15 Celebrity Duos Who Remained Besties Despite Dating the Same Person

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Navigating the tricky waters of romance can be challenging, especially under the glaring spotlight of fame. Yet, some celebrities have risen above romantic entanglements, maintaining solid friendships even after dating the same person. These are 15 celebrity pairs who prove that true friendship can survive the drama of love triangles. Did you know about all of them?

Selena Gomez and Taylor Swift

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These longtime friends both reportedly dated Taylor Lautner at some point. Swift was involved with the Twilight actor in 2009, inspiring her song “Back to December,” while Gomez dated him earlier that year. Despite this, Swift and Gomez remain very close. All three are remarkably professional, and Taylor Lautner even starred in Swift’s music video in 2023.

Cameron Diaz and Kate Hudson

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Both actresses were connected to former New York Yankee Alex Rodriguez. Rumors suggested that Hudson believed Diaz’s involvement with Rodriguez was revenge for Hudson’s fling with Diaz’s recent ex, Justin Timberlake. By 2012, they had reconciled and were seen looking quite friendly at Vanity Fair’s Oscar party. They even celebrated together at Nicole Richie’s birthday party in September 2016.

Kate Beckinsale and Sarah Silverman

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Here is a rare example of two women forming friendships after dating the same man. Beckinsale was in an eight-year relationship with her Underworld co-star, Michael Sheen, with whom she shares a daughter, Lily Mo Sheen. The actors maintain a close friendship and co-parenting relationship, and Beckinsale openly expresses her admiration for Sheen’s current girlfriend, comedian Sarah Silverman.

Drew Barrymore and Gwyneth Paltrow

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The actresses have maintained a strong friendship for years, even posting a famous makeup-free selfie during a mountain-climbing trip with friends in late 2016. Their bond hasn’t been affected by having dated Luke Wilson—Paltrow in 2001 after they worked on The Royal Tenenbaums together and Barrymore for several years in the late ’90s.

Jennifer Lopez and Cameron Diaz

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Jennifer Lopez and Cameron Diaz had high-profile relationships with Sean “Diddy” Combs and Alex Rodriguez, respectively. Despite this, they worked harmoniously on the film “What to Expect When You’re Expecting” and praised each other’s professionalism. Their ability to separate personal history from their working relationship underscores their maturity and respect.

Kristen Wiig and Drew Barrymore

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Wiig and Barrymore have been close friends for years, despite some potential awkwardness when the Bridesmaids star began going out with Barrymore’s ex in 2011. Barrymore had a five-year relationship with drummer Fabrizio Moretti, ending in 2006. However, Barrymore was remarkably relaxed, joking in an Allure interview, “It all seems so wacky and incestuous.”

Dianna Agron and Emma Roberts

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The Glee star dated Alex Pettyfer for less than a year after meeting on the set of I Am Number Four, with engagement rumors at one point, but they split in early 2011. Before this, Pettyfer had previously dated Roberts in 2008 and even had her initials tattooed on his finger. Since then, Agron and Roberts have appeared together at events like the 2011 Met Gala.

Taylor Swift and Cara Delevingne

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In 2012 and 2013, the “Cruel Summer” singer briefly dated One Direction’s Harry Styles. Later, in 2013, Styles was rumored to be having a thing with English model Cara Delevingne. Despite this, Swift and Delevingne have remained unfazed by their shared romantic history, frequently spending time together and expressing affection on social media.

Jennifer Aniston and Courteney Cox

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Few friendships are as legendary as this one. Both actresses once dated Counting Crows’ lead singer, Adam Duritz, but this did not hinder their bond. Their support for each other has never wavered through thick and thin, from breakups to significant career milestones. 

Nikki Reed and Nina Dobrev

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Dobrev was in a long-term relationship with her on-screen love interest, Ian Somerhalder, until their breakup in 2013. Somerhalder then began dating their mutual friend Nikki Reed, whom he married in 2015. Rumors swirled for years about Reed betraying Dobrev, but in February 2017, all three put those rumors to rest by sharing Instagram posts from a group hangout. 

Debbie Reynolds and Elizabeth Taylor

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In a famous Hollywood story, Reynolds and her husband, Eddie Fisher, were friends with Elizabeth Taylor and her husband, Mike Todd. After Todd’s death, Fisher and Taylor grew closer, leading Fisher to divorce Reynolds to marry Taylor. The scandal was significant, but Reynolds eventually forgave Taylor, and they even co-starred in the TV movie These Old Broads.

Gwyneth Paltrow and Jennifer Aniston

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Brad Pitt was romantically linked to both Gwyneth Paltrow and Jennifer Aniston. He was engaged to Paltrow in the late ’90s before they split in 1997. Later, Pitt married Aniston in 2000, but their marriage ended in 2005. In spite of this shared connection, both actresses have remained supportive, prominent, and successful in Hollywood.

Selena Gomez and Miley Cyrus

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Following Nick Jonas and Miley Cyrus’s split in 2007, Nick dated Selena Gomez for a few months in 2008, prompting fans to wonder if there was any bad blood between them. Nearly a decade later, the former Disney stars appeared to have mended any rift. In November 2017, Cyrus sent Gomez a warm shoutout and shared throwback photos, wishing her luck before her AMAs performance.

Niall Horan and Ed Sheeran

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After Niall Horan and Ellie Goulding were rumored to have dated in 2013, Ed Sheeran, who had also been linked to Goulding, released the song “Don’t,” which fans speculated was about their love triangle. Despite the speculation and rumors, both singers have maintained a friendly relationship, continuing their remarkable music careers.

Gigi Hadid and Taylor Swift 

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Hadid, part of T-Swift’s #squad, dated Joe Jonas in 2015, seven years after Swift had dated him and was famously dumped in a 27-second phone call. Swift seemed to harbor no resentment and was spotted hanging out with Hadid and Jonas before they ended their relationship.

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