Here's What Really Happened To All The Kardashians' Exes

The following article includes mentions of domestic abuse allegations and addiction.

The Kardashian-Jenner clan has long made headlines for the famous faces they have dated. Outside of their very busy careers, the stars have been known to get together with influential rappers, a slew of top athletes, and even pop stars. With each family member's storied history of high-profile romances, theories of a "Kardashian Curse" began to form, as those who became close to the reality TV royals were believed to be jinxed and their lives left in disarray. 

Kylie Jenner acknowledged her family's "curse" by once sharing on an episode of "Keeping Up with the Kardashians" (via The U.S. Sun), "The Kardashian curse is every male figure that comes and dates a Kardashian. Their life kind of just goes downhill after that." She later told GQ that some of these exes aren't equipped to take on the massive fame each of her sisters and brother Rob Kardashian have acquired, adding, "But it's not just men — it's friends, it's people who come and just don't know how to handle it."

However, while conspiracy theorists are making up curses about this famous family, the breakups were certainly real, and fans watched first-hand on "KUWTK" just how difficult and messy some of these former romances became by the end. We're diving into the exes of Kourtney, Kim, Khloé, and Rob Kardashian, as well as those of Kendall and Kylie Jenner, so get ready for a long list worth the read. This is what happened to those who dated a KarJenner family member. 

Back in 2000, a 19-year-old Kim Kardashian tied the knot with music producer Damon Thomas, who's 10 years her senior, in Las Vegas. It was the future star's first marriage, but it turned out to be anything but marital bliss. The couple finalized their divorced after four years, and Kardashian alleged in court docs that Thomas was controlling and physically abused her on several occasions.

In 2011, leaked divorce papers obtained by the Daily Mail showed that the music producer had allegedly "punched [her] in the face" and "slammed [her] against the ... wall" on more than one occasion, threatened her multiple times, and did not allow her to see family and friends during their marriage. According to InTouch (via the New York Daily News), Thomas denied the allegations in the divorce documents, saying they were "absolutely not true," and also claimed that Kardashian was unfaithful. Although it was Thomas who filed for divorce, Kardashian received $56,000 from her ex-husband. 

Years later, Kardashian admitted that she was "on ecstasy" when she married Thomas in a 2018 episode of "Keeping Up with the Kardashians," per CNN. Since their divorce, Celebrity Net Worth reported that Thomas filed for bankruptcy in 2012, but he is still working as a music producer and is the CEO of Thomas Krown Records. Thomas is also the father of a son named Damon Thomas Jr. and, according to The U.S. Sun, reportedly has another son named Dimas, whom he has only seen once, with a woman named Sarai Tennille Torres.

If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.

After divorcing her first husband, Damon Thomas, Kim Kardashian dated R&B singer Ray J from 2005 to 2007. At the end of their relationship, a sex tape the two stars made in 2003 was leaked — and was considered the tape that launched Kardashian's career. According to Page Six, Kardashian filed a lawsuit against the company that was to release the tape, but later settled. That same year, she and her soon-to-be-famous family would release the very first season of "Keeping Up with the Kardashians."

After admitting that she was on ecstasy when she married Thomas, Kardashian also shocked her family on a 2018 episode of "Keeping Up with the Kardashians" when she shared she was high on the same drug when she made her infamous sex tape. "Absolutely, everyone knows it. Like, my jaw was shaking the whole time," she stated (via People).

When Ray J released his 2012 book "Death of a Cheating Man: What Every Woman Must Know About Men Who Stray," he appeared to talk about Kardashian when referring to a former romance with a woman he named "KK," per Page Six. The rapper claimed that "KK" cheated on her husband and pursued him, adding that the two had "extreme sexual chemistry." However, they broke up due to infidelity on both sides, as well as her supposedly jealous ways. In 2016, Ray J married "Love & Hip Hop Hollywood" star Princess Love, with whom he shares two children. However, TMZ reported that Love filed for divorce in 2020. 

98 Degrees boy band member Nick Lachey and pop star Jessica Simpson were Hollywood's It couple when they got married in 2002. Soon after they wed, they put their lives on display on the reality show "Newlyweds: Nick and Jessica." The MTV series only lasted three seasons after the pair decided to call it quits on their marriage. After their split, Lachey moved on from the blonde beauty and briefly dated Kim Kardashian.

