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Demi Moore and Ashton Kutcher They surprised the world when they wed despite their 16 year age gap. But now, six years later Demi Moore and Ashton Kutcher have called it quits. It's sad, but it's certainly not the first time that a big age gap has come between a Hollywood couple. Check out some other May-December romances that didn't last. (AP)![madonna and Guy]()
Madonna and Guy Ritchie The "Material Girl" wed director Guy Ritchie despite their 10 year age gap. The union lasted for eight years but ultimately fell apart in 2008. Madonna has since dated even younger men. Guess she hasn't learned her lesson. (AP)![Donald and Marla]()
Donald Trump and Marla Maples The real-estate mogul has never dated or married anyone his age. His first wife Ivana was only three years his junior, while second wife Marla (pictured here) was 17 years younger than him. His second marriage lasted six years, and now he's on his third wife Melania. She is 22 years younger than The Donald. (AP)![Hugh Hefner and Kim Conrad]()
Hugh Hefner and Kimberley Conrad In 1989 the Playboy mogul married Playmate of the Year Kimberley Conrad. She was 36 years his junior, but somehow their relationship lasted for nine years. Neither party filed for divorce after they separated. Hef waited till 2009 to draw up divorce papers, when he wanted to wed another young gal, Crystal Harris. That marriage was called off just days before the wedding. (AP) (AP)![paul and heather]()
Paul McCartney and Heather Mills The former Beatle married Heather Mills in 2002. The model was only 2 years old when the Beatles broke up, so it's not like she was a groupie. Their 26 year age gap became quite apparent during their bitter divorce in 2006. (AP)![richard and cind]()
Richard Gere and Cindy Crawford The actor married the super model in 1991. And despite their 17 year age gap, the two gorgeous stars looked like they could make it work. But we were wrong. They separated four years later. (AP)![billy joel and katie]()
Billy Joel and Katie Lee Billy Joel married food critic Katie Lee in 2004. She was 23 at the time while the singer was 55. Nobody was shocked when they split up five years later. (AP)![rod and rache]()
Rod Stewart and Rachel Hunter Musicians and super models go hand-in-hand. But when their ages are decades apart, it's hard to make it work. Rod Stewart married Australian beauty Rachel Hunter in 1990 and their marriage lasted longer than their 24 year age gap. They made it till 2006! (AP)![charles and diana]()
Prince Charles and Princess Diana The late Princess of Wales was only 20 years old when she married Prince Charles in 1981. He was 33 at the time. Amid years of speculation that Prince Charles was having an affair with Camilla (who is only a year younger than him) the royal couple called it quits in 1996. A year later, Princess Di was killed in a fatal car crash and the Prince went on to marry Camilla. (AP)![kelsey and camille]()
Kelsey Gramer and Camille Donatacci Kelsey Grammer married former Playboy model Camille Donatacci in 1997. Camille, who is 12 years his junior, filed for divorce from the actor in 2010. Two weeks after the divorce was finalized in 2011 Kelsey went on to marry Kayte Walsh, 27. He is 56. They just get younger and younger. (AP)
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- May-December Divorces
