Kourtney Kardashian & Scott Disick: The Complete Relationship Timeline
The relationship between Kourtney Kardashian and Scott Disick remains one of the most scrutinized and storied romances in modern pop culture. For nearly a decade, their high-profile love affair, laced with dramatic ups and downs, defined both their personal lives and captivated millions through reality television. From the spark in Mexico to becoming devoted co-parents, their journey has been nothing short of a rollercoaster.
How It All Began: The Accidental Encounter (2006)
Their story starts not with a grand romantic gesture, but by chance in Mexico. Kourtney, then 27, met Scott, aged 23, at the home of Girls Gone Wild creator Joe Francis, who was a mutual acquaintance. Kourtney would later recall that Scott wasn’t immediately her type, finding him “so annoying” and unimpressive due to his age and lifestyle, but the initial connection nonetheless set the stage for years of shared history.
The Honeymoon Phase and Reality TV Debut (2007–2008)
Despite early apprehension, romance quickly blossomed. By 2007, Kourtney and Scott were a couple, and their relationship coincided with the premiere of Keeping Up with the Kardashians (KUWTK), introducing viewers to Scott’s playful sense of humor and budding romance with Kourtney.
- They almost eloped in Las Vegas after a night of partying, but Kourtney’s mother, Kris Jenner, convinced her to hold off.
- The early relationship was marked by frequent passionate spats—both comedic and dramatic—making them an instant fan favorite on reality TV.
First Signs of Trouble: Early Breakups & Reconciliations (2008–2009)
The glamour didn’t last long. In 2008, Kourtney split from Scott after discovering suspicious text messages and signs of infidelity on his old phone, confirming her trust issues. Their first breakup foreshadowed a pattern of separations and reconciliations.
But time apart was brief, and by August 2009, Scott had flown to Miami to win Kourtney back while she filmed Kourtney and Khloé Take Miami. Their reconciliation resulted in the conception of their son, Mason.
Parenthood: Mason, Penelope, and Reign (2009–2014)
At the close of 2009, Kourtney gave birth to Mason Dash Disick, marking the start of their shared parenting journey.
- 2012: Their daughter, Penelope Scotland Disick, was born.
- 2014: Son Reign Aston Disick followed on Mason’s birthday, bringing their family to five.
Despite frequent fighting and off-screen rumors, the two prioritized family, frequently posting about their children and trying to make things work for the sake of their growing brood.
Cheating Scandals and Substance Abuse Battles (2010–2015)
The romance was routinely marred by allegations of infidelity and Scott’s party lifestyle hitting broadcast and tabloid headlines.
- August 2010: Kourtney ended their relationship again after Scott’s alcohol-fueled outburst, a dramatic moment captured on Kourtney & Khloé Take Miami. She told him, “I love Mason more than I love you and that’s what it is.”
- Scott’s struggle with substance abuse became a recurring plotline, leading to therapy sessions and frequent emotional conversations.
- Counseling and family interventions failed to offer lasting change—cycles of improvement were swiftly followed by relapses.
- 2015: Paparazzi captured Scott cozying up to another woman on a yacht, escalating rumors and sparking a very public breakup over July 4th weekend.
Proposals, Marriage Talk, and Dreams Deferred (2011–2013)
Though they never married, Scott proposed to Kourtney—but she turned him down on an episode of Kourtney & Kim Take New York.
- Kourtney, wary due to their conflicts, stated, “I just feel like right now I’m happy with the way things are.”
- Despite declining marriage, she agreed to expand their family, paving the way for their daughter Penelope’s birth.
Marriage related issues became a recurring undertone. While Scott considered himself part of the Kardashian clan, Kourtney’s hesitation highlighted their emotional disconnect.
The Final Split: Finding Independence (2015–2017)
The pair’s romance met its definitive end in July 2015 following Scott’s headline-grabbing party spree and the subsequent confrontation aired on KUWTK. Kourtney was shown calling Scott out on his behavior and making clear he would not be around the children if he didn’t seek help.
- Scott offered heartfelt apologies for his actions both to Kourtney and the Kardashian family, acknowledging the embarrassment he had caused.
- In late 2016, several media outlets reported the two had reunited, giving their relationship “one last try.” However, by early 2017, they split for good as Scott was seen publicly with other women while Kourtney was linked to Younes Bendjima.
Life After Love: Co-Parenting & New Relationships (2017–Present)
Though the romance was over, Kourtney and Scott have become models for amicable co-parenting. Their ability to put their children first in spite of years of dramatic ups and downs has earned praise from fans and commentators alike.
| Year | Relationship Status | Other Notable Events |
|---|---|---|
| 2017 | Scott dates Sofia Richie, Kourtney dates Younes Bendjima | Continued co-parenting; both navigating new relationships |
| 2021 | Kourtney engaged to Travis Barker | Fans take note of cordial family dynamics |
| 2022–present | Focused on parenting, Scott remains involved with their children | Kourtney expands her family with Travis, maintaining co-parenting relationship |
Through new partnerships and blended family moments, Kourtney and Scott’s top priority remains their children’s well-being. They attend family holidays, birthdays, and other events together, striving to maintain stability for Mason, Penelope, and Reign.
Frequently Asked Questions (FAQ)
Q: How did Kourtney and Scott first meet?
A: Kourtney and Scott met in 2006 at a party hosted by Joe Francis in Mexico. Their dynamic was immediate but not always harmonious, with Kourtney initially unimpressed by Scott.
Q: Did Kourtney and Scott ever get married?
A: Despite discussing marriage and even an on-screen proposal from Scott, Kourtney always hesitated and ultimately never married him, preferring to keep things as they were.
Q: How many children do Kourtney and Scott have together?
A: They have three children: Mason (born 2009), Penelope (born 2012), and Reign (born 2014).
Q: What caused their final breakup?
A: The last breakup in 2015 followed Scott’s extended partying and paparazzi pictures with other women, which led Kourtney to make a definitive break for the health of her family.
Q: Are Kourtney and Scott friends now?
A: Yes, they’ve managed to form a strong friendship focused on co-parenting, despite continuing ups and downs, and they share a deep familial bond through their children.
Kourtney Kardashian & Scott Disick: Key Takeaways
- Over a decade together: Their on-off romance began in 2006 and remained central to reality TV until 2017.
- Three children together: Mason, Penelope, and Reign are the heart of their ongoing connection.
- Numerous breakups and reconciliations: Cheating allegations and substance abuse struggles fueled drama but ultimately led to personal growth for both.
- No marriage, but lasting bond: Marriage never happened, but their co-parenting partnership endures.
Final Thoughts
The saga of Kourtney Kardashian and Scott Disick stands as a testament to how love, in all its messiness and imperfection, can be both tragic and transformative. It’s a story that played out for millions—on television and in tabloids—and continues through the ever-evolving dynamics of family, friendship, and co-parenting.
