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The Star-Studded And Royal Dating History of Grace Kelly, Princess Of Monaco

Updated December 26, 2019 2.6k views21 items

Many have described her as one of the most beautiful women ever, so it’s no surprise there were a lot of Grace Kelly relationships. The Grace Kelly dating history is a bit controversial, as she was often linked to her film co-stars, who were married when they met. 

However, the star eventually settled down. The Grace Kelly single life ended swiftly in 1955, after she met Rainier III, Prince of Monaco at Cannes Film Festival. Grace Kelly married him, becoming Princess Grace in 1956. Prior to that, Bing Crosby was one of the more famous of the Grace Kelly boyfriends. The two met on the set of their film, The Country Girl. There were many famous Grace Kelly exes though. In fact, William Holden - from the same film - was reportedly another of the men Grace Kelly dated. 

Are you surprised by the people Grace Kelly dated? Read on below to find out more about the Princess’s glamorous life.

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  • Grace Kelly met Prince Rainier III of Monaco during a staged photo op at Cannes Film Festival in 1955. Their courtship happened quickly, with Monaco's Minister of State announcing their enagement at Grimaldi Palace in January of 1956.

    Their marriage took place after Kelly finished her final filming role in High Society in 1956, and was dubbed - at the time - the "wedding of the century."

    They remained together, raising three children Caroline, Princess of Hanover (born in 1957), Albert II, Prince of Monaco (born in 1958), and Stephanie (born in 1965), until Kelly's untimely death in 1982.

    • Age: Dec. at 82 (1923-2005)
    • Birthplace: Monaco-Ville, Monaco
  • Bing Crosby
    Photo: The Country Girl / Paramount Pictures

    Grace Kelly met Bing Crosby on the set of their 1954 movie The Country Girl. The pair were reportedly an item by the end of filming. At the time, Crosby was also dating Kathryn Grant, who went on to become his wife.

    The affair continued even after Crosby proposed to Kathryn, and reportedly he postponed their wedding because of Kelly. It reportedly ended by 1955, but they must have stayed in communication, because in 1962, Kathryn and Bing Crosby were invited to Monaco to be the guests of Princess Grace and her husband.

    • Age: Dec. at 74 (1903-1977)
    • Birthplace: Tacoma, Washington, United States of America

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  • William Holden
    Photo: The Country Girl / Paramount Pictures

    Grace Kelly reportedly had an affair with William Holden - who was then married to Brenda Marshall - from 1954 to 1955. He also worked with Kelly and Bing Crosby on the 1954 movie The Country Girl

    • Age: Dec. at 63 (1918-1981)
    • Birthplace: O'Fallon, Illinois, United States of America

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  • Robert Dornhelm

    Robert Dornhelm
    Photo: Metaweb (FB) / Fair use

    In the late-seventies, Grace Kelly spent time in Paris every year without her husband, Prince Rainier of Monaco. It was during this time when she reportedly enjoyed the company of Australian director, Robert Dornhelm.

    • Age: 72
    • Birthplace: Timișoara, Romania