The reality TV fixture gained notoriety as Kourtney Kardashian’s boyfriend and baby daddy on Keeping Up With the Kardashians, which chronicled their many ups and downs as a couple. Since then, he’s enjoyed several hookups and a few long-term relationships, often with women at least a dozen years younger than him who hail from wealthy, celebrity-connected families. Whether you want to praise the “Lord” Disick (as he likes to call himself) or side-eye his behavior, Scott Disick’s dating history is, at the very least, far from boring. Here are all of his romances and flings through the years…that we know of so far.

How long did Kourtney Kardashian and Scott Disick date?

Disick’s most famous romance, of course, was with the eldest Kardashian sister. They met at a party thrown by mutual friend Joe Francisin 2006. Between breaking up and making up numerous times, they also welcomed three children: Son Mason Dash Disick (born December 2009), daughter Penelope Scotland Disick (born July 2012) and son Reign Aston Disick (born December 2014). Kardashian and Disick broke up seemingly for good in 2015 after he was photographed getting cozy with another woman (more on her in a moment).

Did Scott Disick and Kourtney get married?

Definitely not! Kardashian and Disick have maintained a friendly and amicable co-parenting relationship, and though Kourtney’s family members (including mom Kris Jenner) have hinted that they’d like Kardashian and Disick to reconcile, Kardashian is currently quite happily datingBlink-182drummer Travis Barker. What’s more, Kardashian made it clear that she’s pretty fed up with her family encouraging her to get back together with Disick, because her ultimate dealbreaker was his substance abuse. “I just feel like I’m really over it with my family enabling Scott because they don’t know all of the details,” she said in the series finale of Keeping Up With the Kardashians. “When Scott and I broke up, I set certain boundaries with him.” Kardashian said Disick wasn’t “consistent” in keeping up with his conditions and obligations to her for potential reconciliation. During the KUWTK reunion special, Kardashian revealed that Disick’s alcohol abuse was the main reason for their split, and Disick concurred, admitting, “I was pretty irresponsible.” They also agreed that their relationship may have been at least somewhat better if they hadn’t shared it on camera with the world.

When did Scott date Chloe Bartoli?

Remember how Kardashian and Disick split up because he was photographed getting very flirty with another lady? Enter Chloe Bartoli. Disick was reportedly first linked to Bartoli, a stylist, in 2006 while on one of his many breaks from his relationship with Kardashian. In 2015, Disick wasphotographed canoodling with Bartoli while vacationing in the South of France without Kardashian. At the time, sources told PEOPLEthat Disick was avoiding a confrontation with Kardashian about it and just kept partying, having fallen off of the wagon. “He wouldn’t go home, even though people told him to go home to [Kourtney] and his family. Things were already very tense between him and Kourtney,” the insider dished, adding that Disick was “terrified” of facing the mother of his children. In fact, instead of going home to Los Angeles to speak with Kardashian, he traveled to Miami, where he kept the party going, even though he knew it meant the ultimate demise of his long-term relationship. The source said, “Scott is not in a place to apologize. He knows 100 percent what he has done and the damage he has caused. He’s not blind to that. But he doesn’t want to face it.” As for Bartoli, well, it didn’t last long, though they did have another very brief fling in spring 2017.

Who else has Scott Disick dated?

Disick didn’t want to settle for just one much-younger woman for quite a while. In 2016, he was reportedly linked to Swedish model Lina Sandbergin January 2016, Christine Burkefrom March through May 2016, Australian model Megan Blake Irwinin May 2016 and again in fall 2020, Bella Banosin early 2017 and fall 2020 and Ella Rossin May 2017. Phew! None of these dalliances ever got serious, even though some were recurring.

Did Bella Thorne date Scott Disick?

Yep! In May and June 2017, while Disick was also having a fling with Ross, Bella Thorne, then 19, was briefly linked to the Lord (then 34) as well. Sources told PEOPLEat the time that he and Thorne had “an understanding” and that he was still hooking up with other women, though Thorne later said she was never actually in a sexual relationship with him. She also told Complex that Disick’s partying was too much for her, explaining, “Scott is really nice, sweet, charming. I don’t drink, and he really drinks a lot. And it just ended up…I just wasn’t down. I was like, ‘I gotta leave’… I love to go out and have fun, I love to f**king dance, but I just don’t party hardcore like that, and it was way too much for me.” Later on an episode of KUWTK, Kendall Jenneralleged that Disick told her he was only traipsing around publicly with Thorne to get a rise out of Kardashian. Klassy!

When did Scott Disick start dating Sofia Richie?

After his string of model flings in May 2017, Disick was linked to Sofia Richie, model and daughter of singer and American Idoljudge Lionel Richie. The pair were photographed getting handsy in Cannes, though they initially denied any romance. However, in September 2017 a source told PEOPLEthat the pair were “inseparable,” and they went Instagram official later that month. At the time, Disick was 34 years old to Sofia’s 19. Lionel wasn’t thrilled with the pairing but recognized that since Sofia was an adult, he had little say. “She’s 19. When you’re 19, you know everything. Is it going to be for life? I don’t know,” he told The Daily Telegraph in February 2018. “But for right now, it’s just a phase and I’m going to stand real still in the corner, get me a good drink, and not make too much noise.” By May 2018, TMZreported that Disick was flirting with another woman at a Kanye Westalbum release party in Wyoming and was overheard saying he and Sofia had split, though she and Disick each later denied a breakup. In December 2018, Disick posted a since-deleted photo with Sofia and Kardashian, indicating that they were all friendly. In a September 2019 episode of Flip It Like Disick, the couple discussed potentially moving in together, and Disick said in a confessional that Sofia was a calming, soothing presence for him. In April 2020, Disick checked into rehab. A source told PEOPLE at the time, “He knew he was spiraling out of control and wanted to get help. He wants to be the best dad possible. Sofia and Kourtney both encouraged him to get help.” In May 2020, Sofia and Disick split. Sources close to the exes said that they tried to rekindle the flame a few times in the following months, but by that August, they were done for good. An insider explained to E! News, “Friends attributed their 15-year age difference becoming an issue. He’s in a very much different place in his life, really focused on a more quiet lifestyle, his kids and his investment businesses. And Sofia, at 21 years old, is really still trying to figure what she wants to do, which drove them apart over time.”

When did Scott Disick and Amelia Hamlin start dating?

In the fall of 2020, following his split from Richie, Disick was seen cozying up to another young daughter of a celebrity couple: Amelia Hamlin, daughter of Lisa Rinnaand Harry Hamlin. The pair were first spotted together in October 2020, when Disick was 37 to Amelia’s 19. By March 2021, sources told PEOPLEthat the relationship was getting serious and that the couple “[didn ’t] feel the age difference” between them. The two engaged in quite a bit of PDA on social media, with Disick even posting an NSFW photo of Amelia in her underwear, and they lavished one another with gifts for their birthdays: Amelia presented Disick with a Harley Davidson motorcycle when he turned 38 in May 2021, and he gave her a diamond cross necklace for her 20th birthday that June. However, as of September 2021, it seems that romance is also kaput. “Amelia broke up with Scott over the weekend,” a source told E! on Sept. 7. “Scott agreed that he feels he needs to be single right now. They had a lot of fun together but it was never going to be a long term relationship.” A second insider likewise told the outlet, “Amelia’s done with Scott for now. She wants to be strong and to move on. She had had enough and it was time. Her friends are all rallying around her and supporting her through this. Everyone knows she deserves better. She knows it too.” Next, look back at Kanye West and Kim Kardashian’s relationship through the years.

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