When Scott Disick started publicly dating Sofia Richie, it wasn’t tipped to last very long. During that time, Scott had just come out of short flings with the likes of Chloe Bartoli and Bella Thorne.
However, Sofia proved to be a fitting match for the reality star, despite their 16 year age gap.
WATCH: Sofia Richie weighs in on boyfriend Scott Disick’s close relationship with ex Kourtney Kardashian
Below is the complete relationship timeline of Scott Disick and Sofia Richie.
May 2017
It was late in May 2017 that several reports about Scott and Sofia were emerging. The pair were spotted on a yacht in Cannes, shortly after he was spotted kissing both Chloe Bartoli and Bella Thorne on the same Cannes trip. At the time, Sofia denied dating rumours and called Scott one of her “homies”. The next month, the pair were spotted leaving Nobu together arm in arm.
September 2017
Months following Scott and Sofia’s initial yacht date, fans were still speculating about their relationship status. On September 24, they were in each others Instagram Stories, with a ‘Congratulations’ cake at a restaurant, which many people believed was them making their relationship official. Later, they were spotted kissing in a friend’s Instagram.
At the time, an insider revealed to E! News that “Sofia has been interested in him for a long time. She feels like she knows a different side of him and that they are good for each other. She is falling hard and thinks this is the real thing.”
A close source to Kourtney Kardashian at the time revealed that she wasn’t putting too much thought into them dating.
“Kourtney thinks this fling with Sofia is a little weird, but nothing shocks her anymore,” the source claimed. “Kourtney just wants Scott to be his old self. She shares three kids with him, so she’ll always want the best for him and will always make sure he’s happy.”
October 2017
This marks the month that Scott and Sofia made their relationship Instagram grid official. While in Puerta Vallarta, Mexico, Sofia posted a photo with Scott. A few days later, Sofia’s famous father Lionel Richie told Us Weekly that he was “scared to death” of his 19-year-old daughter dating a 34-year-old.
December 2017
Now that they’re Instagram official and the whole world knows about them, they were ready to make their official debut at an event.
Scott and Sofia attend a DuJour magazine event in Miami together.
After breaking that event barrier, they went on to attend many other events together, including a Sugar Factory appearance in Miami.
By New Years Eve in 2017, the pair were cemented as serious, after posting similar NYE Instagram photos. “I’m on a whole new year vibe,” Disick captioned his photo of himself and Sofia while in Aspen.
January 2018
Still together, still in love, still travelling together.
It wasn’t just some fans who were against their relationship. Aside from Kourtney, sister Kendall had something to say about Scott dating a girl so much younger than him.
Commenting on a Scott Disick fan account photo of him with his kids and Sofia in the car, she wrote, “Aww Scott and his kids.”
Kendall continued to shade Sofia on her own Instagram, posting a photo of her horse she named ‘Dragon’, right after Sofia’s childhood horse also called Dragon passed away. Harsh!
February 2018
Come Valentine’s Day, Sofia posts a loved-up photo of her and Scott, calling him ‘babe’.
What came next was monumental for the couple – Scott confirming his relationship with the 19-year-old on an episode of Keeping Up With the Kardashians.
“Are you dating?” Kris Jenner asked. “Sure,” Disick replied. “Are you dating one person,” the momager pushed.
“Yeah. Something new.”
Kris was then pushing Scott to reveal who it was, which he answered, “You all know who it is.”
But that wasn’t enough for Kris, who pushed it further by asking how old she is… and if she’s Kylie’s age, who happens to be her youngest daughter, while emphasising that Scott is 34.
At the end of the month, Lionel Richie once again spoke about the relationship, and he was still skeptical about it. He called it a “phase”.
However, a source later told Us Weekly that Sofia had been “a great influence” on Disick, who had noticeably started to change his ways from a rogue party-animal to a more family-focused man.
“Scott wasn’t bothered by Lionel’s recent comments that basically said, ‘It’s just a phase’,” the source said to the publication. “He gets it and understands and knows how close Sofia is with her dad, and he respects that relationship…Sofia still hasn’t hung out around Scott and Kourtney together.”
March 2018
Sofia called Scott her “love” (in an emoji) on her Instagram, proving that it definitely wasn’t just a “phase”.
May 2018
People reported that the couple spent Scott’s birthday in St Bart’s with the three of his children: Mason, 9; Penelope, 7; and Reign, 4.
The young star posted a photo of them in the ocean writing, “Happy Birthday babe! Thank you for being you.”
A People source said at the time: “Sofia is helping Scott be a better, healthier person. Kourtney feels confident that Scott and Sofia takes good care of the kids. Scott is a great dad when he has his life together.”
June 2018
This was the first bump in the road for Scott and Sofia, with Scott reportedly packing on the PDA with a mystery woman at Kanye West’s album listening party in Wyoming. As Us Weekly reported at the time, Sofia allegedly left Scott after being unfaithful to her.
However, as soon as the rumours stirred, the pair debunked them by posting photos together.
