Kris & Corey: Will They Make It Through?


Taking A Gamble

In the summer of 2014, Kris Jenner was attending then-Givenchy creative director, Riccardo Tisci’s birthday bash in Ibiza when she met Corey Gamble. At this point, age was not a factor and the two hit it off, but neither of them expected it to blossom into more than a summer fling.


Making A Move

The road manager of Justin Bieber had no intention of holding back when he spotted Kris, and he explained, “She was looking good, and I waited until she was off on her own. I came up and started talking, then I asked her to get up on stage and dance, so we started dancing.” Age was just a number for these two and their 15-years difference wasn’t going to stop them from having a good time.


Questioning Kris

As it turned out, Kris and Corey brought their fling back from Ibiza and it wasn’t until Kendall, Kylie and Scott Disick caught a glimpse of the matriarch’s cell phone that they knew it was serious. Disick joked “I don’t know if Kris googled how to be sexy over text but she’s doing it. It’s inappropriate and it’s very uncomfortable.” When the three confronted Kris and asked who Corey was, she became flustered and quipped “He’s my fr… just stop!”


Kim’s Concerns

Although Kris was used to dishing out the relationship advice to her daughters, this time it was them being concerned about their mother and her new toy boy. Kim wasn’t holding back when she said “‘I’m worried about mom a little bit cos I’ll look online and there’s all these pictures of her and Corey. She doesn’t listen to me when I’m like “‘take it really slow.'” Despite Kris not worrying about the age difference in her relationship, her children certainly were.

Kris The Cougar

It turns out that Corey Gamble is not the first younger man that Kris has had a relationship with. Although she is well known for being married to Robert Kardashian and Bruce Jenner (now Caitlyn,), Kris had an affair with 24-year-old soccer player Todd Waterman when she was 36-years-old. Kris’ relationship with Todd caused the breakdown of her marriage to Robert Kardashian. Seeing as Kris had been involved with younger men before, many believed she should have had her guard up with Corey.


Everyone Questioned Him

When Corey and Kris’ relationship first hit the headlines, many questioned the identity of Gamble and what he was doing at such a high profile party. It was then revealed that Gamble worked alongside Justin Bieber’s manager, Scooter Braun, and was already running in some of the same circles as the Kardashians. Nonetheless, with Corey being a similar age to Kris’ daughters, the fact that he was going after a 59-year-old led Gamble’s motives and intentions to be questioned.

Drama Escalated

It wasn’t just Kim that chimed in about her mother’s new, younger man. Khloe decided to confront Corey about his intentions for Kris and his motives for dating a much older, powerful woman. She asked him “Have you always been attracted to older women?” to which he replied, “Since I used to hit on my second-grade teacher. It’s not the age factor, it’s the connection.” At this point, Gamble had won over Kris’ family, but it was still early on in their relationship.

In With The Family

The longer Kris and Corey dated, the more the Kardashians seemed to bring him into the family. Kourtney, in particular, developed a close bond with Corey due to them being of a similar age. Kris explained, “Corey is such a great guy, and the kids really like him a lot.” Corey seemed to appreciate the Kardashian Jenner clan, admitting,”I never had a house full of people. I never had this dynamic. You all got a great thing.” Was it just the family that made him stay?


Reassuring The Kids

Kendall Jenner weighed in on the age difference between Kris and Corey, asking him “What do you and my mom even do together?” Corey quickly responded, “We do everything. Your mom has got a lot of energy. I feel like being with your mom is better than being with any chick my age or younger. I think we do more than you younger girls do.” Seeing that Kris and Corey grew up in different times, it would be surprising if they had the same interests.

kris-corey boat

Kourtney And Corey

In 2016, the Kardashians became aware of Kourtney’s close relationship with Gamble, leading Kim to say, “it’s a little weird.” She added, “Him and Kourtney they go out at night together, they hang out during the day, they go on hikes. They are always together.” When Khloe referenced a photo Kourtney had uploaded with her kids and Gamble on a hike, Kim said,”Yes! That looked like a family photo! That was so inappropriate. I was like uncomfortable.” Was there something more to their friendship?


Can’t Keep Up?

