Elizabeth Taylor wearing a 69.42-carat pear-shaped necklace that was initially given to her as a ring by beau Richard Burton (Photo: courtesy of Ron Galella / Ron Galella Collection / Getty Images)
Cover On Valentine’s Day we celebrate some of the most beautiful love stories known to mankind and the jewellery associated with them like this 69.42-carat pear-shaped necklace owned by Elizabeth Taylor that was initially given to her as an engagement ring by beau Richard Burton (Photo: courtesy of Ron Galella / Ron Galella Collection / Getty Images)
Elizabeth Taylor wearing a 69.42-carat pear-shaped necklace that was initially given to her as a ring by beau Richard Burton (Photo: courtesy of Ron Galella / Ron Galella Collection / Getty Images)

From Elizabeth Taylor’s Shah Jahan diamond to Napoleon’s ‘toi et moi’ ring to Josephine, precious gems and diamonds have always been an integral part of the world’s most famous love affairs.

Love, in its most magnificent form, has often been crystallised in precious stones and rare metals. Throughout history, the world’s most passionate romances have been marked by extraordinary pieces of jewellery that continue to captivate audiences and command astronomical prices at auction houses worldwide. These aren’t merely accessories; they’re physical manifestations of some of history’s most compelling love stories.

Tatler takes a closer look at some of these love stories and the jewellery associated with them, that will make your heart sing.

See also: No hearts, no roses: A fresh take on jewellery meant for Valentine’s Day

Grace Kelly and Prince Rainier III of Monaco

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Grace Kelly’s engagement ring gifted to her by Prince Rainier III of Monaco (Photo: courtesy of Cartier)
Above Grace Kelly’s engagement ring gifted to her by Prince Rainier III of Monaco (Photo: courtesy of Cartier)
Grace Kelly’s engagement ring gifted to her by Prince Rainier III of Monaco (Photo: courtesy of Cartier)

In the sun-drenched paradise of the French Riviera, Hollywood royalty met actual royalty during the 1955 Cannes Film Festival. Grace Kelly, promoting To Catch a Thief, was cleverly lured to a photoshoot at the Prince of Monaco’s palace—a meeting that would change both their lives forever. Their courtship unfolded through passionate letters exchanged across continents until Christmas 1955, when Rainier journeyed to Philadelphia with romance in mind.

The Prince’s first declaration of love came in the form of a Cartier eternity band, its rubies and diamonds alternating in a perfect circle to represent Monaco’s colours. But it was his second offering, also from Cartier, that would capture the world’s imagination—a spectacular 10.47-carat emerald-cut diamond set in platinum, flanked by baguette diamonds. The ring became such an integral part of Grace’s life that she insisted on wearing it during her final film, High Society, even incorporating it into a scene where she lovingly polished it with silk sheets. Today, this symbol of their love is valued at approximately US$38.8 million.

Elizabeth Taylor and Richard Burton

Perhaps no love story has been more closely associated with magnificent jewellery than that of Elizabeth Taylor and Richard Burton. Their initial meeting was hardly promising—Burton’s mediocre pick-up line about Taylor being “a pretty girl” earned him nothing but disdain. It wasn’t until the filming of Cleopatra, when Burton appeared vulnerable and hungover, needing Taylor’s help to hold his coffee cup, that their legendary romance truly began.

Burton’s gift-giving became the stuff of legend, marked by spontaneous “It’s Tuesday, I love you” presents that would make modern-day romantics swoon. During their time in Rome, Taylor became a regular at Bulgari, where she would spend hours sharing stories with Gianni Bulgari while examining his finest pieces. The crowning glory of their romance was the Taylor-Burton Diamond, a 69.42-carat pear-shaped masterpiece that Taylor initially wore as a ring before she requested Cartier to convert it into a necklace. On her 40th birthday in Budapest, Burton presented her with the Shah Jahan diamond, joking that he would have bought her the Taj Mahal if not for transportation difficulties.