In an interview with Details Magazine in 2013 (via HuffPost), Lachey claimed that Kardashian used him for fame. "Let's just say this: We went to a movie. No one followed us there. Somehow, mysteriously, when we left, there were 30 photographers waiting outside," Lachey said, suggesting that Kardashian tipped off the paparazzi. "There are certain ways to play this game, and some people play it well." In Kardashian's 2010 book "Kardashian Konfidential," she agreed with Lachey that their outing helped her become more famous: "It started when I went out on a date with Nick Lachey. Of course, the paparazzi took pictures, because people were curious about who he was with."

These days, Lachey is married to former "TRL" host Vanessa Lachey (née Minnillo), whom he met on the set of MTV show in the mid-2000s, per Us Weekly. In 2011, the pair got married and have since welcomed three children named Camden, Brooklyn, and Phoenix.

Kim Kardashian began dating former NFL player Reggie Bush in 2007, and things between the couple were on and off until they eventually called it quits in 2010. According to InStyle, they initially ended things in 2009 because of their busy careers and reconciled the following year, but ultimately decided to go their separate ways. Unlike Kardashian's past relationships, the two seemed to be on good terms after their split.

In an old clip from "Keeping Up with the Kardashians," the reality star broke down in tears during a photoshoot and admitted that she would have given it all up to be with Bush. "I just really don't care about my career anymore. I feel like it's cost me my relationship," she shared. Bush explained to ESPN that by dating Kardashian, a lot of media attention followed, adding, "Then all the other stuff came. The gossip magazines and ... the ugly side of it."

In 2014, Bush went on to marry Lilit Avagyan, who some feel eerily resembles Kardashian, and the couple share three children. In 2017, he officially retired from the NFL. "I've been able to enjoy more time with our family and just being able to do things that I normally wouldn't be able to be here for," he later shared with People. "For 20-plus years, most of my time was devoted to a single sport. Now I get an opportunity to be home, and to find a new passion and keep my focus on top of my family."

Kim Kardashian and former NBA star Kris Humphries had a whirlwind romance. The couple became an item in October 2010, with Humphries popping the question just six months later. Their August 2011 wedding was aired in an E! special titled "Kim's Fairytale Wedding," but it was anything but a fairytale after the couple said their I do's. TMZ broke the news that just 72 days later, Kardashian filed for divorce, citing "irreconcilable differences."

Us Weekly reported that Humphries filed for an annulment in November 2011, citing "fraud" as the reason for their divorce. Their divorce proceedings were set for May 2013, and they reached an agreement and finalized their divorce that June. According to Page Six, during the "Keeping Up with the Kardashians" reunion in 2021, Kardashian admitted that she wished she would have given "faith-based" Humphries the annulment he wanted. "If I was mature, I would have wanted an annulment too," she shared. She also revealed that she "tried calling him for months" to apologize but he would not speak to the reality star. 

In 2019, Humphries penned an essay about his life in The Players' Tribune, where he revealed that he was in a "dark place" after people only recognized him for his short-lived marriage to Kardashian. "I didn't know how to handle it, because I never thought I was going to be famous in that way ... all I've ever wanted to be known for was basketball," he shared. Per the Daily Mail, Humphries would later work as a real estate agent in his home state of Minnesota.

Kim Kardashian and Kanye West's marriage was officially over when the reality star was declared legally single in March 2022. This came just over a year after Kardashian filed for divorce from the rapper in February 2021, after over six years of marriage. The couple share four children: North, Saint, Chicago, and Psalm.  

West had not made the divorce proceedings easy for the SKIMS founder. According to the Los Angeles Times, he took to social media to lash out at his ex-wife over her parenting of their children, especially their eldest daughter, North, and made several distasteful remarks about Kardashian's new beau, "Saturday Night Live" star Pete Davidson. NBC News reported that West's seemingly erratic social posts had caused the "Keeping Up with the Kardashians" star "emotional distress," with the star adding, "I believe that the court terminating our marital status will help Kanye to accept that our marital relationship is over and to move forward on a better path which will assist us in peacefully co-parenting our children."

Despite pleading with Kardashian for reconciliation during their divorce proceedings, West continued to make headlines for his Paris Fashion Week outings with Julia Fox. As of this writing, West is dating Chaney Jones, with the model having made things official on her Instagram in March 2022.

