When it comes to love and grand gestures, celebrities have an uncanny ability to set the bar sky-high. From secluded getaways to public displays of affection, these A-list couples have showcased their love in unforgettable ways. This article delves into the most notable celebrity proposal stories that have left us dreaming of our own fairy tale moments.
Katy Perry and Orlando Bloom: Valentine’s Day Helicopter Flight
On Valentine’s Day in 2019, the couple celebrated with a dinner at an Italian restaurant. Katy immediately noticed Orlando was clean-shaven and not sporting his usual tennis shoes, which made her suspicious that something special was about to happen.
After dinner, she expected they’d head to an art exhibit, but instead, they pulled up to a helicopter. Orlando had a love note and a ring box tucked into his coat pocket. While trying to retrieve the large ring box, he accidentally tore his coat, and knocked over the bottle of Champagne! Despite the chaotic moment, it didn’t affect her heartfelt “yes.” Katy’s friends and family were there as the newly engaged couple landed, ready to celebrate their engagement. She later described their landing as something straight out of a James Bond!
Photo: Emma McIntyre
Kanye West and Kim Kardashian:
A Grand Gesture at AT&T Park
Kanye West and Kim Kardashian’s engagement unfolded as a grand spectacle befitting their larger-than-life personalities. In 2013, on Kim’s 33rd birthday, Kanye orchestrated a jaw-dropping proposal at San Francisco’s AT&T Park. The musician rented an entire stadium and an orchestra of 50 musicians, to the music of which the words “Marry me” appeared on a giant screen. West complemented his proposal with a 15-carat diamond ring from the jewelry brand Lorraine Schwartz. The extravagant gesture, combined with the sheer magnitude of the venue, created a moment that was not just a proposal but a public declaration of love.
Photo: Karl Lagerfeld
Tom Cruise and Katie Holmes: Parisian Elegance
Tom Cruise and Katie Holmes’ engagement in 2005 added a touch of magic, glamour, and elegance to their love story. Cruise chose an equally enchanting setting for his proposal—atop the iconic Eiffel Tower in Paris. The City of Love provided a romantic backdrop as Cruise asked Holmes to be his wife, and the engagement was sealed with a stunning ring. The lovebirds captured the world’s attention with their whirlwind romance and fairy-tale engagement, making their Parisian proposal a memorable chapter in celebrity relationship history.
Photo: Alberto E. Rodriguez
Justin Timberlake and Jessica Biel: Montana Magic
In 2011, Justin Timberlake and Jessica Biel added a touch of rustic romance to their love story when the pop sensation proposed to the Hollywood actress. Timberlake chose Montana’s serene and picturesque setting for the engagement, making the moment intimate and personal. The couple, known for their private relationship, celebrated their love surrounded by the natural beauty of the Montana landscape. Timberlake’s proposal to Biel showcased a blend of simplicity and elegance, emphasizing their commitment to each other away from the glitz and glamour of the spotlight.
Photo: John Shearer
George Clooney and Amal Alamuddin: A Hollywood Hills Proposal
George Clooney and Amal Alamuddin’s engagement was in 2014. Clooney chose his Los Angeles home as the backdrop for this significant moment. The proposal was an intimate affair. After dinner, during which they enjoyed Italian pasta, George casually asked Amal to take a candle lighter from the drawer. She opened the drawer and pulled out a ring. After that, he did everything necessary: he knelt and invited her to become his wife. However, Amal was in no hurry to answer: she continued to look at the ring and repeated: “Oh my God!”. She was incredibly shocked. This went on for about 20 minutes – all this time, he stood on one knee and waited for her to answer him “yes.”
Photo: Franco Origlia
John Legend and Chrissy Teigen: Maldives Serenade
John Legend and Chrissy Teigen’s engagement story is a harmonious blend of romance and musical magic. In 2011, Legend orchestrated a memorable proposal during a dreamy vacation in the Maldives. The Grammy-winning artist, known for his soulful ballads, chose a serenade as the backdrop for this intimate moment. With the sun setting over the azure waters, Legend’s heartfelt proposal was accompanied by a choir singing his song “All of Me,” a ballad he later dedicated to Teigen.
Photo: Evan Agostini
David Beckham and Victoria Adams: English Romance
David Beckham’s proposal to Victoria Beckham in 1998 was a glamour and timeless elegance union. The iconic English footballer chose a Cheshunt restaurant in Hertfordshire, and in an intimate and romantic setting, Beckham asked the Spice Girl-turned-fashion icon to be his forever. The engagement marked the beginning of one of the most celebrated celebrity couples. David sealed the promise with Victoria’s long dreamed-of stunning engagement ring: a yellow gold ring with a triple white marquise cut diamond. At that time, it cost about 85 thousand dollars. Their union became a symbol of style and grace.
Photo: Anthony Harvey
Ellen DeGeneres and Portia de Rossi: Pink Diamond Perfection
In 2008, Ellen chose a private and heartfelt setting at their home to propose to Portia. With genuine emotion and a touch of elegance, Ellen presented Portia with a three-carat pink diamond ring, symbolizing their commitment to a life filled with color and joy.
Photo: Jim Smeal
Ryan Reynolds and Blake Lively: A Southern Love Affair
Ryan Reynolds and Blake Lively’s engagement story is a delightful mixture of charm and romance. Reynolds, known for his wit and charisma, proposed to Lively in 2012 during a private getaway at a bed and breakfast in Charleston, South Carolina. Ever the gentleman, Reynolds presented Lively with a stunning engagement ring that he designed himself, with the help of the famous jeweler Lorraine Schwartz. It cost him $2 million. Lively considers it her most treasured gift. The couple’s engagement exuded a sense of genuine connection and mutual admiration, and their subsequent wedding in 2012 further cemented their status as one of Hollywood’s most beloved couples.
