In the annals of Hollywood romance, few couples captured the public imagination quite like Brad Pitt and Angelina Jolie. Their relationship, which began on a movie set and evolved into one of entertainment’s most scrutinized partnerships, ultimately ended in one of the industry’s longest and most contentious divorce battles. After eight years of legal proceedings, their divorce was finally settled in December 2024, bringing closure to a saga that began with passion and ended in acrimony.

The story of “Brangelina” – as they were dubbed by the media – is one of Hollywood glamour, humanitarian efforts, and ultimately, personal struggles that played out in the public eye. Their relationship spanned over a decade, during which they became parents to six children, collaborated on various projects, and established themselves as one of the entertainment industry’s most powerful couples. However, beneath the surface of their seemingly perfect partnership lay tensions that would eventually tear them apart.

What started as a whirlwind romance between two of Hollywood’s biggest stars gradually deteriorated into allegations of abuse, custody battles, and financial disputes that would dominate headlines for years. The couple’s split not only marked the end of a high-profile relationship but also highlighted the complexities of celebrity divorces, particularly when children and substantial assets are involved. Understanding their journey from love to legal warfare provides insight into how even the most glamorous relationships can unravel under pressure.

The Beginning: Meeting on Mr. & Mrs. Smith (2003-2005)

Angelina Jolie - 1

Angelina Jolie and Brad Pitt (Image via Getty)

The foundation of Brad Pitt and Angelina Jolie’s relationship was laid in 2003 when they were cast as husband and wife in the action-comedy film “Mr. & Mrs. Smith”. At the time, Pitt was married to Jennifer Aniston, while Jolie was enjoying life as a single mother. Their on-screen chemistry was undeniable, but according to Jolie, it wasn’t love at first sight.

In a 2007 interview with Vogue, Jolie reflected on their initial connection: “Because of the film, we ended up being brought together to do all these crazy things, and I think we found this strange friendship and partnership that kind of just suddenly happened”. She emphasized that they were “the last two people who were looking for a relationship” but discovered an unexpected bond through their work together.

The filming process created a unique dynamic between the two actors. Jolie later revealed, “A few months in, I realized, ‘God, I can’t wait to get to work.’ Anything we had to do with each other, we just found a lot of joy in it together and a lot of real teamwork”. Despite growing closer during production, both maintained that their relationship remained platonic while Pitt was still married.

The situation became complicated when Pitt and Aniston announced their separation on January 7, 2005. Their joint statement emphasized that the decision was made after “much thoughtful consideration” and wasn’t the result of tabloid speculation. However, the timing inevitably led to intense media scrutiny about Pitt’s relationship with Jolie.

The Brangelina Era: Romance and Family Building (2005-2014)

Following Pitt’s separation from Aniston, he and Jolie’s relationship gradually transitioned from friendship to romance. They made their first public appearance together in 2005, and by January 2006, Jolie confirmed they were expecting their first child together. This announcement officially marked the beginning of the “Brangelina” phenomenon that would affect the media for years.

The couple’s family grew rapidly through both biological children and adoptions. Their first biological child, Shiloh, was born in 2006, followed by the adoption of Pax from Vietnam in 2007. In 2008, they welcomed twins Knox and Vivienne. Along with Jolie’s previously adopted children Maddox and Zahara, they became a family of eight.

Throughout this period, Pitt and Jolie were known for their humanitarian work and high-profile appearances at film festivals and award ceremonies. They purchased the Château Miraval estate in France for $60 million, which became both their family home and a successful winery business. The couple seemed to embody the perfect balance of Hollywood glamour and social consciousness.

After nearly a decade together, Pitt and Jolie announced their engagement in April 2012. They finally married on August 23, 2014, in a private ceremony at their French estate, with their children participating in the wedding. Jolie took the name “Angelina Jolie Pitt,” symbolizing their unified commitment to family and partnership.

The Unraveling: Signs of Trouble (2014-2016)

Angelina Jolie - 2

Angelina Jolie and Brad Pitt1 (Image via Getty)

Despite their fairy-tale wedding, cracks in the relationship began to show relatively quickly. The pressures of maintaining careers, raising six children, and managing their various business ventures took a toll on the couple. Both were strong-willed individuals with demanding schedules, and finding balance became increasingly difficult.

In retrospect, several factors contributed to the deterioration of their relationship. The stress of constant media attention, differing approaches to parenting, and the challenges of blending their professional and personal lives created ongoing tension. Additionally, Pitt’s struggles with alcohol and substance use, which he later acknowledged publicly, added strain to their marriage.

The couple’s different personalities and life philosophies also played a role. While both were committed to humanitarian causes, they had different approaches to handling their public image and family life. These differences, which may have initially attracted them to each other, became sources of conflict as their relationship matured.

By 2016, just two years after their wedding, it became clear that their marriage was in serious trouble. The final catalyst came during a private flight from France to Los Angeles in September 2016, an incident that would become central to their subsequent legal battles.

