Scott Disick is the ultimate reality TV enigma. For over a decade, we’ve watched him cycle through high-profile relationships, high-fashion phases, and high-stress family drama on Keeping Up with the Kardashians and its various spinoffs. But if you’re looking for a Scott Disick ex girlfriend list, you aren't just looking for names. You’re looking for the pattern. From the era-defining decade with Kourtney Kardashian to the string of models and influencers that followed, his dating life reads like a map of Calabasas social climbing and genuine emotional turbulence.
It’s complicated.
Most people think they know the story because they saw it on E! or Hulu. They don’t. They see the paparazzi shots at Nobu, but they miss the strategic shifts in his public persona that happen every time a new woman enters the frame.
The Kourtney Kardashian Foundation
Before we get into the influencers and the twenty-somethings, we have to talk about Kourtney. They met at Joe Francis’ house in Mexico back in 2006. Think about that for a second. That’s nearly twenty years ago. For nine years, they were the "it" couple of toxic reality TV. They had three kids—Mason, Penelope, and Reign—and a relationship that basically served as the emotional backbone of the Kardashian empire.
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When people search for a Scott Disick ex girlfriend, Kourtney is the shadow that hangs over every single one of them. She isn’t just an ex; she’s the blueprint. The breakup in 2015 wasn't just a celebrity split. It was a brand pivot. Scott went from "Lord Disick," the family man with a drinking problem and a penchant for silk robes, to a permanent bachelor. He started dating younger. A lot younger. And that’s where things get interesting for the tabloids.
Sofia Richie: The Relationship That Challenged the Narrative
If Kourtney was the first act, Sofia Richie was the shocking second. When they started dating in 2017, she was 19. He was 34. The internet lost its mind. People called it a mid-life crisis. Critics said it wouldn’t last a month.
It lasted three years.
Sofia, the daughter of music legend Lionel Richie, brought a certain level of "old money" chic to Scott’s chaotic energy. She was remarkably mature for her age, often seen filming for the family show and even vacationing with Kourtney and the kids. This was the era of the "Modern Family" dynamic. It looked like Scott had finally figured out how to balance his past with his present. But the pressure of being the "other woman" in a family that is literally famous for being a family is heavy. By 2020, they called it quits.
Interestingly, Sofia’s trajectory after Scott tells a lot about the "Disick Effect." She underwent a massive style rebrand, got married to Elliot Grainge, and became the face of the "Quiet Luxury" movement. Scott, meanwhile, stayed exactly where he was.
The Amelia Hamlin Chapter and the Age Gap Debate
After Sofia, the age gaps got harder for the public to swallow. Amelia Hamlin, daughter of Lisa Rinna and Harry Hamlin, was only 19 when she linked up with Scott in late 2020. This was a different vibe. It felt more like a Hollywood PR play than the domestic stability he had with Sofia.
Amelia was young, trendy, and very much a part of the "Next Gen" celebrity circle. However, the relationship imploded in spectacular fashion in 2021. Why? Because of a leaked DM. Remember when Younes Bendjima (another Kourtney ex) posted a screenshot of Scott complaining about Kourtney’s PDA with Travis Barker? Yeah. That happened. It proved that despite dating a gorgeous teenager, Scott was still spiraling over his ex-wife-figure. Amelia moved on quickly, and Scott’s reputation as the "perpetual teenager" started to solidify.
A Rotating Door of Influencers and Models
Since Amelia, the Scott Disick ex girlfriend list has become a bit of a blur of Instagram models and reality stars. You’ve got:
- Bella Banos: A recurring figure in Scott’s life who allegedly caused drama during a Kardashian family trip to Costa Rica.
- Rebecca Donaldson: A British model he dated briefly in 2022, even bringing her to the premiere of the new Hulu show.
- Kimberly Stewart: This one was different. Kimberly is Rod Stewart’s daughter and a long-time friend of the family. Dating someone his own age (or older) was a massive departure for Scott. It signaled a potential return to maturity, though the flame flickered out relatively quickly.
- Chloe Bartoli: The stylist Scott was spotted with in the South of France back in 2015, which was famously the "final straw" for Kourtney. They’ve been linked on and off for years.
Why Does He Keep Dating Younger?
Psychologically, it’s a fascinating case study. Experts often point to "arrested development." When someone experiences extreme fame or trauma at a certain age, they often get "stuck" there emotionally. Scott lost both of his parents within months of each other in 2013 and 2014. That kind of loss is cataclysmic. Dating younger women who don't demand the same emotional "heavy lifting" as a peer might be a defense mechanism. It’s easier to be the cool, older guy with all the answers than it is to be an equal partner to a woman who expects you to have your life together.
The Reality of the "Disick Effect"
There is a weird phenomenon where Scott’s exes often find their "forever person" immediately after leaving him.
- Kourtney married Travis Barker.
- Sofia Richie married Elliot Grainge.
- Even smaller flings seem to lead to the women finding stability elsewhere.
It’s like he’s the "Good Luck Chuck" of Calabasas. He provides the spotlight, the paparazzi training, and the entry into the Kardashian-adjacent orbit. Once these women have had enough of the drama, they leave and find something "real."
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Key Takeaways for Navigating the Scott Disick Dating Map
If you’re trying to keep up with who Scott is with today, don’t look at his Instagram. Look at the paparazzi shots outside Catch or Nobu Malibu. That is where his relationships live and die.
- The Family Connection: No matter who the Scott Disick ex girlfriend of the week is, she will always be second to the Kardashians. If she doesn't get along with Kris Jenner, the relationship has an expiration date.
- The Age Factor: Expect the age gap to remain a talking point. Until Scott addresses the underlying grief of losing his parents and his "spot" in Kourtney's life, he will likely continue to seek out partners who are in a different stage of life.
- The Brand: Scott Disick is a brand. His dating life is part of the marketing for Talentless, his clothing line. Being seen with beautiful women keeps him in the "Daily Mail" cycle, which keeps the business moving.
To truly understand Scott's romantic history, you have to look past the bikini photos. You have to see a man who is essentially the "permanent outsider" of the world's most famous family. He is the father of the heirs, but he will never be a Kardashian. His dating life is a search for a home that he already lost.
Moving forward, watch for Scott to potentially pivot back toward "age-appropriate" dating as his children get older. As Mason and Penelope enter their teens, the optics of dating 19-year-olds become increasingly difficult for a father to navigate. The next woman to truly stick in Scott’s life will likely be someone who can bridge the gap between his reality TV persona and his responsibilities as a father of three. Keep an eye on his long-term friendships; that's usually where his most stable connections begin.