Scott Disick and Sofia Richie’s Relationship Timeline

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Scott Disick and Sofia Richie's Relationship Timeline

A rocky romance. Scott Disick and Sofia Richie couldn't have been more in love after sparking up a relationship in 2017 — but the duo's flame eventually fizzled out nearly three years later. The Flip It Like Disick star was first seen cozying up to the model, who is 16 years his junior, during a fun-filled getaway to the South of France in May 2017. Four months later, Us Weekly confirmed that the flirty pair were hooking up. "Things became official over the past week while they were in New York City together," a source explained at the time. "It's so weird. Not just the age difference, but mostly the fact that Sofia had been a family friend for years, and was close to Kendall and Kylie [Jenner]." Before heating things up with Richie, Disick was in a longtime on-off relationship with Kourtney Kardashian, with whom he shares children Mason, Penelope and Reign. For years, fans watched the former pair's drama play out on Keeping Up With the Kardashians until they called it quits once and for all in 2015 after nine years together. Despite her own ups and downs with her ex, the Poosh founder gave Richie her full stamp of approval. "Kourtney thinks Sofia brings out the best in Scott and is happy for them," a source revealed in September 2019. "Kourtney and Sofia share a common background and lifestyle, and Sofia is easy to get along with and is a normal girl." [jwplayer CwXWBSA6-l3ahXupL] Though they may have seemed like a perfect fit, Us confirmed that Disick and Richie called it quits in May 2020 after the reality star's brief stay in a Colorado rehab facility. "Sofia and Scott breaking up was only a matter of time. Scott isn't the best version of himself right now and it has been a lot for Sofia," a source explained at the time. "[Sofia] is sad about the situation, but trying to take care of herself." Disick, for his part, was "feeling sad and defeated in a way right now and upset about all the news surrounding his relationship before his split." In July 2020, the pair appeared to be back on yet again. However, Us confirmed in mid-August 2020 that the pair were on another break and “spending time apart.” Disick moved on with model Amelia Gray Hamlin in October 2020, when the pair were spotted at Kendall Jenner’s birthday bash. They confirmed their romance the following February. Scroll down to relive Disick and Richie's romance: [podcast_block]

Credit: M. Angeles Salvador/MEGA

Scott Disick and Sofia Richie's Relationship Timeline

A rocky romance. Scott Disick and Sofia Richie couldn't have been more in love after sparking up a relationship in 2017 — but the duo's flame eventually fizzled out nearly three years later. The Flip It Like Disick star was first seen cozying up to the model, who is 16 years his junior, during a fun-filled getaway to the South of France in May 2017. Four months later, Us Weekly confirmed that the flirty pair were hooking up. "Things became official over the past week while they were in New York City together," a source explained at the time. "It's so weird. Not just the age difference, but mostly the fact that Sofia had been a family friend for years, and was close to Kendall and Kylie [Jenner]." Before heating things up with Richie, Disick was in a longtime on-off relationship with Kourtney Kardashian, with whom he shares children Mason, Penelope and Reign. For years, fans watched the former pair's drama play out on Keeping Up With the Kardashians until they called it quits once and for all in 2015 after nine years together. Despite her own ups and downs with her ex, the Poosh founder gave Richie her full stamp of approval. "Kourtney thinks Sofia brings out the best in Scott and is happy for them," a source revealed in September 2019. "Kourtney and Sofia share a common background and lifestyle, and Sofia is easy to get along with and is a normal girl." [jwplayer CwXWBSA6-l3ahXupL] Though they may have seemed like a perfect fit, Us confirmed that Disick and Richie called it quits in May 2020 after the reality star's brief stay in a Colorado rehab facility. "Sofia and Scott breaking up was only a matter of time. Scott isn't the best version of himself right now and it has been a lot for Sofia," a source explained at the time. "[Sofia] is sad about the situation, but trying to take care of herself." Disick, for his part, was "feeling sad and defeated in a way right now and upset about all the news surrounding his relationship before his split." In July 2020, the pair appeared to be back on yet again. However, Us confirmed in mid-August 2020 that the pair were on another break and “spending time apart.” Disick moved on with model Amelia Gray Hamlin in October 2020, when the pair were spotted at Kendall Jenner’s birthday bash. They confirmed their romance the following February. Scroll down to relive Disick and Richie's romance: [podcast_block]

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May 2017

The self-proclaimed lord (who previously dated Kourtney Kardashian, with whom he shares children Mason, Penelope and Reign) was seen flirting with the model aboard a yacht in the South of France on May 24 during his 34th birthday getaway. Earlier that week, he cozied up to a bevy of women including Bella Thorne and his ex Chloe Bartoli.