Kourtney Kardashian and Scott Disick first began dating in 2006 after meeting at a party in Mexico thrown by Joe Francis. Disick became a regular on "Keeping Up with the Kardashians" as the show chronicled his on-and-off-again relationship with Kardashian and the birth of their three children, Mason, Penelope, and Reign. However, the reality show also showed Disick's ongoing partying ways and his many stints in rehab that became a cause for concern for the family of five, per Us Weekly.

Kardashian and Disick broke up for good in 2015 and two years later, he began dating Sofia Richie. That same year, Kourtney shared a selfie on Instagram with Disick with a caption that read, "MOM and DAD back at it again with the coparenting skills." However, after Disick and Richie broke up in May 2020, he revealed in an episode of "KUWTK" that Richie did not like his relationship with his ex, stating (via Page Six), "And she was like, 'I don't want to share you as a boyfriend with Kourtney' and then she literally said with an ultimatum, 'You have to choose me or Kourtney.'" He added, "I'm never going to give up my relationship with Kourtney and the co-parenting we have."

Disick went on to date Amelia Hamlin, but the two broke up in September 2021 after 11 months of dating, per E! News. Kardashian, on the other hand, got engaged to Blink-182 drummer Travis Barker the following month. During the "Keeping Up with the Kardashians" reunion, Disick shared that he would give her his blessings. "I mean, yeah. ... I think if you really love somebody, right? You want them to be happy no matter what," he said.

If you or anyone you know is struggling with addiction issues, help is available. Visit the Substance Abuse and Mental Health Services Administration website or contact SAMHSA's National Helpline at 1-800-662-HELP (4357).

After Kourtney Kardashian split with Scott Disick and before she made things official by getting engaged to Travis Barker, the reality star was linked to model Younes Bendjima. According to Us Weekly, the pair dated on-and-off from late 2016 until 2020, and while the press snapped several photos of them during their outings, Kourtney kept her relationship with Bendjima private. The star refused to talk about Bendjima on "Keeping Up with the Kardashians," which bothered both sisters Khloé and Kim Kardashian.

During the show's 2021 reunion, Khloé Kardashian called Kourtney out, sharing, "We're not saying to put him on, but Kourtney wouldn't even let us mention [him], even though there's paparazzi photos. So we were frustrated that we couldn't even talk about what Kourtney was doing." It also seemed like the Kardashian-Jenner clan were not fans of Bendjima, either. During the reunion, host Andy Cohen mentioned to Disick, "It seems like you get really upset when Kourtney is linked to other guys." Disick replied, "Me? No." Going on to quip, "I just want to kill them," he added in reference to Bendjima, "Well, the last guy. Let's all be honest here." Khloé agreed with Disick, stating, "Nobody was happy with the last one."

Life & Style reported that the duo's split was due to their age difference, with Kourtney 14 years older than Bendjima. However, Khloé had other alleged reasonings behind their breakup, sharing via Twitter, "He was sooooooo toxic and negative for Kourt." 

After dating for just one month, Khloé Kardashian and former NBA star Lamar Odom decided to take their relationship to the next level by tying the knot. Nine days after proposing to the reality star, the couple's extravagant September 2009 wedding was later featured on Season 4 of "Keeping Up with the Kardashians." 

After getting married, the duo landed a series on the E! network that lasted for two seasons. While the two appeared to have a blissful marriage on their reality show spin-off, things began to take a turn for the worse when Odom was arrested in 2013 for a DUI and Kardashian discovered his many infidelities. In an interview with Us Weekly, Odom later shared, "If there is one thing I regret when I was married, it was having multiple affairs with different women." Kardashian filed for divorce that same year but put it on hold when Odom was found unresponsive at a Nevada brothel in 2015, with CNN reporting that the reality star was making medical decisions for him. The former couple later moved on with their divorce when Kardashian filed again in 2016, citing "irreconcilable differences." 

In 2019, Odom proposed to fitness coach Sabrina Parr, but the pair split in November 2020, per Us Weekly. When he appeared on "Celebrity Big Brother" in February 2022, the former athlete didn't hold back on his feelings for Kardashian, sharing, "I miss her so much. I wish I could take that time back."

If you or anyone you know is struggling with addiction issues, help is available. Visit the Substance Abuse and Mental Health Services Administration website or contact SAMHSA's National Helpline at 1-800-662-HELP (4357).

In 2014, Khloé Kardashian had a brief romance with rapper French Montana after she split from her ex-husband, Lamar Odom. Although their relationship was short-lived, the two have kept in touch and have remained on good terms. 

