Scott Disick And Khloe Kardashian's Questionable Relationship Defined

The whole Kardashian-Jenner bloodline has always been filled with the most headlining and controversial relationships. From the infamous divorce of KimYe, up to the on-and-off relationship of Travis Scott and Kylie Jenner, it’s needless to say whoever they are with, it’s something people like to gossip about. This includes the questionable relationship between Kourtney Kardashian’s ex-boyfriend Scott Disick and the Good American Founder, Khloé Kardashian.

Over the past few years, a lot of speculation has risen about the duo. They might not have had the greatest start to their friendship, but the two found an unbreakable connection between them even though Kourtney Kardashian is now wed to Blink-182 drummer, Travis Barker. The dynamic between Khloe and Scott as seen on Keeping Up With The Kardashians and Hulu's The Kardashians has easily caused fans to wonder... What are the two, really?

8 How Did Khloé Kardashian And Scott Disick Meet?

Khloé Kardashian and Scott Disick first met each other after Khloé’s big sister, Kourtney Kardashian, started dating the Flip it Like Disick star in 2006. Kourtney and Scott first meet through Couples Therapy star Joe Francis. Kourtney later admitted on Keeping Up with the Kardashians that she and her mother, Kris Jenner, were initially extremely cautious of him.

"I just thought he was so annoying," Kourtney explains during a Season 1 episode of the reality show. "He was four years younger, he lived in New York, he didn't have a job."

Related: A Timeline Of Kourtney Kardashian And Scott Disick's Complicated Relationship

7 How Khloé Kardashian Felt About Scott Disick In The Beginning

Just like most protective sisters, Khloé Kardashian was very vigilant about Scott Disick’s intentions with Kourtney. As a matter of fact, it’s safe to say that Khloé gave Scott a hard time, even once to a point that it got physical.

In a 2009 episode of Keeping Up with the Kardashians, it was revealed that Kourtney Kardashian was pregnant with Disick’s son, Mason. Even though the couple broke up for a while, they got back together, something that didn’t sit right with Khloé. “Just admit it. You were jealous of Kourtney. You thought she was going to leave you, so that’s why you knocked her up with the old sausage,” Khloé yelled at Scott before she slapped him. “You wanted to just keep her for 18 years and not let anyone else have her.”

6 Khloe Kardashian And Scott Disick's Relationship Today

Despite having a rocky start t0 their friendship, Khloe Kardashian and Scott Disick have since grown and found a deeper connection with each other. On Scott Disick’s 36th birthday in 2019, the Kocktails With Khloé host greeted him with a little throwback on the controversial slap.

“We have come such a long way, you and I!” Khloé wrote alongside the photo. “I am so thankful for the person that you have grown into. I am thankful for every [one of the] highs and lows because we have been through it all and we are closer than ever. I am proud to say that you are my brother and also one of my best friends!”

5 How Scott Reacted To Khloé's Tristan Thompson Cheating Scandals

Proving that Khloé Kardashian is always in Scott Disick's heart, the Talentless designer sent roses to Khloé following the Daily Mail’s report of Tristan Thompson cheating. Khloé then uploaded it to her Instagram with a text: “I love you @letthelordbewithyou, Thank you.”

Related: Khloe Kardashian Has Said These Heartbreaking Things About Her Relationship With Tristan Thompson

4 The Khloe Kardashian-Scott Disick Dating Rumor

Even though the two never showed any romantic connection between them, the fans started to question Khloe and Scott's real relationship after they got cozy in November 2021. Scott Disick uploaded a photo of himself with Khloé in an Instagram story wrapping his arms around her. “I’m sorry, but not sorry @khloekardashian is so gorg,” Scott wrote in the photo.

3 Are Khloe Kardashian And Scott Disick Dating?

Khloé Kardashain has never been afraid to comment on the Scott Disick dating rumor.She quipped to Complex in 2015, “Well Scott and I — we’re sleeping together apparently.”

She then said, “Obviously, we’re best of friends, but what’s crazy is how much I hated him before. He was a douchey little d—... He still falls off or makes mistakes, which everyone does. I don’t expect anyone to be perfect, but what I like about Scott is that he’s honest about his weaknesses and his strengths,”

2 How Did Kourtney Kardashian React To The Khloe-Scott Dating Rumor?

According to a source quoted a Hollywood Life report from April 2022, Kourtney thinks Scott's flirty gestures to Khloé are "a little strange."

A source recently told Hollywood Life, “Kourtney and Khloé have talked about it a couple of times, and they think it’s a little strange that Scott has been so flirty with Khloé... It’s not something that Kourtney is laying in bed at night stressing over, though. She knows Scott and Khloé have had this playful banter between them forever.”

Related: What Scott Disick Really Feels About Kourtney Kardashian And Travis Barker's Relationship?

1 How Scott Disick Is Doing After Failed Relationships

On episodes of The Kardashians, Scott Disick and Khloé Kardashian spend a lot of one-on-one time together and have talked about Scott’s place in the family. Scott remarked to the confessional camera, "For the first time in my life it's finally starting to change."

He suggested, "Now that Kourtney's got her life with Travis, as hard as it is, it does give me a place to finally be able to move on." Khloé asked Scott how open he would be to having a "real loving relationship" akin to what Kourtney has found with Travis. He then admitted, "If I want to find someone real and serious that I'd want to spent my life with, it would have to be somebody ... [in their] upper 20s... Not over 30 ... whatever ... 30, whatever it is. If I love somebody, doesn't matter their age."

NEXT: Did Scott Disick Try To Stop Kourtney Kardashian's Wedding?

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