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September 2017

Us Weekly exclusively revealed that the couple were officially hooking up. Days later, Disick and Richie headed to Miami. They took a romantic stroll on a beach on September 23 and had dinner with friends at Seaspice restaurant, where they posed in front of a cake that read, “Congratulations Scott and Sophia [sic].”

Credit: Courtesy Scott Disick/Instagram

September 2017

The Keeping Up With the Kardashians star made his new romance Instagram official on September 24 by sharing a photo of himself nuzzling his girlfriend’s neck.

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October 2017

Lionel Richie told Us exclusively at the American Idol auditions in New York City that he was “scared to death” about his youngest child’s new relationship with a man 15 years her senior. However, a source later told Us, “Scott wasn’t bothered by Lionel’s recent comments.”

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October 2017

Disick and Richie packed on the PDA during a romantic trip to Venice, Italy. They were all smiles while relaxing on a gondola and drinking champagne between makeout sessions on October 16.

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December 2017

The Nip + Fab ambassador showed off her six-pack abs in a red bikini top and denim shorts while walking on a beach in Miami with her beau on December 6.

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December 2017

Disick and Richie made their first official appearance as a couple at DuJour magazine’s Art Basel kickoff party in Miami Beach later on December 6. “They remained close the entire time,” an eyewitness told Us.

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December 2017

The reality star and Nicole Richie’s younger sister shared a passionate kiss at Sugar Factory in Miami Beach on December 8. “Scott is telling friends that he’s in love with her,” a source told Us. “They are still going very strong.”

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June 2018

Us exclusively revealed that Richie broke up with Disick after he cheated on her in Miami and was subsequently spotted getting cozy with another woman at Kanye West’s Ye album listening party in Wyoming. “She found out and told Lionel,” a source said. “He said he is going to cut her off and write her out of his will if she continues her relationship with Scott as he thinks he’s extremely toxic for her.”

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June 2018

Us exclusively revealed that the pair reconciled after a brief split. “They are now back together and Scott isn’t done with her,” a source explained. “Sofia had a strange weekend and Scott and her are working through things.” They then stepped out together again in Los Angeles on June 4, with an eyewitness telling Us the duo were “happy” and “in good moods.”

Credit: Courtesy Sofia Richie/Instagram

June 2018

One day after Us reported the couple’s reconciliation, Richie called the reality star her “whole heart” in a cozy photo shared on her Instagram Story on June 5. The model could be seen sitting in Disick’s lap on a private plane as he wrapped his arms around her. She added in a follow-up post: “Never believe the internet.”

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July 2018

A source exclusively revealed to Us that “Scott and Sofia are moving in together,” noting that Richie would be moving into Disick’s home. 

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July 2018

Disick and Richie jetted off to Greece for a romantic vacation. The two documented their vacation on social media, including a pic snapped by the KUWTK star of his love’s bare backside.

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August 2018

A source told Us that “there’s no beef between” Richie and the Kardashian clan. “They actually think she’s great for Scott.”

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September 2018

The Tommy Hilfiger model gushed over her relationship with Disick — and why it works — in an interview with Australia’s Sydney Morning Herald. “We are very happy, very lovey-dovey,” she told the outlet. “We are best friends and that is mainly the strongest connection we have. We have always had that best friend connection and from there it has really worked out. I am so happy.”

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October 2018

The pair was spotted packing on the PDA during a gallery opening in West Hollywood. On onlooker told Us that “Scott and Sofia have a cute and effortless rapport.” The insider added: “They both looked great — Sofia [looked] stunning and put together and Scott [had] what looked like a new haircut. Later, they stood posted up by the very crowded bar, relaxed, neither of them drinking.”

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November 2018

After crossing paths with Kourtney at a gallery exhibit in November 2018, Disick and Richie went to dinner with his ex at Craig’s in West Hollywood. “Sofia and Kourtney started talking to one another. They seemed very civil and seemed to be getting along,” a source told Us exclusively at the time, noting that things seemed “a little awkward at first.” Kim Kardashian and Larsa Pippen were also at the dinner.

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December 2018

Richie joined Kardashian and Disick on their family vacation days before Christmas in December 2018. The model also joined the former couple and their kids at the Kardashian Christmas Eve party.

