Beauty is in the eye of the beholder isn’t it? Love can be found in the strangest of places especially for the celebrities listed below. The results vary across the board with some relationships lasting many years and some ending in less than a year. Either way the below couples are certainly entertaining to read about and follow given such dramatic age gaps.


Courtney Stodden & Doug Hutchison


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Courtney Stodden was 16 when she met Doug Hutchison 50 and a D-list actor, at best, thanks to roles in Lost and The X-Files. They got married. Her boobs got bigger. They split. They reunited. All facets of their life were covered heavily by Us Weekly and other tabs. It seemed like the publicity surrounding their age difference was also a ploy to help bolster her fame. The relationship certainly generated quite a bit of press, for good or for ill.

Anna Nicole Smith & Jay Howard Marshal

Anna Nicole

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Both Smith and Marshall are deceased now, but the voluptuous model Anna-Nicole Smith was 27 when she grabbed major international headlines for wedding millionaire J. Howard Marshall. He was 62 years older than she was when they swapped vows. The marriage is also well known for it’s long drawn out legal battle of Marshall’s estate.

Mia Farrow & Frank Sinatra

Frank Sinatra

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The Rosemary’s Baby actress was just 21 when she wed Frank Sinatra, who was 50. The marriage was reportedly rocky and only lasted two years. They likely didn’t have anything in common due to the age gap?! According to The Daily Mail, Sinatra’s Rat Pack pal Dean Martin said he owned a bottle of scotch older than the crooner’s wife.


Melania Knauss & Donald Trump


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The Presidential hopeful and real estate mogul Donald Trump married third wife Melania who is 24 years younger than him. Still, they’ve had children and have remained happily wed for years. The marriage seems to be working out for them. If that walking, talking hairpiece does manage to nab the White House in 2016, we have to admit that Knauss would be a gorgeous first lady.

Catherine Zeta-Jones & Michael Douglas


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September 25th is this couples shared birthday however she was born 25 years after him. The actors have two children and have had some ups and downs, but they are still wed to this day. In fact, Douglas told Ellen DeGeneres in an interview that they are stronger than ever after the separation.

Calista Flockhart & Harrison Ford


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The Ally McBeal actress is 22 years younger than the legendary Star Wars and Indiana Jones actor, who has played some seriously iconic roles in his career. But perhaps Ford’s best role has been husband and father to Flockhart’s son, who she adopted before they got married.

Hilaria & Alec Baldwin

Alec Baldwin

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The actor’s current wife, a yoga instructor, is 26 years younger than him. Sometimes the whole May-December thing just works. They have two children together—a daughter and their son, the latter of which arrived in the summer of 2015. They are said to reportedly be very happy together despite their abnormally short courtship.

Celine Dion & Rene Angelil

Celine Dion

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Dion married her manager, who is 26 years older than she is. They have been happy for years, with several children. Their loves hasn’t dulled unfortunately her husband lost his battle to cancer and Dion has since resumed her residency in Las Vegas, according to ABC News.

Crystal Harris & Hugh Heffner

Hugh Heffner

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After the reality hit TV show of The Girls Next Door, Hugh settled down and married Playmate Crystal Harris, who is 60 years younger. He and Harris split in 2011, but wed in 2013, as reported by The Daily Mail. Hef puts men half his age to shame.