The Breaking Point: The Private Jet Incident (September 2016)

The event that ultimately ended Brad Pitt and Angelina Jolie’s marriage occurred on September 14, 2016, during a private flight from France to Los Angeles. According to court documents filed years later, this incident involved allegations of physical and verbal abuse that would become a central issue in their divorce proceedings.

Initial reports suggested that Pitt had an altercation with their eldest son, Maddox, who was 15 at the time. However, more detailed allegations emerged in 2022 when Jolie filed court papers related to their winery dispute. These documents claimed that Pitt was intoxicated and became physically and verbally abusive toward Jolie and their children during the flight.

The FBI and social services investigated the allegations but ultimately decided not to file charges against Pitt. He consistently denied any wrongdoing, and sources close to him disputed Jolie’s version of events. However, the incident marked a point of no return for their relationship.

Just days after the flight, on September 20, 2016, Jolie filed for divorce from Pitt, citing irreconcilable differences. She requested physical custody of their six children and asked for visitation rights for Pitt. In her filing, she did not request spousal or child support, indicating her desire for a clean break.

Angelina Jolie - 3

Angelina Jolie and Brad Pitt (Image via Getty)

What followed was one of Hollywood’s longest and most contentious divorce battles. The proceedings were complicated by several factors: custody of six children, substantial shared assets including the French winery, and ongoing allegations of abuse that continued to surface throughout the legal process.

The Winery Dispute

Perhaps the most publicized aspect of their divorce was the battle over Château Miraval, their French winery. In 2021, Pitt sued Jolie for selling her stake in the business to a Luxembourg-based company controlled by Russian oligarch Yuri Shefler without his consent. Pitt claimed they had an agreement that neither would sell their share without the other’s approval.

The lawsuit, dubbed the “War of the Rosés,” revealed additional details about their relationship’s end. Jolie’s legal team claimed that negotiations to sell her share to Pitt had broken down when he demanded she sign a non-disclosure agreement that would prevent her from speaking about his alleged abuse. Pitt’s representatives disputed this claim, arguing that any NDA was standard business practice for asset sales.

Financial and Emotional Toll

The eight-year legal battle took a significant toll on both parties. Legal fees reportedly reached millions of dollars, and the constant media attention kept their personal struggles in the public eye. In a 2021 Vogue interview, Jolie explained her decision to leave Pitt: “I separated for the wellbeing of my family. It was the right decision. I continue to focus on their healing”.

The Final Settlement: December 2024

After eight years of legal battles, Brad Pitt and Angelina Jolie finally reached a divorce settlement on December 30, 2024. The agreement addressed their marital and property rights, with both parties waiving any future claims to spousal support. They had been declared legally single in 2019, but the financial and custody arrangements took years to finalize.

Jolie’s lawyer, James Simon, expressed relief at the conclusion: “Frankly, Angelina is exhausted, but she is relieved this one part is over”. He noted that Jolie and the children had left all shared properties years earlier and had been focused on “finding peace and healing for their family.”

The settlement marked the end of one of Hollywood’s most high-profile and contentious divorces. While the specific terms remain confidential, the agreement finally allowed both parties to move forward with their lives after nearly a decade of legal entanglement.

Angelina Jolie - 4

The love story between Selena Gomez and Justin Bieber remains one of the most celebrity relationships of the 2010s. What began as a teenage fairy tale between two of pop culture’s biggest stars evolved into an eight-year emotional rollercoaster that would define both their personal lives and public personas. Their relationship, affectionately dubbed “ Jelena ” by fans worldwide, was marked by passionate reunions, devastating breakups, and countless headlines that kept millions of followers invested in their every move.

From their first meeting in 2009 to their final split in March 2018, Gomez and Bieber’s relationship weathered numerous storms including trust issues , conflicting career demands, mental health struggles, and the relentless pressure of living their romance in the public eye. Their on-and-off dynamic became legendary, with the couple breaking up and reconciling multiple times before ultimately going their separate ways forever.

The question that has haunted fans for years remains: why did Selena Gomez and Justin Bieber break up? The answer isn’t simple, as their relationship faced multiple challenges that ultimately proved insurmountable. From busy schedules and trust issues to personal growth and different life goals, their love story serves as a cautionary tale about young love under the microscope of fame. Understanding their timeline reveals not just the reasons behind their splits, but also the complex realities of maintaining a relationship while under the pressures of superstardom.

The Beginning: How Justin and Selena’s Love Story Started (2009-2011)

Justin Bieber - 5

Selena Gomez and Justin Bieber (Image via Getty)

The foundation of Justin Bieber and Selena Gomez’s relationship was laid in 2009 when Justin publicly declared Selena as his celebrity crush during a radio interview with DJ Skee. This admission set the wheels in motion for what would become one of pop culture’s most scrutinized relationships. Bieber’s manager reached out to Gomez’s mother, who was managing the Disney star at the time, to arrange a meeting between the two young performers.

Their first public appearance together came on December 31, 2009 , when Bieber serenaded Gomez with “One Less Lonely Girl” during Dick Clark’s New Year’s Rockin’ Eve. This moment sparked immediate dating rumors, though both stars initially denied any romantic involvement. Throughout 2010, the pair were spotted together multiple times, including a casual date at IHOP, but continued to maintain they were “just friends”.