“Kourtney, Scott and Sofia are one modern family. Things are totally fine,” an insider told Us at the time. “It wasn’t a surprise that Sofia went away with them — it was a family trip. Sofia and Scott are together, they are in love and she’s part of the family now.”

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August 2019

A source told Us in August 2019 that Disick doesn’t plan to propose anytime soon.

“Scott feels like, ‘Why change something if it is working?’” the source said, noting the pair’s 16-year age difference. “And Sofia is still, obviously, very young.”

Credit: Courtesy of Sofia Richie/Instagram

August 2019

Disick gifted Richie a lavish Aston Martin for her 21st birthday in August 2019.

“Wow wow wow,” she wrote alongside a pic of the orange leather interior. “Best bf award.”

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September 2019

Disick and Richie discussed moving to Malibu during a September 2019 episode of Flip It Like Disick.

“I think it’s hard, anywhere, to find somebody that you can be comfortable with. The truth was, without her, I was always looking for somebody or something,” he admitted. “She’s definitely been that little piece that’s calmed me down and made me a better man and made things easier in my life.”

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December 2019

An insider told Us that the pair, who had previously discussed moving in together, were taking their relationship slow and steady. "Right now, Scott and Sofia aren’t thinking about marriage or getting engaged and it’s not a big topic of conversation. They are so committed to one another and neither of them are going anywhere," the source said at the time. "Scott has done a complete 180 from when he was younger and with Kourtney, and has grown up a lot."

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February 2020

Still going strong! Though the pair faced breakup rumors shortly after the new year, a source reassured Us that the couple was "totally fine." At the time, the couple had just spent time "hanging out" with the model's father, Lionel Richie. Later that month, a separate source explained that Sofia has been a strong support system for her man. "Scott has become such a better man through being in a mature relationship with her," the insider added.

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May 2020

Disick attempted to seek treatment for his "past traumas" but his plans were stalled after photos of him at the rehab facility were leaked online. Shortly after the "violation" of his privacy caused him to leave the center, Us exclusively confirmed that he and Sofia were "on a break" while the reality star continued to work through his issues. "Scott is in an OK place right now and is trying to get better and focus on work, but he has to prove himself," the insider said. "A big part of why he went to rehab was because Sofia wanted him to work on himself."

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May 2020

Us confirmed that the duo had pulled the plug on their relationship less than one week after a source revealed that the pair were taking some time apart. Days before news of their split made headlines, Disick celebrated his 37th birthday in Lake Powell, Utah, with his ex and their three kids — and without Richie. "Sofia and Scott breaking up was only a matter of time," a source later explained. "Scott isn't the best version of himself right now and it has been a lot for Sofia. She is sad about the situation, but trying to take care of himself." Though his relationship may have fizzled out, Disick received the support of Kourtney and the other Kardashian family members, who were trying to "show him how loved and cared for he is."

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July 2020

Us confirmed that the twosome are “hanging out again romantically” in July 2020 after they were spotted together at a 4th of July party in Malibu.

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August 2020

While Disick and Richie are back on, an insider told Us in August 2020 that their romance isn't their main focus.

“Scott and Sofia have simmered down a little and Scott has been making a big effort to refocus on himself and his family,” the source said. “Their relationship has taken a bit of a backseat and it’s not either of their main priorities right now.”

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August 2020

Us confirmed in mid-August that the twosome were on another break. “Scott and Sofia are spending time apart,” a source told Us. “She is making it a point to do her own thing.”

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September 2020

Richie and Disick proved to be on good terms in September 2020 when he sent her love on Rosh Hashanah, the Jewish New Year, via Instagram.

“Scott and Sofia’s most recent breakup was definitely serious, and they were done,” a source told Us at the time. “But Scott is always popping in and out of Sofia’s life.”

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October 2020

Disick was spotted with Hamlin at Jenner’s 25th birthday bash, sparking rumpors that he had moved on from Richie. 

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March 2021

The Talentless cofounder opened up to the Poosh founder about his split from Richie during an episode of Keeping Up With the Kardashians. “The truth is, anybody dating somebody is going to feel neglected when their significant other is spending more time with their ex than with them,” Disick said of his dynamic with Kardashian amid his and Richie’s romance. He noted that the model was an “absolute trooper” throughout their relationship.

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April 2021

A source exclusively told Us that Richie and her new boyfriend, Elliot Grainge, who she was first spotted with three months prior, were “very happy together.” The pair began as friends, but became “serious,” the insider added.