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The British Royal Family has certainly seen their fair share of complicated relationships. Starting all the way back in the 16th century with King Henry VIII and his slew of headless wives, to Edward VIII and Wallis Simpson, and even the late Princess Diana and Prince Charles, romance and royal don’t always mix. However, there is one modern royal couple that has always left us scratching our heads. Prince Andrew and Sarah, Duchess of York, are the epitome of “it’s complicated.”

The prince and the duchess were married for just ten years, from 1986 to 1996, and a slew of affairs, scandals, and embarrassing antics caused them to pull the plug on their marriage. However, in the last twenty-plus years, the duo have remained thick as thieves. Though they are no longer married on paper, Princess Eugenie and Princess Beatrice’s mom and dad have kept their romance very much alive.

Step back in time with us to look at their very complicated romance.

1. Wild 20s

When they first met in their mid-20s, Sarah “Fergie” Ferguson and Prince Andrew were living their best lives. Ferguson was a career woman from a wealthy background. She had two live-in beaus during her 20s, Kim Smith-Bingham, a stockbroker, and Paddy McNally, a motor racing manager who just happened to be 22 years her senior.

Prince Andrew was also living his very best life. He was dating American adult film star, Koo Stark which horrified both the press and his parents. He was a navy man, living his best royal life.

Next: Princess Diana plays matchmaker  

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