The couple finally went public with their relationship at the Vanity Fair Oscars Party in February 2011 . This confirmation was sent through their respective fan bases and marked the beginning of their official journey as Hollywood’s newest power couple. At the time, Bieber was 17 and Gomez was 18, making them the perfect teenage dream couple for millions of young fans worldwide.

The First Major Breakup: November 2012

After nearly two years of dating, Justin Bieber and Selena Gomez broke up for the first time in November 2012 . The split came after months of speculation about trouble in paradise, with sources citing their demanding schedules and trust issues as primary factors.

“She broke up with him about a week ago,” a source told PEOPLE at the time. “With them being apart so much it got complicated. She had some trust issues. It’s not easy, but the relationship needed to end”. The couple’s conflicting work schedules had become a major strain on their relationship, with both stars at the height of their careers and constantly traveling for tours, filming, and promotional commitments.

Trust issues also played a significant role in their first breakup. Reports suggested that Gomez had discovered inappropriate text messages between Bieber and actress Chanel Celaya, who appeared in his “As Long As You Love Me” music video. The discovery of these “sexually toned” messages reportedly led to a confrontation where Bieber denied any wrongdoing, further damaging Gomez’s trust in him.

The Reconciliation and Second Breakup (2013-2014)

Justin Bieber - 6

Selena Gomez and Justin Bieber (Image via Getty)

Despite their November 2012 split, Justin and Selena couldn’t stay away from each other . By April 2013, they were spotted together again at one of Justin’s European concerts, confirming their reconciliation. Their reunion was met with mixed reactions from fans and media, with many questioning whether they could overcome the issues that led to their initial breakup.

The couple’s second attempt at love lasted until November 2014 , when they split once again. This breakup was particularly painful for Gomez, who opened up about the relationship during an interview with Ryan Seacrest. When discussing her single “The Heart Wants What It Wants,” which was about Bieber, she revealed the emotional toll their relationship had taken on her.

“I support him. I think I always will. I’m upset when he’s upset. I’m happy when he’s happy,” Gomez told Seacrest, demonstrating the deep emotional connection that made their relationship so difficult to end. The second breakup reportedly came after Bieber was photographed with Kendall Jenner in Paris , adding fuel to existing trust issues.

The Final Chapter: 2017-2018 and the Last Goodbye

After years of being apart and dating other people, Justin and Selena reunited for the third and final time in October 2017 . They were photographed together on bike rides and seemed to be giving their relationship one last serious attempt. However, this reconciliation would prove to be their shortest and most decisive.

The couple’s final breakup occurred in March 2018 , ending their eight-year on-and-off relationship permanently. Sources close to the situation revealed that Gomez had reached a moment of clarity about their relationship’s future.

“Selena started seeing the bigger picture when it came to their relationship,” a source explained to Us Weekly. “Like what was more important: her general happiness and her family and friends’ approval, or her being together with Justin, where no one really supported their relationship”. Another insider noted that “Selena realized even though he’s made some positive improvements, they just aren’t a perfect match right now”.

The Real Reasons Behind Their Breakups

Mental Health and Personal Struggles

One of the most significant factors in why Selena Gomez and Justin Bieber broke up was their individual mental health struggles. In 2014, Gomez was diagnosed with lupus, and she later spoke openly about her battles with depression and anxiety. These health challenges affected her ability to maintain the demanding pace of their relationship while managing her career and personal well-being.

Similarly, Bieber faced his own demons during this period, including legal troubles and reputation issues that put additional strain on their relationship. The combination of their individual struggles made it difficult for them to provide the support each other needed.

Different Life Goals and Maturity Levels

Justin Bieber - 7

Justin Bieber (Image via Getty)

As both stars grew older, their different life views became more apparent. Sources indicated that Bieber enjoyed the party lifestyle and social gatherings, while Gomez sought stability and a more grounded approach to life. This fundamental difference in their priorities made it increasingly difficult to find common ground as they matured.

The Pressure of Public Scrutiny

Living their relationship under constant media attention took a tremendous toll on both stars. “It affected us, especially when we are in front of so many people,” Bieber admitted in a 2013 radio interview. “It’s such a public thing. It’s just hard for the both of us”. The relentless paparazzi coverage and social media speculation created an environment where their relationship couldn’t develop naturally.

The Aftermath and Moving Forward

Just two months after their final breakup , Justin Bieber rekindled his relationship with Hailey Baldwin and quickly got engaged in July 2018. The rapid timeline fans and added another layer of pain to an already difficult situation for Gomez. Bieber and Baldwin married in September 2018, cementing the end of any possibility of a Jelena reunion.

Selena addressed this painful timeline in her 2019 song “Lose You To Love Me,” singing “In two months, you replaced us like it was easy / Made me think I deserved it in the thick of healing”. The song served as her final statement on their relationship and her journey toward healing.

Justin Bieber - 8