In an interview with Haute Living in 2019, Montana talked about his relationship with the "Keeping Up with the Kardashians" star, stating, "Me and Khloé are always going to be friends, and the family still remains close. I feel like we had a real dope relationship. There was no bad blood, nobody did something to somebody that we couldn't come back from. The love was real." He added, "Friendship after a relationship is something that's real hard to do, and I'm glad we've been able to do it." 

According to In Touch, the rapper was present at Khloé's sister Kourtney Kardashian's 40th birthday bash that same year, proving that not all breakups have to end on a sour note. After having dated the Kardashian-Jenner sister, Montana dated another reality TV star, Evelyn Lozada of "Basketball Wives," in 2017, but they split a year later, per The Blast. 

Most fans might have forgotten that Khloé Kardashian was linked to another basketball player after ending things with Lamar Odom. In the summer of 2015, the reality star briefly dated Philadelphia 76er James Harden, who at the time was with the Houston Rockets. Speaking about how they manage to see one another with their busy schedules, Kardashian was hopeful, telling People, "I mean, we make it work. ... I do like to put my relationship as a priority and I really try to make that work." 

Kardashian also shared with People that, unlike her past romances, she was trying to keep the one with Harden under the radar, stating, "Mystery is good." However, during an interview with Sports Illustrated, Harden revealed that he was not a fan of the attention he was getting, which is something that inevitably comes along with dating a Kardashian or Jenner, and their relationship fizzled after just eight months. "I wasn't getting anything out of it except my name out there and my face out there, and I don't need that," he said about dating the reality star. "It wasn't uncomfortable, but it wasn't me. ... It was unnecessary stuff that I think trickled down to my teammates. I had to eliminate that."

According to FanBuzz, since splitting with Kardashian, Harden was linked to singer Ashanti from 2016 to 2018.  

Khloé Kardashian's relationship with basketball player Tristan Thompson is notoriously a rocky one. The two began dating in 2016, with Kardashian sharing in Season 13 of "Keeping Up with the Kardashians" (via Us Weekly), "He wants to have, like, five or six kids with me, and that's lovely." In 2017, the reality star announced on Instagram that she was pregnant, but things between the couple began to crumble after the NBA star was caught cheating more than once throughout Kardashian's pregnancy.

Kardashian gave birth to their daughter, True, shortly after the allegations broke in 2018. While TMZ reported that Thompson was present, more shocking news followed when, in 2019, he was accused of cheating on Kardashian yet again with Jordyn Woods, half-sister Kylie Jenner's best friend. During the 2021 "KUWTK" reunion, Kardashian shared (via People), "I forgive Jordyn, or else I would be a prisoner in my life. I have to forgive these people for me. And it's up to them to forgive themselves and to be accountable and learn and hopefully don't repeat these same cycles."

After the Woods scandal, the pair appeared to reconcile again and celebrated True's second birthday together in 2020. By June 2021, however, they called it quits for seemingly the last time. That December, it was revealed that Thompson had cheated once again, fathering a child with a woman named Maralee Nichols, which led him to publicly apologize to Kardashian on his Instagram Stories (via the Daily Mail): "You don't deserve the heartache and humiliation I have caused you. ... Again, I am so incredibly sorry."

In Season 2 of "Keeping Up with the Kardashians," Rob Kardashian revealed a tattoo that read "Adrienne Bailon" on the left side of his rib cage to his three older sisters, Kourtney, Khloé, and Kim Kardashian. However, before making her grand appearance on the reality show, Bailon was known as a member of the Disney Channel's The Cheetah Girls and the R&B group 3LW. Unfortunately, the relationship — which began in 2007 — ended just two years later, and this Kardashian sibling was left with a permanent reminder of his ex.

Bailon went on to marry gospel singer Israel Houghton in Paris in 2016, but she looked back on her romance with Rob and called it "funny" to Us Weekly, adding, "Only because it really is the shortest relationship I've ever had." One thing that frustrated the singer-actor was how some viewers of the KarJenner clan's reality show only remembered her as "Kardashian's ex" and not her many achievements as an entertainer. "I was like, 'Guys, but I've accomplished many things.' And I think that even got misinterpreted as me saying at some point I wish I had never done the show. I don't think it was that at all. ... I was just annoyed that people tried to say that that was the only thing I had accomplished," she shared. 