Don’t miss: As L’École Asia Pacific marks its fifth anniversary, managing director Olivier Segura highlights the new Shakudō jewellery exhibition in Hong Kong

Napoleon and Empress Josephine

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Toi et Moi ring was first gifted to empress Josephine by Napoleon Bonaparte (Photo: courtesy of instagram / @nicolewinklerjewellery)
Above Toi et Moi ring was first gifted to Empress Josephine by Napoleon Bonaparte (Photo: courtesy of instagram / @nicolewinklerjewellery)
Toi et Moi ring was first gifted to empress Josephine by Napoleon Bonaparte (Photo: courtesy of instagram / @nicolewinklerjewellery)

When fate brought together a young military officer and a widow over her late husband’s sword, no one could have predicted the passionate love affair that would help shape European history. Josephine, six years Napoleon’s senior, got the attention of the future emperor with her worldly charm and grace.

Despite his modest means as a young officer, Napoleon proposed with an exquisite “toi et moi” ring which translates to “you and me”—with two pear-shaped stones, a sapphire and diamond, each weighing just under a carat, symbolising their two souls meeting as one. Their love story, though ultimately ending in divorce due to Josephine’s inability to provide an heir, remained one of history’s most storied romances.

Napoleon’s devotion was evident in his constant gifting of jewels, seeing Josephine as the embodiment of the imperial splendour he envisioned for France. The depth of their connection was revealed in his final moments—his last word on his deathbed was “Josephine”. Their engagement ring, preserved within the Bonaparte family for two centuries, sold at an auction in France in 2013 for nearly US$950,000, overshooting the estimate of US$20,000 by a margin and a half.

Frank and Barbara Sinatra

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Frank Sinatra gave Barbara an emerald-cut 20.60-carat diamond ring (Photo: courtesy of Sotheby’s)
Above Frank Sinatra gave Barbara an emerald-cut 20.60-carat diamond ring (Photo: courtesy of Sotheby’s)
Frank Sinatra gave Barbara an emerald-cut 20.60-carat diamond ring (Photo: courtesy of Sotheby’s)

Frank Sinatra's approach to romance was as unique as his voice. When it came to proposing to Barbara, he orchestrated a moment that perfectly captured his larger-than-life personality. Presenting her with not one but two 20-carat emerald-cut diamonds, he asked her to choose her favourite. The chosen ring was then dramatically dropped into a champagne glass—though Barbara still had to prompt him for the actual proposal.

Their relationship was marked by grand gestures and intimate moments, with Sinatra frequently surprising Barbara with extraordinary pieces from Van Cleef & Arpels and Cartier. The engagement ring that sealed their love story later sold at Sotheby’s for US$1.695 million, proving that even decades later, the Sinatra romance still makes collectors and romantics believe (and invest) in love.

Edward VIII and Wallis Simpson

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The Flamingo Brooch at a Cartier exhibition in Dubai gifted by Edward VIII to Wallis Simpson (Photo: courtesy of instagram / @dubaiuncut)
Above The Flamingo Brooch at a Cartier exhibition in Dubai gifted by Edward VIII to Wallis Simpson (Photo: courtesy of instagram / @dubaiuncut)
The Flamingo Brooch at a Cartier exhibition in Dubai gifted by Edward VIII to Wallis Simpson (Photo: courtesy of instagram / @dubaiuncut)

“I have found it impossible to carry the heavy burden of responsibility and to discharge my duties as King... without the help and support of the woman I love.” With these words, Edward VIII chose love over the British throne, creating one of history’s most controversial yet romantic tales. Their relationship was commemorated with a spectacular Van Cleef & Arpels diamond and sapphire jarretière bracelet, marking the beginning of their lifelong collaboration with the jeweller.

Throughout their marriage, the Duke showered the Duchess with extraordinary pieces, each inscribed with intimate messages documenting their journey together. Their commissioned jewellery collection became a diary of their love story, with pieces like the famous flamingo brooch and cross bracelet bearing secret messages known only to them. These pieces, when occasionally appearing at auction, continue to draw extraordinary interest, not just for their intrinsic value but for the remarkable love story they represent.

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