The Ultimate Guide to the Most Iconic Celebrity Double Dates in History
Iconic celebrity couples like Kourtney Kardashian and Travis Barker have enjoyed star-studded double dates throughout the years Discover the glamorous company they keep, from Blake Lively and Ryan Reynolds to Prince Harry and Meghan
Sometimes, four is the perfect company! These celebrity couples are proving to us that date nights can be more enjoyable when shared with another duo. From romantic dinners to thrilling ski adventures and even glamorous red carpet events, these famous individuals show us that having more people around can make the experience even better.
Kourtney Kardashian, Travis Barker, Megan Fox, and Machine Gun Kelly have certainly grabbed attention with their double dates. One memorable moment was when the four of them playfully posed by touching tongues in the bathroom at the 2021 VMA Awards.
But they are not the only celebrities who enjoy double dates. Take a look at some of the most glamorous and star-studded celebrity double dates over the years. Prepare to be envious as these couples make us wish we too could join them as the fifth wheel.
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Celebrity Double Dates Through the Years
Four isn’t always a crowd! When it comes to dating, these celebrity couples are showing Us that sometimes date night is better when paired with another duo.
Kourtney Kardashian, Travis Barker, Megan Fox, and Machine Gun Kelly have made a splash with their memorable double dates. From dining out to skiing adventures and even glamorous red carpet occasions, these celebrities show us that two couples can indeed make for a merrier experience. One unforgettable moment was when the group captured attention at the 2021 VMA Awards by playfully posing with their tongues touching in the bathroom.
They aren't the sole celebrities who adore double dates. Keep scrolling to witness a collection of splendid celebrity double dates spanning numerous years — and ones that leave us yearning to be the extra wheel.
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Blake Lively, Ryan Reynolds, Emily Blunt and John Krasinski
Blake Lively and Ryan Reynolds were seen together at the New York City premiere of Emily Blunt and John Krasinski's movie, A Quiet Place, in April 2018. This was not their first public appearance together as they were also spotted a month earlier at New York's Guggenheim Museum.
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John Legend, Chrissy Teigen, Behati Prinsloo and Adam Levine
The previous colleagues from The Voice, John Legend and Adam Levine, enjoyed an evening with their respective model spouses, Chrissy Teigen and Behati Prinsloo. Despite their competitive nature on the show, Legend and Levine share a friendship off-set. Legend revealed to Seth Meyers that they had both been familiar with similar social circles in their dating history.
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Kourtney Kardashian, Travis Barker, Megan Fox and Machine Gun Kelly
Kourtney Kardashian, Travis Barker, Megan Fox and Machine Gun Kelly dined together after attending the GQ Men of the Year party in November 2022.
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Prince Harry, Meghan, Prince William and Duchess Kate
Prince Harry and his brother Prince William made a joint appearance alongside their spouses, Meghan Markle and Princess Kate, for the Royal Foundation Dinner held at Victoria House in London in November 2018, prior to experiencing tensions within the royal family.
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George Clooney, Amal Clooney, Cindy Crawford and Rande Gerber
Cindy Crawford, Rande Gerber, alongside George Clooney and Amal Clooney, teamed up to attend the American Film Institute's Life Achievement Award Tribute honoring George Clooney in June 2018. Additionally, the quartet has been spotted enjoying joint vacations, having previously acquired adjacent properties in Cabo San Lucas, Mexico, during their Casamigos Tequila partnership days, prior to divesting these assets in 2016.
Credit: Courtesy of Keleigh Teller/Instagram
Keleigh Teller, Miles Teller, Julia Garner and Mark Foster
Julia Garner and Mark Foster joined the married couple in Portofino, Italy, in September 2023. Keleigh Teller expressed her love for the place through an Instagram post, writing, "I found my love in Portofino."
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Gabrielle Union, Dwyane Wade, Justin Timberlake and Jessica Biel
In April 2019, Gabrielle Union, Dwyane Wade, Justin Timberlake, and Jessica Biel joined forces in New York City to commemorate the NBA star's retirement. Despite the Miami Heat's loss to the Brooklyn Nets earlier that evening in Wade's final game, the couples were all brimming with joy as they celebrated.
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Naomi Watts, Billy Crudup, Sam Rockwell and Leslie Bibb
Newlyweds Naomi Watts and Billy Crudup were in attendance at the 2023 US Open, joining Sam Rockwell and Leslie Bibb as they watched Coco Gauff secure the title in the women's final.
Credit: Courtesy of Paul Wesley/Instagram
Nina Dobrev, Shaun White, Keleigh Teller and Miles Teller
Nina Dobrev and Shaun White joined Keleigh and Miles Teller in celebrating the 4th of July holiday in 2023. Despite their injuries (Dobrev wearing a cast on her wrist and Keleigh donning a boot on her foot), the women boldly showcased them. Dobrev playfully reminded everyone to "Be safe, it's dangerous out there," through her Instagram post.
In this article
Adam Levine
Amal Clooney
Behati Prinsloo
Billy Crudup
Blake Lively
Chrissy Teigen
Cindy Crawford
Dwyane Wade
Emily Blunt
Gabrielle Union
George Clooney
Jessica Biel
John Krasinski
John Legend
Julia Garner
Justin Timberlake
Princess Kate
Kourtney Kardashian
Leslie Bibb
Machine Gun Kelly
Megan Fox
Meghan Markle
Miles Teller
Naomi Watts
Nina Dobrev
Prince Harry
Prince William
Rande Gerber
Ryan Reynolds
Sam Rockwell
Shaun White