Scott posted the actual TMZ article screenshot to his Instagram Stories, captioned, “We had no idea we even broke up but thanks for thinking of us.”
Sofia on the other hand just wrote, “Whole ❤️,” on a photo of them together. Another photo she posted read, “Never believe the internet.”
Shortly after, Us Weekly reported that the pair were “moving in together”.
July 2018
The pair jet off to another holiday in Greece.
Around the same time, a Us Weekly source claimed that Kourtney “couldn’t be bothered by the drama”.
“She just cares about the kids and that they’re okay with the situation, which they are,” the source continued.
October 2018
Stronger than ever, Sofia continues to post photos of her and Scott spending time together on her social media.
The same month Sofia and Scott made a public appearance at the VIP grand opening of Maddox Gallery in LA, where they posed with Real Housewives of Beverly Hills‘ Mauricio Umansky.
November 2018
The couple head down under to Australia, and are spotted shopping at Chadstone Shopping Centre in Melbourne.
Attending Derby Day at Flemington Racecourse where Scott hosted the Melbourne Cup event, it didn’t go as smoothly as planned.
The Daily Mail captured the tense argument between Scott and Sofia, which saw them abruptly leaving the event.
Three days later, they attended Taronga Zoo in Sydney, cruised the Sydney Harbour on a yacht, threw a Halloween party at The Star’s Marquee and even made an appearance at Melbourne’s Alumbra nightclub.
Later that month, they attended the “Street Dreams” exhibit preview in West Hollywood, where Kourtney Kardashian was also spotted.
A source told People that Kourtney “doesn’t necessarily care to get to know Sofia better, but she feels she needs to because of the kids.”
December 2018
Despite Kourtney’s cold attitude in November, she seemed to change her tune in December, when Scott posted the below, iconic photo to his Instagram.
Kourtney even let Sofia join the Kar-Jenner’s New Year’s Eve trip to Aspen.
January 2019
Visiting the Sugar Factory once more, pregnancy rumours started to emerge about Sofia. “It’s more likely that she gets pregnant before they get engaged,” a source told Us Weekly.
February 2019
They attend the Sugar Factory for yet another date. Or did they ever leave?
April 2019
A Keeping Up With the Kardashians episode shows Kourtney Kardashian being told by a Balinese guru that Scott Disick is her soulmate. While on the trip with her sisters Kim and Khloe, she ponders on whether or not she is still romantically interested in her ex.
“Scott came in and the guy was basically saying that in a past life … that we were together and that we’re soulmates,” Kourtney revealed to her sisters.
May 2019
For Scott’s 36th birthday, Sofia posted an abundance of shots in the celebrity-loved Photo Booth alongside Scott, and other Kardashian family members, including Kourtney.
“Best night celebrating you @letthelordbewithyou 📌 an amazing soul. we all love you very much.”
June 2019
Scott and Kourtney take a family trip to Costa Rica without Sofia, however there were no worries about a break up! Us Weekly reported that the pair who had been dating seriously for more than two years had “talked seriously” about getting engaged.
They claimed that the couple were “in a great place and stronger than ever.” Another source even said that Kourtney would be “not only unbothered by the idea of them getting engaged, they’d have her full support. Sofia is really so good with his kids, and she has a good friendship and relationship with Kourtney.”
A vast difference to how the mother-of-three felt when they first started dating!
October 2019
Sofia finally makes her debut on KUWTK, while on a holiday to Finland with Scott, Kourtney and the kids.
During the episode, tensions arose with Sofia, 21 admitting to Scott, 36 that she felt “left out” around Kourtney, 40.
WATCH: Sofia Richie feels uncomfortable during family trips with Kourtney Kardashian
Scott confided in Kim Kardashian through a FaceTime call.
“It’s kind of weird. I’m trying to pay attention to everybody without neglecting anybody,” he admitted to Kim. “Sofia mentioned to me that I’m acting a little bit differently around Kourtney. It’s tough because sometimes Kourtney and I have so much history and have known each other so long, so I’ve just been trying to be kind of mindful and not make Sof feel uncomfortable just because Kourt and I have known each other our whole lives.
“Now I’m kind of – I’m not being rude to Kourtney -but it just puts so much stress on me and then it just turns into me being not happy,” he confided. “I’m not even fun to be around for anybody. I think this trip out of the other trips we’ve been on has a little bit more pressure because there are camera crews everywhere.”
Kim actually took Sofia’s side.
Speaking to camera later, Scott said: “The truth of the matter is, I don’t need to put as much pressure on myself.
“I think one of the reasons I put so much pressure on myself is that I want these trips to be so perfect. I don’t want anything to happen.”
“She seems like she’s pretty cool with everything. So, if she’s speaking up about something that bothers her, you kind of have to pay attention. And Kourtney has to completely understand that. Don’t get discouraged and be unhappy. You guys will figure it out.”
Later that month, the pair showcase their creativity during Halloween with their amazing couple costume as Barbie and Ken.
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