Despite Kourtney’s close relationship with Corey, Kris admitted that she and her younger boyfriend were engaging in activities that she found “exhausting”. Although the mother-of-six was trying to keep up with man 15-years younger than her, Khloe couldn’t help but be concerned about where the nature of her mothers’ relationship was going. As a young guy, it was expected that Corey would want things like marriage and children in the future, something that Kris had already been through multiple times.


Crazy For Kris

Jenner knew she had to confront Corey about their future. She said, “I realized I don’t want to get married, but I really have a lot of fun with Corey and I love being with him.” Kris added that Corey felt the same way and told her “I don’t want kids. I love you and I feel that way about you.” With Kris constantly tied up in the lives and business of her children, Corey was going to have to take a back seat.

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Working For The Money

Although Corey was regularly seen out with Kris and the Kardashian clan, rumors started to arise that he was more of a bodyguard than a boyfriend to Kris. When Kylie had a break-in at her house, it was Corey that rushed over there, and after Kim’s robbery incident in Paris, it was Gamble in charge of beefing up security for the Kardashians and Jenners. Information about their agreement started to be leaked to the press.

Getting His Money

Regarding the rumors about Corey’s position, a source told Page Six that “Corey’s given a stipend [by Kris] to help look after her kids and make sure they are OK when they go out, he’s essentially an employee.” However, there were others that shot down these claims and said that Corey wasn’t being paid anything and that he was simply in it for the relationship with Kris and protecting her and her family was out of love.

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Kanye’s Love For Him

It wasn’t just Kris’ daughters that Corey was developing a bond with. Corey struck up a friendship with Kim’s husband, Kanye West, and despite Corey dating Kanye’s mother-in-law, the two seemed to have a lot in common. Kris allegedly encouraged the relationship with Kanye and believed that Corey would be a good influence on the rapper. However, people couldn’t help but notice the similarities in Kris and Corey’s relationship, and appearance to Kim and Kanye, leading suggestions that Kris just wanted to be like her daughters.

Friends In High Places

It wasn’t just Kanye West that Gamble became friends with through Kris. Corey started hanging out in high profile celebrity crowds with Kris and they were seen vacationing with Tommy Hilfiger, aboard his yacht in Greece. In addition, Kris brought Corey along as her plus one to many high fashion events, mingling with the likes of Olivier Rousteing and Carine Roitfeld. However, Corey looked more like a tag along than in the group, was Kris beginning to get bored of him?

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Slowing Down Kris

Gamble knew that going into the relationship, Jenner had an incredibly demanding schedule, managing her daughter’s careers as well as keeping her own life running smoothly. Jenner was used to being stressed out and pulled in many different directions, but it was something that Corey did not seem to understand. Kris told Corey that if he couldn’t understand or accept her hectic lifestyle, then it was a “deal breaker” for her. Perhaps Corey thought that dating Kris would be relaxed and calm.


Boyfriend Balance

Despite Corey wanting Kris to slow down her hectic lifestyle, it was obvious that Gamble was a positive influence on Kris and the stress levels in her life. Corey made sure to do sweet and caring things for Jenner, and when she was struggling with many different projects, Gamble organized a spa day for the 62-year-old. It seemed as though keeping Corey around was beneficial for the matriarch and he was the person who was looking after Kris.

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Conflicting Interests

Although relaxing and vacationing was something that both Kris and Corey enjoyed, there were many other things that strongly emphasized their 15-year-age gap. Kris was often seen taking Corey antique shopping as it was a passion of Jenner’s. Corey looked less than interested on their regular outings and when Gamble took it upon himself to tell Kris that he wanted to take her rollerskating, Kris declined and gave the excuse that she had knee surgery. Was Corey going to resent following Kris around?

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90% Jenner

It was evident that Corey and Kris’ relationship was very much one-sided, and Kris’ daughters noticed it too. Kim noted, “Mom and Corey’s relationship is definitely 90 percent what my mom wants to do and she doesn’t really bend and do what Corey wants to do.” After much persuasion from Kim and Corey, Kris agreed to take part in Corey’s hobbies, later admitting, “I don’t like being out of my comfort zone, but I will do whatever it takes to make Corey happy and I actually had fun.”