Photo: Mike Coppola
Matthew McConaughey and Camila Alves: Christmas Romance
Matthew McConaughey proposed to Camila Alves in front of their family on Christmas Day in 2011, adding a touch of holiday magic to their engagement. The actor gave his beloved just a bunch of gifts, and at the very bottom, there was a box in which there were seven smaller boxes, and in the last one was the treasured ring. The couple, who married in 2012, continue to radiate happiness and exemplify the beauty of love and partnership.
Photo: George Pimente
Brad Pitt and Angelina Jolie: A Family Affair in the Galápagos
Brad Pitt’s proposal to Angelina Jolie was highly private and intimate. Pitt proposed to Jolie 2012 during a family vacation to the Galápagos Islands. The picturesque setting of the islands, known for their unique wildlife and natural beauty, served as a perfect backdrop for this significant moment. Brad prepared thoroughly for his engagement to his beloved. According to jeweler Robert Prokop, the ring took a year to create. They spent quite a long time looking for the central diamond: it had to be of the highest quality and “match Jolie,” look harmonious on her hand, and reflect her nature. And such a stone was found: the ring is crowned with a 6-carat rectangular diamond. But what makes it even more valuable is that Brad himself took part in developing the ring model.
Photo: James Devaney
Ashton Kutcher and Mila Kunis: A Simple Birthday Surprise
Ashton Kutcher and Mila Kunis’s engagement story is a sweet and simple tale. The couple, who first met on the set of “That ’70s Show” as teenagers, had a friendship that eventually evolved into a romantic relationship. In 2014, Kutcher chose a special moment to propose to Kunis—on her birthday. The actor surprised Kunis with a beautiful and understated engagement ring, marking the beginning of their journey towards marriage. The proposal was reported to be a quiet and private affair, reflecting the couple’s preference for keeping their personal lives away from the public eye.
Photo: Jesse Grand
Jay-Z and Beyoncé’s Iconic: French Proposal
Jay-Z’s proposal to Beyoncé is a chapter in the love story of one of music’s power couples. In 2007, during a romantic getaway to the French Riviera, Jay-Z made a proposal that matched the grandeur of their superstar status. The rapper presented Beyoncé with a breathtaking 18-carat diamond ring, marking the moment when he asked her to be his wife. The proposal was one of the most talked-about events in celebrity romance.
Photo: Mike Coppola
Matthew Broderick and Sarah Jessica Parker’s : Timeless Proposal Tale
Matthew Broderick’s proposal to Sarah Jessica Parker is a charming chapter in the love story of this enduring Hollywood couple. In 1996, the actor found a romantic moment in a New York City park to pop the question to his longtime partner. Broderick presented Parker with a classic round-cut diamond engagement ring, a timeless symbol of their commitment. The proposal, marked by simplicity and genuine affection, mirrored the couple’s understated approach to their relationship, which has stood the test of time in the often tumultuous celebrity world.
Photo: Evan Agostini
Russell Wilson and Ciara: Seychelles Symphony
Russell made a marriage proposal to his beloved in 2016 in a very romantic way. Right after Paris Fashion Week, he invited Ciara on a “secret” trip without saying a word about the destination. She was shocked when they flew to the Seychelles. The Seattle Seahawks quarterback orchestrated a fairy-tale proposal on a private beach, creating a moment of magic that included a massive diamond engagement ring. It was there, on the ocean shore, that she said the cherished “yes” to Wilson.
Photo: Emilia Jane
Prince William and Kate Middleton: A Royal Affair in Kenya
Prince William and Kate Middleton’s engagement story is a modern-day fairy tale. In 2010, the charming prince whisked his longtime girlfriend away to the picturesque Lewa Wildlife Conservancy in Kenya. Against the backdrop of the African wilderness, Prince William dropped to one knee and proposed to Kate with a ring that held sentimental value—it was the same sapphire and diamond engagement ring that once adorned the finger of his late mother, Princess Diana. The breathtaking setting and the inclusion of this iconic piece of jewelry added an extra layer of romance and symbolism to the proposal, capturing the hearts of royal enthusiasts worldwide.
Photo: Mario Testino
Pink and Carey Hart: A Woman Can Be the One to Propose Too
Pink did something different when she popped the question to her partner, motocross competitor Carey Hart, in 2005. The pop star stood trackside with a pit board that read, “Will you marry me? I’m serious!” as Hart zoomed past during a race. On his next lap, he stopped his motorcycle to accept her proposal and share a kiss with his future wife.
Photo: Steve Granitz
Jonathan Bennett and Jaymes Vaughan: Recording a Personal Song to Propose
Jaymes Vaughan, a TV host, managed the most touching surprise proposal for Jonathan Bennett, Mean Girls actor, serenading him with a heartfelt song. While Jonathan was away filming The Christmas House for the Hallmark Channel in Canada, Jaymes got to work crafting a sweet way to pop the question.
Upon Jonathan’s return, he was told they would be taking family Christmas card photos, and that’s why Jaymes’s photographer friends were invited. Then Jonathan heard a song playing from a place he didn’t even realize they had a speaker, and Jaymes told him just to listen. It was Jaymes’s voice singing the most beautiful song his partner had ever heard about their relationship – it was the first their song.
Photo: Gregg Deguire
