Often recognized as the most relatable and grounded member of her family, Khloé has faced significant challenges in her romantic life. Despite the public struggles of other family members, her experiences in love have been particularly tumultuous, leading to a narrative that many fans resonate with deeply.

In a humorous moment during the interview, Khloé was asked which sister makes the poorest choices in relationships, to which she replied, “Can I say myself?” This self-reflection showcases her awareness of her past decisions and the lessons learned along the way.

Khloé has faced two major cheating scandals involving former partners, thrusting her personal heartache into the public eye since she was just 22 years old when Keeping Up with the Kardashians premiered. This early exposure to fame and scrutiny has shaped her perception of relationships and self-worth.

Reflecting on her initial experience with the show, Khloé recalled being told, “Don’t get too comfortable here, you’re just filler.” This remark highlights the unpredictable nature of reality television and how the Kardashians were initially cast as backup content, a role they turned into a cultural phenomenon.

Khloé noted that during those early days, the family had no long-term plans when filming, simply being their authentic selves without overthinking their actions. This spontaneity contributed to the show’s unexpected success, transforming their lives forever.

“But I didn’t consider everything thoroughly, if you will, so I’m just being me,” she explained. “I’ve always tried to maintain that authenticity; I don’t want to overthink my actions or words.”

At the podcast’s opening, Khloé humorously shared that her sister Kim Kardashian advised her to think carefully before answering any questions, to which Khloé responded, “I don’t think before I speak,” admitting with a laugh, “And that’s my issue.”

As the conversation progressed, Khloé, founder of Good American, expressed her intention to remain transparent, stating she feels it’s her “obligation” to present the raw truth of her life experiences on the family’s show, which is now available on Hulu as The Kardashians.

“If something is in the press and it’s true and happening, it’s my duty to include it on the show because that’s the reality of my life,” she explained. “I can’t hide from it just because it’s uncomfortable for me.”

She also views this transparency as a means of connection. “I believe I can’t be the only one going through these challenges,” she argued. “If my experiences resonate with even one person, I hope I can make them feel seen and less isolated in their own struggles.”

Khloé connects deeply with feelings of isolation, particularly reflecting on her experiences after the first cheating scandal involving Tristan Thompson, which broke just two days before she welcomed their daughter, True. This moment was pivotal in her journey of forgiveness and self-discovery.

Despite her willingness to share her life openly on camera, Khloé admitted she was uncertain about how much of this particular experience she would have shared had it not unfolded while filming. The reality of her situation forced her hand in revealing her truth.

“If I remember correctly, I think [Kim] was about to start filming for Keeping Up interviews when this all happened,” Khloé recounted. “I’m not sure how much of this would have been shown if it hadn’t played out in real-time as we were filming.”

She then decided to allow cameras into her birthing experience, even after discovering Tristan’s infidelity while pregnant, a choice that ignited public backlash. This decision was made for the sake of her daughter, True, and her future. “I felt I can’t make a permanent decision based on temporary emotions,” she explained. “I’m not going to harbor hatred for Tristan forever, but that birth experience is something I’ll never get back.”

Khloé expressed that as time passes, True will become aware of everything that transpired, and she reflected, “I don’t think [it needs to be] I didn’t have your dad there because I was so upset.”

After everything was said and done, Khloé found herself alone in Cleveland for a period after True’s birth. “I was in this isolated bubble with my baby, dealing with overwhelming hormones,” she shared. “I couldn’t even watch TV. It was a huge media story, and I couldn’t leave the house without being followed by paparazzi.”

During this time, she and Tristan began reconnecting, despite her initial reservations. “Seeing this man with your newborn and all these emotions, yes, you can get blinded by so many things,” she admitted, acknowledging the complexity of their relationship.

However, she maintained a “guard” around her heart that never fully came down, a protective instinct she later realized was a warning sign of deeper issues to consider. “I’m not saying what I did was right, but God had other plans because I had my son,” she reflected on her temporary reconciliation with Tristan that resulted in the birth of their son, Tatum.

“There was something I pushed aside and I don’t know why; maybe it was just the hormones and newness of it all,” she explained. “But I know if I hadn’t had a baby, I would have never stayed with Tristan.”

As the conversation unfolded, Khloé reconsidered which of Tristan’s cheating scandals hurt her the most. Initially, she mentioned the first incident, highlighting the emotional turmoil of being pregnant at the time and not having the opportunity to process her feelings due to the impending birth of her child.

“I don’t even think I was able to process everything that happened. If it had happened when I was six months pregnant, I probably would have walked away and never looked back,” she stated. “But because I gave birth less than two days later, I buried my head in the sand, wanting to experience the bliss I had always dreamed of with my newborn.”

