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Caitlyn Jenner Had A Conversation With Late Robert Kardashian Sr. to Divorce Kris Jenner

In an intimate and candid revelation, Caitlyn Jenner recently opened up about a private dinner conversation she had with Robert Kardashian Sr., which eventually led to his divorce from Kris Jenner.

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Caitlyn says she told Robert Kardashian Sr. to finalize his divorce from Kris Jenner.

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As the former Olympic champion reminisced about the past in Peacock‘s new documentary House of Kardashian, she recollected how she had found herself in a difficult position, caught in the crossfire of Robert and Kris’ tumultuous relationship.

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During a private chat, she entered an unexpected role – that of a confidante and advisor to Robert.

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What did she tell Robert?

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It was during this dinner that she ended up convincing him to divorce Kris.

Kris and Robert were already separated and she had started seeing Caitlyn at the time.

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“She was having a rough time with Robert in the divorce when I came into the picture,” Caitlyn shared in the doc, streaming now. “He was doing everything to kind of make her life miserable.

She wanted an open conversation with Kris’ estranged husband.

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I saw what was going on from the outside and just said, ‘This is ridiculous.’ So, I called Robert up and said, ‘Hey, let’s go to dinner.'”

But the divorce process was taking long, and Caitlyn decided to step in.

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Caitlyn recounted the emotional strain that had hung over their meal, as Robert struggled to open up about his issues with his estranged wife.

Their relationship is strained.

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She revealed how Robert was torn between his deep-rooted love for Kris and the pain he felt due to the issues they were unable to resolve. Caitlyn could see the damage their relationship was causing them individually and as a family.

She was very upfront with Robert because delaying the divorce made things that much more difficult for Kris.

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“And I basically said to him Kris is moving on. Sorry, but she’s moving on. I said, ‘I can take over from here. So, let’s just make this final signing of the papers as simple as possible.’ And he did,” she continued.

Robert agreed to finalize the divorce after his chat with Caitlyn.

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In this hushed one-to-one, Caitlyn became Robert’s sounding board. She recalled trying to provide him with objective advice, despite her own personal feelings being entwined in the situation.

The unraveling of Kris and Caitlyn Jenner’s marriage

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The relationship between Kris Jenner and Caitlyn Jenner was a subject of intense public interest, especially after the couple announced their separation back in 2013. The pair had been married for over two decades, raising six children together.

Kris has since moved on with her boyfriend, Corey Gamble.

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However, the complex dynamics behind their split remained somewhat obscured from public view.

The rise of the power couple

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Kris, a Hollywood powerhouse whose family has dominated social media and reality TV since 2007, and the Olympic champ, were instant lovers, as the momager described it. They met in 1990, and their love story unfolded in the public eye and went on to tie the knot in 1991.

The pair welcomed Kylie and Kendall.

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Their family quickly grew, welcoming Kendall and Kylie Jenner into the world, and combined with Kris’s four children from her previous marriage, they became a large blended family.

The strains and stressors

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However, beneath the surface of their seemingly perfect family life, strains began to emerge. Caitlyn openly identified as a transgender woman in 2015, a fact she had kept hidden for a significant portion of her life.

Caitlyn definitely had some secrets about her private life.

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She revealed in her memoir, The Secrets of My Life, that she had started hormone therapy before meeting Kris but had stopped upon their relationship turning serious.

Keeping up with the drama

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The couple’s divorce in 2015 was a subject of much speculation. Some reports suggested that Kris was not supportive of Caitlyn’s transition. However, Kris has stated that she was unaware of Caitlyn’s gender dysphoria until late into their marriage.

Caitlyn Jenner’s transition and its impact on the relationship

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Some believe that Caitlyn’s transition may have played a role in the couple’s separation, and why they are no longer on speaking terms now.

They aren’t on speaking terms no more.

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It was a deeply personal journey for Caitlyn, and it required a tremendous amount of courage to embrace her true self in such a public manner. However, it also meant a profound change in her relationship with Kris.

Can they overcome their differences?

Her transition was a complex issue that the couple had to navigate.

Things won’t be the same again.

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While Caitlyn was finally able to live authentically, it likely caused a shift in their relationship dynamics.

Kris says she regrets cheating on Robert Kardashian Sr.

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In a revealing and heart-wrenching chat with Khloé, Kris recently opened up about her past mistakes and regrets. 

She made the comment on the family’s Hulu show, ‘The Kardashians.’

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Among them, she admits that cheating on Robert was her life’s biggest regret. This confession doesn’t come as a shock, considering how the momager has always been honest that she cheated on her first husband.

She didn’t hold back.

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But this time, Kris poured out her heart in an episode of The Kardashians, while speaking to her daughter who quizzed her on why she became unfaithful in the marriage, to begin with. 

Robert died back in 2003 from esophageal cancer

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She admits that it was a “huge mistake,” one that she has had to live with for the rest of her life. “I got married when I was very, very young. I met Robert when I was 18 years old,” she said. 

Telling her truth.

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“We dated for four years, got married at 22, sooner or later during my life when I was in my 30s, I had an affair and my biggest regret was the fact that it broke up my family.”

The news that the family did not see coming.

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The infidelity led to their divorce in 1991 after which Robert passed away in 2003 due to esophageal cancer.  Despite their rocky relationship and bitter end, Jenner has always spoken fondly of Robert in interviews and on their family reality show.

Kris always speaks highly of Robert.

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She often refers to him as the love of her life and regrets the decisions she made that led to the downfall of their relationship. While Kris’ decision to cheat on Robert caused significant upheaval in their lives, it also led to the formation of what we now know as the Kardashian-Jenner brand. 

But after Robert’s divorce, she started a new life with Caitlyn…

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Following their divorce, Kris married Cait, formerly known as Bruce Jenner, which brought two more daughters into the fold: Kendall and Kylie. 

… before finding fame in 2007.

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This blended family became the focus of Keeping Up with the Kardashians, catapulting them all to fame.