The Cutest Celebrity Engagement Stories

1 month ago 27
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Soon after Gwen Stefani and Blake Shelton announced their engagement on Instagram, details about how, exactly, the country crooner proposed began popping up. He did so in Oklahoma. He asked Stefani’s dad for permission. He designed a custom ring. At a time when our world seems constantly uncertain, it was a heartwarming distraction from a darker reality.

So, it got us thinking—what are some other wonderful celebrity proposal stories to revisit right now? Below, our favorites, from Prince Harry and Meghan Markle's intimate engagement over roast chicken to Kim and Kanye West's over-the-top stadium proposal.

Serena Williams and Alexis OhanianNEW YORK, NEW YORK - MAY 06: Serena Williams and Alexis Ohanian attend The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City. (Photo by Dimitrios Kambouris/Getty Images for The Met Museum/Vogue)Dimitrios Kambouris

Serena Williams and Alexis Ohanian first met at the Cavalieri Hotel in Rome, after the Reddit co-founder sat down at a breakfast table near hers. Originally put off by his close proximity, one of Williams’s friends joked that there was a rat by his table—to which Ohanian replied that he was from Brooklyn, so he was used to rats.

18 months later, he was ready to propose in fantastical style. “I came home one day to find my bags already packed for me, and I had absolutely no idea where I was going until I got on the flight,” Serena told Vogue. “Alexis flew me out to Rome, back to the exact table where we’d met. We were both really nervous but also excited to take this huge step. It was such a beautiful moment.” Oh, and on the tabletop? A plastic rat.

Prince Harry and Meghan MarkleLONDON, ENGLAND - NOVEMBER 27: Prince Harry and Meghan Markle attend an official photocall to announce their engagement at The Sunken Gardens at Kensington Palace on November 27, 2017 in London, England. Prince Harry and Meghan Markle have been a couple officially since November 2016 and are due to marry in Spring 2018. (Photo by Karwai Tang/WireImage)Karwai Tang

Royal life comes with a lot of pomp and circumstance—which is why, perhaps, Harry chose a simple yet intimate way to propose to Meghan Markle. During a night in, when the couple was cooking a roast chicken, Harry pulled out the ring. “It was just an amazing surprise,” Markle recalled in an interview. “It was so sweet and natural and very romantic; he got on one knee.” In fact, she was so overwhelmed and overjoyed that, according to Harry, “she didn’t even let me finish.”

George and Amal ClooneyNEW YORK, NY - MAY 07: Amal Clooney (L) and George Clooney attend the Heavenly Bodies: Fashion & The Catholic Imagination Costume Institute Gala at The Metropolitan Museum of Art on May 7, 2018 in New York City. (Photo by Kevin Mazur/MG18/Getty Images for The Met Museum/Vogue)Kevin Mazur/MG18

Like Prince Harry, George Clooney also planned a quiet engagement. First, he made pasta for the two to enjoy. "Then over champagne, after dinner, I told her there was a lighter to light the candle in the drawer, and she reached back and pulled out a ring,” he told The Hollywood Reporter. Amal was so shocked that it took her 20 minutes to respond.

Kim Kardashian and Kanye WestPARIS, FRANCE - MARCH 01: Kim Kardashian West and husband Kanye West leave K.West's Sunday Service At Theatre Des Bouffes Du Nord - Paris Fashion Week Womenswear Fall/Winter 2020/2021 on March 01, 2020 in Paris, France. (Photo by Marc Piasecki/WireImage)Marc Piasecki

Kanye West is always dreaming big—and that was particularly true when it came to his proposal. The rapper proposed to Kardashian in 2013 by renting out the entirety of San Francisco’s AT&T Park. While the Chicago Symphony played, ““PLEEEASE MARRY MEEE!!!” flashed upon the Jumbotron.

Katy Perry and Orlando BloomBEVERLY HILLS, CA - FEBRUARY 26: (EXCLUSIVE ACCESS, SPECIAL RATES APPLY) Singer Katy Perry (L) and actor Orlando Bloom attend the 2017 Vanity Fair Oscar Party hosted by Graydon Carter at Wallis Annenberg Center for the Performing Arts on February 26, 2017 in Beverly Hills, California. (Photo by Dave M. Benett/VF17/WireImage)Dave M. Benett/VF17

When it came time to pop the question to Katy Perry, Orlando Bloom also went over the top. Perry told the story on Jimmy Kimmel Live: “We went to dinner. I thought we were going to go see some art after dinner, but we pulled up to a helicopter,” she said. “He asked me to marry him in a helicopter.”

Afterwards, they landed on a rooftop full of their family and friends.

Jennifer Lopez and Alex RodriguezHOLLYWOOD, CA - FEBRUARY 24: (L-R) Alex Rodriguez and Jennifer Lopez attends the 91st Annual Academy Awards at Hollywood and Highland on February 24, 2019 in Hollywood, California. (Photo by Jeff Kravitz/FilmMagic)Jeff Kravitz

Alex Rodriguez planned his proposal to Jennifer Lopez by the minute. No, really. He said on The Tonight Show Starring Jimmy Fallon that he actually rehearsed their Bahamas betrothal three days in a row because he “wanted the sunset to be perfect.” He then decided that he should pull out the ring at exactly 6:29 p.m. (It paid off: the couple’s proposal pictures are stunning.)

Gabrielle Union and Dwyane WadeBEVERLY HILLS, CALIFORNIA - FEBRUARY 09: Gabrielle Union and Dwayne Wade attend the 2020 Vanity Fair Oscar Party at Wallis Annenberg Center for the Performing Arts on February 09, 2020 in Beverly Hills, California. (Photo by Taylor Hill/FilmMagic,)Taylor Hill

Dwyane Wade and Gabrielle Union’s proposal was a family affair. Wade had his two children hold up signs that read “Will you marry us?'" Union said yes—to him first, and then, to their kids.

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