Insiders dish on the REAL reason Jennifer Aniston dumped her best friend… after an 'innocent' mistake turned into a toxic betrayal

Importance Score: 20 / 100 🔵

Once seemingly inseparable, Jennifer Aniston and Chelsea Handler, frequently seen laughing together at awards ceremonies and relaxing in Cabo San Lucas during Thanksgiving, appeared to have a bond that would last. Their close knit celebrity friendship, however, took an unexpected turn leading to a public Hollywood fallout. This article delves into the reasons behind the rift between Jennifer Aniston and Chelsea Handler, revealing how private matters shared in confidence ultimately led to the demise of their once strong connection.

Cracks Appear in a Close Celebrity Friendship

Aniston, it was believed, confided in Handler, her comedic confidante, regarding her anxieties about Angelina Jolie. Both women publicly lauded each other and humorously referenced their long-standing friendship in interviews, but this public display of affection abruptly ceased without explanation.

Now, sources reveal to the Daily Mail the underlying reasons for the охлаждение of this friendship. Reportedly, indiscretion played a significant role in the deterioration of their bond.

‘Jennifer prioritizes privacy, whereas Chelsea thrives in the spotlight, suggesting that a divergence was perhaps inevitable,’ disclosed an insider close to Aniston.

The Genesis of the Aniston-Handler Bond

The two women became close after Aniston, then 56, appeared as a guest on Handler’s late-night program, Chelsea Lately, in 2009.

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‘They embraced their friendship wholeheartedly, transitioning from acquaintances to constant companions rapidly,’ revealed the insider.

Jennifer Aniston and Chelsea Handler were once inseparable, frequently seen laughing together at awards shows. (Pictured in 2024).

Insiders reveal to the Daily Mail that mistrust soured the once close bond between Jennifer Aniston and Chelsea Handler. (Pictured in 2015).

Betrayal of Trust: Private Details Shared Publicly

However, sources indicate that Handler consistently overestimated the depth of their connection.

Initially, their friendship was rooted in their shared sense of humor. But, when Handler, 50, began to publicly divulge intimate details about Aniston’s personal life, including criticisms aimed at Jolie, 49, the Friends star was reportedly deeply upset.

The well-documented history of Aniston’s extensive and highly publicized feud with Jolie stemmed from reports of Jolie’s alleged affair with Brad Pitt while he was still married to Aniston.

The couple, famously dubbed ‘Brangelina,’ met on the set of Mr. & Mrs. Smith in 2005, just months before Pitt and Aniston finalized their divorce.

Jolie and Pitt were in a relationship for several years, had six children, and eventually married in 2014, before their own contentious separation two years later.

Public Criticism and Private Fallout

During that period, Handler initiated a series of public attacks on Jolie. On one occasion, she even labeled the actress as a ‘f***ing lunatic’ who she claimed drove her husband to excessive drinking and marijuana use.

Handler commented, ‘Rumors suggest part of the issue was Brad’s alleged excessive drinking and marijuana consumption. I wonder what might drive him to self-medicate.’

She continued, ‘Perhaps it was the possibility of spending the last 12 years at Lake Como with George Clooney and Matt Damon, instead of being confined to a home with 85 children speaking 15 different languages. Oh right, because he married a f***ing lunatic, that’s why.’

Handler reiterated her views on ‘Brangelina’ in a 2016 interview with Grazia magazine.

She defended her friend, deeming it ‘absurd’ that people believed Aniston would be concerned about her former husband’s romantic relationships.

‘It’s incredibly foolish and pathetic,’ Handler stated.

However, the underlying issue was Handler’s aggressive public commentary, which inadvertently drew Aniston into a controversy she wished to avoid.

The couple affectionately nicknamed ‘Brangelina,’ famously met on the set of Mr. & Mrs. Smith in 2005 while Pitt was still married to Aniston. (Pictured: Brad Pitt and Angelina Jolie in 2007).

Further Strain on the Friendship

According to the insider, what began as ‘innocent’ commentary began to deeply trouble the Friends actress, who eventually felt Handler was repeatedly mentioning Jolie seemingly for self-promotion.

Adding to the friction, Aniston married her second husband, filmmaker Justin Theroux, in 2015, who reportedly disliked Handler.

A source indicated he considered her ‘rude and obnoxious’ and that she encouraged Aniston ‘to behave as if she were single.’

Prior to Aniston and Theroux’s wedding, Handler jokingly referred to her more famous friend as a ‘burden’ because the primary topic of conversation became the impending nuptials.

Paranoia and Accusations of Leaks

By 2017, as Aniston’s marriage to Theroux deteriorated, her concern intensified that private details of her life would be leaked.

‘Jennifer became increasingly paranoid, suspecting those around her were divulging stories to the media,’ the insider explained. ‘Chelsea was still discussing Jennifer in interviews, and Jennifer immediately suspected her.’

By February 2019, leading up to Aniston’s lavish 50th birthday celebration, rumors of a serious disagreement were widespread.

Handler, who did attend the birthday event, refuted the speculation and attempted to clarify the situation on the Australian talk show The Project.

‘Don’t believe any of it!’ she exclaimed. ‘We are friends. Don’t worry… I love Jen.’

Initially, their friendship was based on a shared sense of humor, but Handler began sharing private details about Aniston’s life, including criticizing Jolie, which offended Aniston. (Pictured in 2011).

Rumors of a rift surfaced after Aniston married Justin Theroux in 2015. (Pictured: Aniston and Theroux at the 87th Academy Awards in 2015).

A Friendship Diminished, Perhaps Irreparably

However, it appeared to be too late to repair the damage for Aniston.

While the insider maintained that the two still communicate – noting Aniston’s frequent ‘likes’ on Handler’s Instagram posts – they acknowledged ‘it’s not the same as before, and it never will be.’

‘Chelsea seemed driven to achieve stardom, while Jennifer was already a major star, suggesting elements of jealousy might have been at play,’ the source added.

Another insider mentioned that Aniston maintains ‘a broad circle of friends which once included Chelsea, but she never placed her within her closest confidantes like Courteney Cox or Jimmy Kimmel.’

Aniston frequently shares Instagram pictures with her 44 million followers featuring close friends on vacations or social outings. Handler has not been seen in these posts.

In reality, it seems implausible that she will be enjoying poolside drinks with Aniston anytime soon. Sources suggest the women remain polite, but their ‘serious friendship’ is likely a thing of the past.


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