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18 May-December Celebrity Marriages

These couples are making it work (so far) with an age gap of more than 20 years

  • May/December Celebrity Romances
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    Robert and Luciana Duvall

    En español | Age gap: 41 years They share a Jan. 5 birthday, though he’s got a lot more candles on his cake. At their 2004 wedding, the Apocalypse Now actor was 73 and the Argentine actress — his fourth wife — was 32. 

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  • May/December Celebrity Romances
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    Alec Baldwin and Hilaria Thomas

    Age gap: 26 years Baldwin was 54 when he married the yoga instructor, then 28, in 2012. She’s said that she fell in love when she first spied the 30 Rock star at a New York restaurant — though “I didn’t really know who he was.”

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  • May/December Celebrity Romances
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    Joan Collins and Percy Gibson

    Age gap: 32 years The only older woman on this list, the Dynasty actress has declared that this marriage — her fifth — is her “happiest and last,” thanks to three things: “sex, sex, sex.” When they wed in 2002, Collins was 68, Gibson 36.   

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  • May/December Celebrity Romances
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    Harrison Ford and Calista Flockhart

    Age gap: 22 years At age 67, Indiana Jones married the Ally McBeal star, then 45, at a low-key Santa Fe, N.M., wedding in 2010. They met at the Golden Globes ceremony in 2002 and are raising her adopted son, Liam.

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  • May/December Celebrity Romances
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    Sylvester Stallone and Jennifer Flavin

    Age gap: 22 years Sly was a strapping 50 when he wed the 28-year-old model in 1997. They’d dated for years before marrying — including a brief split when another woman claimed the actor had fathered her child. (DNA tests proved he hadn’t.)    

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  • May/December Celebrity Romances
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    Larry King and Shawn Southwick

    Age gap: 26 years It takes a leap of faith to say “I do” to a guy who’s already tied the knot seven times. (King married and divorced one wife twice.) Southwick took the plunge, marrying the iconic talk show host in 1997 at age 37, when he was 63. They filed for divorce in 2010 but reconciled.

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  • May/December Celebrity Romances
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    Rod Stewart and Penny Lancaster

    Age gap: 26 years In 2007, the leggy model was 36 when she became wife No. 3 for the spiky-haired rocker, then 62. A grandfather, Stewart has six older kids from previous marriages and relationships, and two young ones with Lancaster.  

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  • May/December Celebrity Romances
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    Jeff Goldblum and Emilie Livingston

    Age gap: 31 years The actor, once married to Geena Davis, wed Livingston in 2014, when she was 31 and he was 62. An “aerialist, contortionist, actress,” according to her Twitter account, she told him she was pregnant the day before they married.

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  • May/December Celebrity Romances
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    Donald and Melania Trump

    Age gap: 24 years The real estate mogul was 58 in 2005 when he married his third wife, a former model from Slovenia, then 34. At their predictably over-the-top Palm Beach wedding, the bride wore a $100,000 Dior gown.

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  • May/December Celebrity Romances
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    Patrick Stewart and Sunny Ozell

    Age gap: 38 years The singer-songwriter was 35 when she wed the 73-year-old Star Trek actor in a 2013 ceremony, with Stewart’s pal Ian McKellen officiating. The couple met at the Brooklyn, N.Y., restaurant where she was waiting tables.

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  • May/December Celebrity Romances
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    Warren Beatty and Annette Bening

    Age gap: 21 years Eyes rolled when the notorious womanizer married his Bugsy costar in 1992, when she was 33 and he was almost 55. But Beatty was seriously smitten; their marriage has lasted eons by Hollywood standards.

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  • May/December Celebrity Romances
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    Solange Knowles and Alan Ferguson

    Age gap: 23 years Beyoncé’s little sister, 28, also a singer, married the 51-year-old music video director in November 2014. Ferguson is Knowles’ second husband; No. 1 was her high school sweetheart and the father of her son.

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  • May/December Celebrity Romances
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    Edward James Olmos and Lymari Nadal

    Age gap: 31 years The Battlestar Galactica star was 55 when he married the 24-year-old actress in 2002, soon after he and his second wife, The Sopranos actress Lorraine Bracco, divorced. His two kids from his first marriage are older than his wife.

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  • May/December Celebrity Romances
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    Michael Douglas and Catherine Zeta-Jones

    Age gap: 25 years They’re from different generations but share a Sept. 25 birthday. The Wall Street actor was 56 and the Welsh actress was 31 when they held their extravagant wedding at New York’s Plaza Hotel in 2000.

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  • May/December Celebrity Romances
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    Bruce Willis and Emma Heming

    Age gap: 23 years He was 54 when he married the 30-year-old model at his home in the Turks and Caicos Islands in 2009 — with guests including Willis’ ex-wife, Demi Moore. He’s said that after only one date, “we fell mad crazy in love.”

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  • May/December Celebrity Romances
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    Johnny Depp and Amber Heard

    Age gap: 22 years In February 2015, the Pirates of the Caribbean star, 51, married the actress and model, 28, his love interest in the 2011 film The Rum Diary. They celebrated on his 45-acre private island in the Bahamas.

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  • May/December Celebrity Romances
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    Steve Martin and Anne Stringfield

    Age gap: 26 years The brainy comedian and author was 61 when he married the former New Yorker editor, then 35, in 2007. (He was previously married to actress Victoria Tennant.) Martin became a first-time dad at age 67 with the birth of his daughter.

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  • May/December Celebrity Romances
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    Kelsey Grammer and Kayte Walsh

    Age gap: 26 years The Frasier star was 56 when he wed Walsh, then 29, in 2011. The staunch Republican and grandpa has four children from his three previous marriages; he and Walsh now have two young kids.

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