As Khloé reflected on her decisions following that betrayal, she expressed concern about their impact on her younger sisters, Kylie and Kendall Jenner. “I’ve always felt like I disappointed them by taking Tristan back after the first scandal,” she confessed.

While her sisters have never openly discussed their feelings, Khloé has always sensed their disappointment in her choices. “They would never say that to me, but I can feel it,” she admitted, showcasing her awareness of the family dynamics at play.

Expressing her emotions, Khloé mused that perhaps the second cheating scandal hurt more because she lived with it for a longer duration, coupled with a sense of shame that came from knowing it might happen again. “It was difficult to reconcile the feelings of disappointment and trust,” she reflected.

It wasn’t just the disappointment reflected in her sisters’ faces that haunted her; it was the gut feeling she suppressed and ignored, knowing that she had “much more time to live with it” afterward.

In a rare moment of privacy, Khloé admitted, “I hid the fact I was having a second child from the public.” Upon learning that Tristan had cheated and was expecting a child with another woman, she felt unable to be in the public eye during her own pregnancy. “Dealing with this privately was almost worse,” she shared.

“I was so ashamed to announce to the world that I was having another child because I knew the backlash I would face,” she continued. The fear of judgment weighed heavily on her, complicating her already emotional journey.

“I already knew deep down that this could happen again, which sounds irrational,” she added, questioning her own decisions. “Why would you stay with someone who has hurt you?”

Before Tristan’s scandals rocked her world, Khloé was already navigating the complexities of infidelity during her first marriage to Lamar Odom. On Name Her Daddy, she recounted a specific instance where she tracked him down and caught him in the act of cheating, illustrating the deep emotional scars left by betrayal.

“I was young, maybe 26, and probably old enough to know better,” Khloé admitted, recalling how she located Lamar at a motel with another woman, an experience that left her feeling hurt and betrayed.

“I remember asking the front desk, ‘Hey, where’s Lamar Odom? He’s this huge guy; you can’t miss him.’ To my surprise, they told me his room number, and I went right up there,” she shared, showcasing the lengths she went to uncover the truth.

“Looking through the window, I saw them together — either naked or in lingerie,” Khloé recalled. “When they opened the door, I just lost it.” Her reaction was a mix of anger and heartbreak, revealing the emotional turmoil of such a betrayal.

At a family event the following day, she arrived with bloodied knuckles, a physical manifestation of her emotional pain. “I wrapped my hands in bandages and played it cool, pretending nothing happened,” she said, illustrating the facade she maintained in public to hide her inner turmoil.

Reflecting on Lamar’s reaction, she noted his shock at being caught rather than acknowledging the gravity of his actions. “You’re this seven-foot tall man playing for the Lakers,” she said, incredulously. “And yes, I’m the one who stalked him online, like any real woman does.”

Despite the pain, Khloé admitted to still having love for her ex-husband, calling their relationship “the right person at the wrong time.” She described it as one of the best chapters of her life, despite the challenges and heartache it brought.

“It also took away much of my innocence,” she continued. “I was exposed to things I never thought I’d encounter.” This realization reflects the profound impact that her experiences have had on her personal growth.

Processing all that hurt has made it difficult for Khloé to engage with Lamar during their recent reunion, which was seen in a recent episode of The Kardashians. The emotional weight of their shared history made their encounter challenging.

“Lamar and I share a lot of history. Not speaking to someone for almost a decade and then being around them was unpredictable,” Khloé shared. The unexpected emotions that arose during their interaction were difficult for her to navigate.

“I felt like I blacked out; my trauma took over. I was on autopilot, reacting to things he said or did that triggered memories of the old Lamar,” she explained, revealing the complexity of her feelings during their reunion.

“I didn’t think for a second that I was still holding onto any feelings, only to realize later, watching it back, that I clearly was,” she reflected. “I saw how harshly I reacted, and it surprised me.”

While she appreciated the opportunity to share that experience, Khloé believes that there may be more to be addressed in the future, just perhaps not at this moment.

During another segment of the podcast, Khloé and Alex discussed the stigma around women being labeled as “crazy,” while questioning the actions that might have led to that perception. “That’s what frustrates me — don’t act as if you didn’t contribute to my reaction,” Khloé stated, emphasizing the importance of accountability in relationships.

“I think it’s a red flag when someone brings out the ‘crazy’ in me,” she added, highlighting the need for self-awareness in recognizing unhealthy dynamics.

When asked about the lessons learned from these experiences, Khloé remarked, “When people show you who they are, believe them,” emphasizing the importance of heeding warnings in relationships. “This was something I had to learn the hard way,” she said.

“Additionally, you must listen to your gut instinct. I think I was trying to silence mine because I wanted to maintain a vision for my life that wasn’t realistic,” she shared, urging others to prioritize their intuition in decision-making.