Although Rob admitted on "KUWTK" that he cheated on Bailon, the songstress remains good friends with the famous family. In 2021, Bailon even attended a game night with Kim and Kourtney Kardashian, per Us Weekly. 

Rob Kardashian and Rita Ora had a brief relationship in 2012, but it seemingly meant more to the reality star than to the singer, who once shared that she "forgot" she dated him. Ouch. 

In 2020, the songstress told The Times, "It was very short-lived. I was so young. It was great. It was fun. It was very, very fun, I guess. That's all I remember." People reported that the pair only dated for two months, and it ended when Kardashian learned that she was allegedly unfaithful. Without naming names, he went on a Twitter rant after the breakup, writing (via Us Weekly), "She cheated on me with nearly 20 dudes while we were together, I wonder how many she will sleep with now that we apart?" At the time, Ora told Australia's Daily Telegraph, per Today, that she never really dated Kardashian: "I never thought it was actually a relationship, in all honesty. I never mentally defined it as 'boyfriend, girlfriend.' When I split up with him, I said, 'It's because I'm never there, I don't know how to do it.' That's all I said, then ... the rest happened.'"

The breakup seemed to take a toll on Kardashian despite Ora publicly brushing it off. On an episode of "Kourtney & Kim Take Miami" (via HuffPost), he admitted that he had gained 40 pounds after splitting with the singer and has dealt with weight issues since. As of this writing, Ora is dating filmmaker Taika Waititi after being seen together at the 2021 premiere of "The Suicide Squad," per People.

Rob Kardashian and Blac Chyna sparked romance rumors in 2016, which fans thought was odd since his half-sister, Kylie Jenner, was dating Chyna's ex, rapper Tyga, who is the father of their son, King Cairo. Although Tyga and Jenner would end their romance in 2017, Chyna and Kardashian took their relationship to the next level when, after a mere 10 weeks, the reality star proposed, per Entertainment Weekly. 

Just one month after the news of their engagement, the couple announced that they were expecting, and they welcomed a daughter named Dream in November 2016. It was a rocky road for the on-and-off pair, however, and they decided to put their wedding plans on hold. Things only got uglier when Kardashian shared photos of Chyna with another man along with naked photos of the star and alleged that she was abusing drugs. Chyna would later accuse Kardashian of physical abuse, per People. Seeking legal action, she had a temporary restraining order against him in 2017. 

That September, the former couple agreed to share joint custody of Dream — but during the same month, Kardashian and Kylie Jenner sued Chyna for alleged assault. A month later, Chyna filed her own lawsuit against her ex-fiancé and the rest of the Kardashian family, including momager Kris Jenner, for battery, defamation, and "killing her hit television show ['Rob & Chyna']," as the suit claimed (via Page Six). As of this writing, Chyna was granted a jury trial against Kardashian and his family, which will begin in April 2022, per ET. Kardashian and Jenner have since dropped their 2017 lawsuit. 

If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.

Kendall Jenner may be known for dating NBA players (which we'll delve into below), but she once had a romantic relationship with former One Direction star Harry Styles. The pair were together back in 2013 — about a year after he dated Taylor Swift — but Jenner and Styles eventually called it quits. Two years later, Us Weekly shared that the duo was photographed aboard a yacht in St. Bart's, with E! reporting that there was some serious PDA during their trip. Things again appeared to cool off between the duo once again, however, but unlike most exes (particularly on this list), they have since remained good friends. 

In 2018, Jenner was spotted with friends at one of Styles' concerts, and in 2019, the amicable on-and-off pairing ran into one another at the Met Gala, with photos showing the two smiling and chatting it up. The former couple even reunited on the "The Late Late Show with James Corden" in December 2019. Jenner and Styles played a game called "Spill Your Guts," in which both stars ask each other personal questions and must either answer truthfully or chow down on whatever is in front of them. In Styles' case, instead of answering if any of his songs off of his debut album were about Jenner, he chose not to answer and ate cod sperm. Ew! 

With his third solo album, "Harry's House," set for release in May 2022, the Grammy-winning "Watermelon Sugar" hitmaker has been dating actor-director Olivia Wilde since early 2021. The private pair's movie, "Don't Worry Darling," is set for a September 2022 release.

Rapper A$AP Rocky and Rihanna announced in January 2022 that they were expecting their first child together, but before the stars became everyone's favorite Hollywood couple, the rapper was linked to model Kendall Jenner. According to People, Jenner and the A$AP Mob member were an item in 2017, hanging out in different parts of the world from Los Angeles to Paris.

