposed to Melania Knauss in 2004, when he was 58 years old and she was 34. The couple married on January 22, 2005, making Melania Trump’s third wife. This is Melania’s first and only marriage, and Trump has been married twice before.