Today, Khloé proudly states that she is happily three years single. While she dreams of marriage in the future, she has also found comfort in her current life circumstances.

“I feel like I need to continue working on myself because I am genuinely happy. I don’t feel lonely or lacking anything,” she stated. “I feel great, which is slightly concerning because I could maintain this for another decade.”

However, she clarified that this is not her ultimate goal for her life.

“I believe a lot of it is that I’ve worked so hard on my confidence, and I’ve regained that sense of self,” she explained. “But I’m still uncertain about how confident I am in my judgment when it comes to choosing partners due to my past experiences.”

“Once you reach a certain point, you don’t miss anything,” she added. “I don’t desire anything in my life. However, I need to build my confidence in my choices for the future.”

In a light-hearted segment of the podcast, Khloé and Alex discussed everything from Kris Jenner’s playful habit of sneaking into Khloé’s house to borrow her clothes when she’s not home, to the infamous “Not-Kourtney” group chat, shedding light on family dynamics and humor.

Khloé laughed about her mother living right next door and “spying” on her whenever she sees an unfamiliar car parked in the driveway. “She always asks, ‘Oh, I see there’s a white car outside. Whose car is that?’” Khloé chuckled. “I’m like, ‘I don’t f–king know. Stop asking me. I’m 40 years old and I have two kids!’”

She also mentioned receiving alerts stating, “Kris Jenner is on your property” when she was away, prompting her to confront her mom. “What are you doing? It’s always when I’m not home. Do you not know I’m gone?” she inquired.

As it turns out, Kris was simply raiding her closet, “but to me, I’m like, you could just ask. You’re doing it on purpose when I’m not home.”

They also addressed the frequently asked question about which daughter is Kris’s favorite. Khloé humorously noted that it often comes down to either Kim or Kylie, and she’s perfectly fine with that. “I know where I stand,” she said with a smile.

“Like, I don’t care. It doesn’t bother me, because I’m also like, girl, you’re the one who calls me for everything. We’re good,” she added confidently. “I’m not insecure about it.”

Khloé also revealed that Kris has some insecurities about the infamous saying: “The devil works hard, but Kris Jenner works harder.” Personally, Khloé thinks it’s quite empowering.

However, she felt it was necessary to address the rumor that Kris plants stories in the media to distract from other issues. She also cleared up speculation regarding Rob living with her (he does not), whether she has manipulated her cat’s appearances on social media (she hasn’t), and if there’s a sex tape in her possession.

“I don’t think so,” she initially stated when asked about the tape, before Alex reminded her of a previous comment she made to Andy Cohen back in 2016 about having one locked away. “If I said that, then maybe. Wow. A lot happens in a year,” Khloé chuckled. “I’m sure it was something we did for ourselves, not for publicity. Oh my god, maybe. Good for me!”

When it comes to payment for The Kardashians, Khloé confirmed that all sisters receive equal pay, and they also have editing rights on the final cut if there’s anything they wish to remove.

She mentioned that it’s mostly just “vanity concerns,” except for Kourtney, who she described as the “pickiest” about the edits for a rather amusing reason.

“She’ll say, ‘I say like too many times, so remove this word.’ It’s more about that,” Khloé explained. “It’s not about storylines; it’s more about verbiage… and she still says ‘like’ 500 times.”

Alex also inquired about the family group chats that went viral when Kourtney discovered one without her. Khloé revealed that there’s still a major all-family chat, which includes aunts, grandmothers, and even all the “baby daddies.”

Then there’s the original group chat that includes just the siblings and their mother. “There’s a sisters-only group chat too, because my brother doesn’t want to hear about our dating lives,” she added, highlighting the unique dynamics within their family.

Regarding the “Not-Kourtney” chat, Khloé acknowledged, “There was a Not-Kourtney group chat,” but it has since been dissolved. However, “She left a group chat, creating a new one,” showcasing the playful banter between siblings.

“But when someone leaves, I like to add them back, like, ‘Who the f–k do you think you are?’” Khloé laughed. “You’re not leaving. And then they get mad, and I just keep adding them back.”

“Who runs away from a conversation?” she questioned. “Either engage or mute us like Kendall and Kylie do.”

Khloé addressed a common misconception about the family, insisting that the KarJenners are not talentless. “In the traditional sense, no, we don’t sing and dance,” she explained. “However, we have immense power in marketing and branding, having navigated this industry for 20 years.”

“The ability to maintain and evolve our brand with multiple unique individuals is a feat in itself,” she asserted. “If we were men, people would recognize us as marketing geniuses.”

“We take the brunt of the criticism because we are in the spotlight,” she added, highlighting the challenges of their public lives.