That May, the two were spotted at the Met Gala together, with sister Kylie Jenner taking an epic bathroom mirror selfie at the event — which included the two stars cuddled up on one another along with A-listers like Kim Kardashian, Diddy, Brie Larson, Paris Jackson, and Lily Aldridge. However, that same year, their relationship ended amicably: According to a source cited by Us Weekly, while "they weren't really official," the duo "were obviously dating," but their busy schedules got the best of them.

Fans all know now that A$AP Rocky went on to date Rihanna, as previously mentioned. Gushing about her in a 2021 interview with GQ, he stated, "[It's] so much better when you got The One. She amounts to probably, like, a million of the other ones. I think when you know, you know. She's The One." Of becoming a father, he shared, "I think I'd be an incredible, remarkably overall amazing dad. I would have a very fly child. Very."

Kendall Jenner and NBA player Blake Griffin became an item in the summer of 2017. At the time, the model was seen attending several of his games with the Los Angeles Clippers, regularly cheering him on while she watched courtside with pals including Hailey Bieber.

People reported that things took a toll on their relationship when Griffin was traded to the Detroit Pistons in January 2018, however. According to The Blast, Griffin's ex-fiancée and mother of his two children, Brynn Cameron, sued the basketball player that February after she claimed in court documents that he left her "homeless." Cameron also named Jenner in the lawsuit, with her attorney alleging that the NBA player "traded" her for Jenner. The pair had even set a wedding date in July 2017, but it was postponed, and that August, Griffin was seen out with the reality star. However, despite Cameron's lawsuit, in an interview with Vogue, Jenner shared that she was "happy" with Griffin, adding, "He's very nice. I have someone being very nice to me." 

The two reportedly ended their relationship in early 2018, and in January 2019, Griffin and his ex settled the lawsuit. According to Us Weekly, Griffin moved on from Jenner to date Fox Sports Detroit reporter Brooke Fletcher in 2020. However, it's been rumored that, as of this writing, he is dating Francesca Aiello, the founder of swimsuit line Frankies Bikinis, per Clutch Points. 

Kendall Jenner quickly moved on from dating Blake Griffin to another NBA star. According to Cosmopolitan, the model began dating Brooklyn Nets star Ben Simmons during the summer of 2018, and paparazzi were able to snag photos of the duo vacationing in Mexico with sister Khloé Kardashian and Tristan Thompson. Things looked serious for the couple by the end of the year when Jenner was spotted courtside at Simmons' game with his biggest supporter, mom Julie. 

In May 2019, Jenner spoke about relationships to Vogue Australia, making it clear that she likes to keep things private. "A relationship is only meant to be between two people, and the second you make it the world's business is when it starts messing with the two people mentally. Like once everyone is let in, you're letting all these opinions into your relationships, and I don't think that's fair." Unfortunately, their relationship came to an end sometime that same month, with E! News! reporting that it was the "distance" that led to their split. 

According to The U.S. Sun, Simmons became engaged to television host Maya Jama in late 2021 after dating for a mere seven months. As for Jenner, she moved on to yet another basketball star and, as of this writing, has been dating Devin Booker since April 2020, per InStyle.

Kylie Jenner became a mom of two in February 2022, when she welcomed a son with rapper Travis Scott — the two, of course, previously welcomed their daughter, Stormi, in 2018. But before the reality star was linked to Scott, she had a dating history that included one other rapper known as Tyga.

According to Billboard, Jenner and Tyga have known one another since the "Keeping Up with the Kardashians" star was a teenager, back when Tyga was with Blac Chyna, with whom he shares a son named King Cairo, as previously mentioned. When the pair split in 2014, the rapper and Jenner were seen out together on several occasions, even though she was 17 at the time and he was 25. While Tyga clarified on "The Breakfast Club" radio that in February 2015 that he was not dating Jenner, things seemed serious between the stars when he posted a photo of Jenner on his Instagram a month later with the caption, "Certain things catch your eye, but only a few capture the heart," per Refinery29. 

The couple ended their relationship in April 2017, with Jenner sharing on her E! show "Life of Kylie" that their breakup wasn't due to cheating or any "crazy fight." She explained, "Well, I decided that I'm really young. I don't want to look back in five years from now and feel like he took something from me when he's really not that type of person." Tyga has since moved on from Jenner and has been dating Camaryn Swanson since February 2021, per In Touch.