Kourtney Kardashian may have found martial bliss with Blink-182 drummer Travis Barker, but we just can’t let go of the nearly 10-year relationship she had with the father of her first three children, Scott Disick. Viewers were introduced to the couple on the very first episode of “Keeping Up With the Kardashians” in 2007, and over time, viewers got to see the pair go through good times and plenty of bad times, too. Ultimately, Kourtney and Scott ended their relationship for good in 2015.
There were speculations about why these two fell apart. On “KUWTK” and its spinoffs, fans saw the former couple navigate Scott’s infidelities, his excessive drinking, and his partying lifestyle, which was a cause for concern for Kourtney and contributed to their downfall. However, they have maintained a successful co-parenting relationship for their kids, Mason, Penelope, and Reign. Scott told Kourtney on her lifestyle website, Poosh, “And it’s not like the easiest thing for us, but the fact that we’ve tried and we made it work makes life that much better.”
Although these two couldn’t make things work romantically and have moved on, fans still want to know what really caused Scott and Kourtney to throw in the towel on their relationship. Let’s take a deep dive into the real reason why these stars broke up.
The family questioned Disick’s fidelity at the start of their romance
Kourtney Kardashian and Scott Disick met while hanging out with friends at Joe Francis’ home in Mexico in 2006. A year later, the E! network premiered “Keeping Up With the Kardashians.” Kourtney, who was 28 when the show aired, introduced viewers to her 24-year-old boyfriend, Scott. However, Kourtney’s mother, Kris Jenner, was on the fence about Disick and his commitment to her daughter. 
In the premiere episode, Jenner stated, “I have serious doubts about Scott because I found out he’s cheating on Kourtney, and as her mom, I want to tell her, but I don’t know how.” In reply to Jenner’s question about whether he was ready to settle down with Kourtney despite his age, he declared, “I love her to death.” Still, the momager continued to have her doubts, especially about his fidelity. “I want the best for Kourtney. The person that comes into our family has to be someone who has a great character. We’ve seen a lot of guys come and go,” Jenner shared in a confessional.
Looking back, was Jenner right all along? Moms do know best, don’t they? Of course, Jenner’s thoughts on Disick have entirely changed, as she has regarded the father of three as a son to her.
They never took their relationship to the next level
Before Kourtney Kardashian and Travis Barker’s lavish Italian wedding in May 2022, the couple had an unofficial “practice” ceremony in Las Vegas in April. However, it wasn’t the first time the reality star had gone to Vegas to get married.
In a Season 1 episode of “Keeping Up With the Kardashians,” Kourtney and Scott Disick surprised family members while vacationing in Las Vegas with the news that they had plans to wed. They went as far as arriving at the Little White Chapel, where Kourt tried on a wedding gown and Disick a white suit as they prepared to say their “I dos.” However, Kris Jenner managed to talk her daughter out of getting married. “This feels really rushed,” Kourtney stated, agreeing with her mother. “This feels so rushed and just not right. I never really thought about what my wedding would be, but this is certainly not it.”
It wouldn’t be the only time Disick planned to wed Kourtney. In 2011, his proposal was sH๏τ down while the two celebrated their anniversary. In an episode of “Kourtney and Kim Take New York,” Kourtney admitted she was content with their lives. “I just feel like right now I’m pretty happy with the way things are,” she shared over dinner (via People). In 2017, Disick revealed on an episode of “Keeping Up With the Kardashians,” that he had proposed to Kourtney for a third time with a Lorraine Schwartz ring, but the couple never went through with a wedding.
Disick wasn’t a loyal boyfriend
From the beginning of Kourtney Kardashian and Scott Disick’s relationship, loyalty and faithfulness were constantly questioned. The former couple experienced their first break up in 2008 when Kourtney and her sisters, Kim and Khloe Kardashian, discovered someone named “my wife” in Disick’s phone. As reported by People, the moment was shared on Season 2 of “Keeping Up With the Kardashians.” Kourtney confronted Disick about his cheating ways, telling him, “Unless you can be honest, I have no reason to talk to you again.”
Although Kourtney and Scott would get back together, in several earlier episodes of “Keeping Up With the Kardashians,” Kourtney continued to deal with Disick’s inappropriate actions, including when she discovered suspicious texts on his phone. In an episode of the show, Kourtney expressed doubts about his fidelity when he traveled to New York to spend time partying with his friends. During a call to Disick, Kourtney heard a woman in his home. Disick didn’t admit to cheating on her but did claim the woman slept in his bed after a night of drinking.
His excessive drinking was a big issue
In December 2009, Kourtney and Scott welcomed their first child, a son named Mason, but they briefly split in August 2010 because of Disick’s excessive drinking. In an episode of “Kourtney and Khloe Take Miami,” things weren’t looking good for the couple. Kourtney, holding Mason, and sister Kim Kardashian arrived at Disick’s Miami apartment, where Kourtney called him out for his out-of-control drinking. After they left, he punched a mirror and bled all over the floor. A crying Kourtney later broke up with Disick during a phone call, stating, “I can’t do this anymore. I love Mason more than I love you, and that’s what it is.”
That same month, Disick admitted to having an alcohol addiction. He and Kourtney attended a therapy session on “Kourtney and Khloe Take Miami,” where he stated, “[Kourtney] doesn’t really always 100 percent understand that it’s a real disease that I have, and it’s not just something that I can turn off and on,” he shared (via Us Weekly). Despite Disick’s setbacks, Kourtney continued a relationship with him. In July 2012, they welcomed their daughter Penelope.