The Remarkable Tale of Grace Kelly’s Two Engagement Rings

It was a mere placeholder for the real thing, however. That same month, the bride-to-be started filming High Society, her final movie before she got married and had to give up her acting career. In the movie, a Cole Porter-penned musical comedy version of The Philadelphia Story, Kelly plays wealthy socialite Tracy Lord, who must choose between three very different love interests. 

Frank Sinatra and Kelly, who is seen wearing her second engagement ring, on the set of High Society.

Photo: Getty Images

Engaged to be married to the rich but dull George (played by John Lund), Lord wears a scene-stealing ring throughout the film, its central stone elegantly flanked by a pair of tapered baguettes. And this was no movie prop. It turned out to be the real deal, as presented to Kelly by Prince Rainier himself. “We have pictures of them peering in at the windows of the Cartier store on the Rue de la Paix [in Paris],” says Pierre Rainero, Cartier’s director of image, heritage, and style. “I don’t know if they were already married or engaged, but perhaps they were choosing this ring.” He adds that the jeweler’s archive records the ring’s transfer from Paris to its store in Monaco. 

However it made its way onto Kelly’s ring finger, the diamond ended up with a starring role on the big screen. In one scene, Bing Crosby, who plays Tracy’s ex-husband in the movie, jokes about its size. In another, Kelly’s character polishes the massive rock on a seat cushion, then lies back to admire it. 

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