It’s no secret that King Charles was a bit of a ladies’ man before his marriage to Diana Spencer in 1981. In fact, he became so well-known for his romantic exploits that his girlfriends were dubbed “Charlie’s Angels” by the press at one point.

During the 13 years between 1967 and the year he met the future Princess of Wales, the Prince had more than 20 relationships, according to royal experts. This included Sarah, Princess Diana’s sister, as well as several other socialites.

Sabrina Guinness, a brewery heiress, was one prominent figure Charles Dated in the years before meeting Diana. When he was 31, he dated the 24-year-old for nine months and, according to various reports and My London, the future king was smitten with her.

Sabrina’s friend told the Daily Mail, “”She’s never shown any real need or desire to marry,” he adds, “she’s always been so very independent, with a full life, on the invitation list of practically everyone who matters in London, and she’s never been short of male admirers.” None of her boyfriends appeared to be serious propositions.”

Charles, it appears, was not the only one. Sabrina has been romantically linked to a number of celebrities over the years, including Sir Paul McCartney, Mick Jagger, Jack Nicholson, and Michael Douglas, who was once quoted as saying, “I love Sabrina.” Another male admirer described her as “a mix of Goldilocks and Alice in Wonderland.”

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