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Kids Over Corey

The cracks in the relationship were beginning to show on an episode of Keeping Up With The Kardashians when there was an incident with Kylie and Corey told Kris that he was dealing with it. When Corey told Kris not to show up to the scene, she responded, “I think what you don’t understand is these are my kids!” Upon Corey telling her to “chill out,” Kris shouted, “Don’t tell me to chill out! You can’t tell somebody when they’re having a panic attack to chill out!”


Salt In The Wounds

Things between Kris and Corey were already tense on the reality show, but to ass to the pressure, people began to notice that the couple do not follow each other on social media. Considering the Kardashian’s and Jenner’s all have a huge social media presence, it was unusual that they weren’t connected in that sense. Although it was pointed out that Gamble didn’t have a large social media presence, people believed it was revealing information in to their relationship status.

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Strike Three

In 2017, Kris was asked once again if her feelings on marriage had changed, now that she had been with Gamble for three years. She replied honestly, “You know I’ve done that twice and it didn’t work out so well. So, I don’t know. You never know. ‘I’m going to take a page out of Goldie [Hawn] and Kurt [Russell]’s book or Kourtney [Kardashian]’s book. I just think as long as things are going to well, why ruffle it up?”

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Going Solo

Following this revelation, Gamble was seen partying without Jenner at Los Angeles nightclub Poppy. Corey was said to be drinking, “socializing and dancing a bit, really enjoying the music.” Gamble’s solo outing raised eyebrows and left people wondering if he was ready to leave his 62-year-old girlfriend, Jenner, and embrace his young age. Kris was only ever seen out at clubs if it was an official appearance or event. Her clubbing days were well behind her and it was clearly something that Corey wasn’t over.

kris-corey clubbing

Clashes With Khloe

In addition, Corey and Khloe got into a rift with Gamble allegedly speaking badly of Kardashian. Khloe stated, “When Corey and my mom started dating I was definitely skeptical because my mom just got out of a 24-year marriage and I was just being protective.” Khloe said she assumed their relationship was fine until she heard otherwise. When it was suggested that Gamble didn’t care, Kourtney hit back, “You should care. If you’re dating my mom you should care if her kids like you or not.”

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Kris In The Middle

With the drama heightening between Khloe and Corey, Kris was caught in the middle and stated, “If that energy was out there it’s not OK with me. My kids come first over anybody ever for the rest of time, so I want one big cuddly happy family. Anything else is never going to work for me.” To make matters worse, when Khloe confronted Corey, he said that she was not his child and that “We are technically peers.” Things were spiraling.

kris-corey khloe middle

Taking A Step Back

Tensions were rising between Corey and the Kardashians and he found himself in an awkward position, with his girlfriend taking the side of her children. Corey was present when Khloe and boyfriend Tristan Thompson announced their baby new to the family, but Corey stayed in the background and could barely bring himself to embrace and congratulate the newly expecting parents. It took weeks before Khloe and Corey managed to quash their issues, but it seemed that Corey only did it upon request from Kris.

Controlling Kris

In March 2018, it had been weeks since Kris and Corey had been seen together, encouraging rumors that they had split. There were also reports that Corey was at dinner with friends and spent the entire night texting Kris, and not being present with the others. The source claimed, “He was away from them all with his head down on his phone for hours, Corey looked lost and absolutely miserable all night.” Did Corey just want to embrace being young and away from Kris’ control?

kris-corey control

Back Together

A couple of weeks after the split rumors, Kris and Corey put on a united front and were spotted out together, attending the birthday party of Tristan Thompson. The couple looked to be happy and in high spirits on their night together. It was clear that they were very much still a couple, and sources said of Corey’s decision to stay with his older girlfriend, “He’s gotten used to having such a lavish lifestyle and being part of one of the most powerful families in the world.”

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Make Or Break

Although Jenner doesn’t have the best track record of keeping men as they can’t keep up with her crazy lifestyle, Gamble seems to be quite content and taking full advantage of the 62-year-olds $60 million fortune, and her friends in all the right places. For the time being, Kris and Corey seem comfortable with one another and enjoy their time together, but only time will tell if Corey is able to keep up with Kris and the Kardashians forever.

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