Angelina Jolie and The Weeknd
Angelina Jolie and The Weeknd (Credit: Getty Images)

Did Angelina Jolie and The Weeknd Break up?

A Deeper Look at Angelina Jolie and The Weeknd’s Connection

Angelina Jolie and The Weeknd have sparked romance rumors since 2021, joining the ranks of celebrity pairings that have captivated fans. While their relationship lacks the history of some Hollywood couples, their frequent outings and mutual interests have fueled speculation.

The Academy Award-winning actress and the Grammy-winning musician have been seen together on multiple occasions, leading fans to wonder if they are more than just friends.

Public Sightings and Growing Speculation

The rumors began in July 2021 when Jolie and The Weeknd, whose real name is Abel Tesfaye, were seen dining together at Giorgio Baldi, an upscale Italian restaurant in Los Angeles. While some dismissed the meeting as a business dinner—given The Weeknd’s growing interest in acting—subsequent sightings only intensified the speculation.

On September 25, 2021, the pair were once again spotted at Giorgio Baldi, this time dining in a private section. Although they arrived separately, they left together, further fueling dating rumors. Their decision to walk past the paparazzi and enter the same vehicle added to the intrigue.

Jolie has not directly addressed the rumors, but during an October 2021 interview with E!’s Daily Pop, she was asked whether her children were more excited about her role in Eternals or her friendship with The Weeknd. Her cryptic response—”They’re very excited about this film… If that’s what you’re asking”—left room for interpretation.

The Weeknd’s Music and Possible References to Jolie

In January 2022, The Weeknd released his album Dawn FM, which contained a track titled “Here We Go… Again.” In the song, he sings:

“My new girl, she a movie star / I loved her right, make her scream like Neve Campbell / But when I make her laugh, swear it cures my depressin’ thoughts / ‘Cause baby girl, she a movie star.”

Fans quickly linked the lyrics to Jolie, given her status as a Hollywood icon. Many took to social media, suggesting that this was The Weeknd’s way of subtly confirming their relationship.

Past Relationships

The Weeknd’s Relationship History

The Weeknd has been involved in several high-profile relationships. He dated model Bella Hadid in 2015, with the couple breaking up a year later before rekindling their romance in 2018.

However, they split again in 2019. Between those periods, The Weeknd was in a ten-month relationship with singer Selena Gomez in 2017 before she briefly reunited with Justin Bieber.

There were also rumors linking The Weeknd to Spanish singer Rosalía in 2021 after they collaborated on a remix of his song Blinding Lights, though neither party confirmed a romance.

Angelina Jolie’s Relationship History

Jolie has also had several famous relationships. She was previously married to actors Brad Pitt (2014–2019), Billy Bob Thornton (2000–2003), and Jonny Lee Miller (1996–1999).

Her most high-profile relationship was with Pitt, with whom she shares six children. Their ongoing custody battle following their 2019 divorce has kept them in the headlines.

In June 2021, Jolie visited her ex-husband Jonny Lee Miller in New York, prompting speculation that they might rekindle their romance. However, sources later clarified that their meeting was purely friendly, with their children also present. Before her first marriage, Jolie was romantically linked to her Foxfire co-star Jenny Shimizu.

Angelina Jolie and The Weeknd
Angelina Jolie and The Weeknd (Credit: Getty Images)

Are Jolie and The Weeknd Dating?

While neither Jolie nor The Weeknd has officially confirmed their relationship, their multiple outings and the suggestive lyrics in Dawn FM have kept fans curious. Their continued appearances together suggest a strong connection, whether romantic or professional.

Some believe their relationship could be related to The Weeknd’s growing career in Hollywood. He co-wrote and starred in the HBO Max series The Idol, which premiered in 2023. Given Jolie’s extensive experience in the film industry, their meetings could be linked to potential collaborations rather than romance.

Angelina Jolie and The Weeknd’s rumored relationship has been a topic of intrigue since 2021. Despite never officially confirming their status, their frequent meetings, suggestive song lyrics, and public outings have left fans speculating.

While some believe they share a romantic connection, others argue that their relationship may be rooted in professional collaboration, particularly with The Weeknd’s expanding film career.

Jolie, known for maintaining a private personal life, has remained cryptic about their association. Similarly, The Weeknd has neither confirmed nor denied the rumors, leaving fans to interpret the clues. Whether they are romantically involved or merely close friends, their interactions continue to generate buzz.

Regardless of their relationship status, both Jolie and The Weeknd remain influential figures in their respective industries. If their connection is romantic, it marks Jolie’s first public relationship since her high-profile divorce from Brad Pitt and The Weeknd’s first since his split from Bella Hadid.

Until they make an official statement, the nature of their bond will remain an open-ended question, captivating fans and media alike.

One interesting angle about Angelina Jolie and The Weeknd’s rumored relationship is the speculation that their connection might have a deeper artistic or philanthropic collaboration rather than a romantic one.

While their public outings and The Weeknd’s suggestive lyrics have fueled dating rumors, some insiders believe their bond may stem from shared humanitarian interests.

Jolie has long been an advocate for refugee rights and humanitarian work through her role as a UNHCR Special Envoy, while The Weeknd has made significant charitable contributions, including donating millions to causes like famine relief in Ethiopia and global humanitarian efforts.

Some fans theorize that their meetings could involve discussions about philanthropy, particularly given Jolie’s experience working with the UN and The Weeknd’s commitment to using his platform for social good.

Additionally, there has been speculation that Jolie might be involved in helping The Weeknd transition further into Hollywood. With his increasing focus on acting—especially following his HBO series The Idol—Jolie’s extensive background in film and directing could make her an influential mentor.

If their connection is professional rather than romantic, it would make sense that they continue to meet privately, possibly to discuss potential collaborations.

While romance remains a possibility, another theory is that their bond is simply one of mutual admiration—both are highly influential, private, and selective about the people they surround themselves with.

Until either party directly addresses the rumors, fans and media alike will continue to analyze every sighting and song lyric for hidden clues about the true nature of their relationship.

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