Kim Kardashian’s Dating History: From Ray J and Reggie Bush to Kanye West and Pete Davidson

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Kim Kardashian's Dating History: From Ray J and Reggie Bush to Kanye West and Pete Davidson

A star-studded love life. Kim Kardashian's personal life has been in the spotlight for decades, no matter who she's dated or married. Since 2000, Kardashian has been married three times. At only 19, she married producer Damon Thomas, who was 10 years older than her. The marriage lasted three years until she called it quits in 2003. She also married NBA star Kris Humphries in 2011 after their romance and engagement was chronicled on Keeping Up With the Kardashians. Unfortunately, only 72 days after the wedding, they split and she filed for divorce in October 2011. They officially split in April 2013 after a messy court battle. She later explained that she felt pressured to marry Humphries. "I just thought, ‘Holy s―, I’m 30 years old, I better get this together. I better get married,'" the KKW Beauty founder revealed on Watch What Happens Live With Andy Cohen in 2017. "I think a lot of girls do go through that where they freak out thinking they’re getting old and have to figure it out, all their friends are having kids. It was more of that situation." [jwplayer cLrQFn3Z-zhNYySv2] Kardashian added, "I knew on the honeymoon it wasn’t going to work out." In 2012, Kardashian began dating Kanye West — and fell for him very fast. "After my breakup I was feeling really low and down and he was like, 'Just come to Paris and see my fashion show.' He jokes that he put on this whole fashion show just to get a date with me," she revealed during the Keeping Up With the Kardashians' 10th anniversary special in 2017. "I went and I stayed with him and that's where we started dating. I swear from the moment I landed and was there, I fell madly in love with him and I thought, 'Oh my god, why didn't I do this sooner? This is like what real life is like and love and fun and real support. This is what it is.'" Kardashian married the rapper in a lavish Italy ceremony in 2014. The pair share four children, daughter North (born in 2013), son Saint (born in 2015), daughter Chicago (born in 2018) and son Psalm (born in 2019). Us Weekly confirmed in February 2021 that the Skims founder filed for divorce after six years of marriage. Kardashian would move on with Pete Davidson after she hosted Saturday Night Live in October 2021. However, Us Weekly confirmed in August 2022 that the couple had split after nine months of dating. Scroll down to relive Kardashian’s most high-profile relationships: [podcast_block]

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Damon Thomas

Kardashian eloped with music producer Thomas in 2000, when she was just 19 years old. They split three years later in 2003.

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Ray J

Kardashian's most infamous fling may be with Brandy's younger brother Ray J, whom she dated while going through her first divorce in 2003. The two made a sex tape together, which was leaked in February 2007 — thus catapulting Kardashian into the spotlight.

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Nick Lachey

After the 98 Degrees singer's divorce from first wife Jessica Simpson — but before he married second wife Vanessa Minnillo, with whom he has three kids — Lachey was photographed hanging out Kardashian. He referenced their 2006 date in a 2013 interview with Details, telling the mag they went to a movie and found 30 photographers waiting for them outside the theater.

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Nick Cannon

The Drumline actor romanced Kardashian in 2006. He told Howard Stern in 2012 that he ended the relationship because of her sex tape with Ray J — or, rather, because she reportedly lied to him about her sex tape with Ray J. That said, he told Stern she's "one of the nicest people you'll ever meet."

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Reggie Bush

The Keeping Up With the Kardashians star dated the football player on and off from 2007 until 2010.

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Miles Austin

Kardashian dated the former Dallas Cowboys player in the summer of 2010, after her breakup from Bush. "They are dating, but she doesn't want to rush anything," a source told Us at the time. Weeks later, in September 2010, the couple split.

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Shengo Deane

Deane was the reality star's bodyguard back in 2010. During season five of Keeping Up With the Kardashians, the two shared a sexy smooch — which she later called "the best kiss ever!"

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Gabriel Aubry

The reality star briefly dated Halle Berry's model ex-boyfriend Aubry in late 2010. After meeting through friends, the two were spotted flirting at an L.A. Lakers game that November. "It's sexy!" an insider told Us of the romance, which ended after just a few weeks.

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Kris Humphries

Kardashian and the former Brooklyn Nets basketball player started dating in October 2010. They got engaged less than a year laer, in May 2011. They tied the knot in August of that year, but split 72 days later. After she filed for divorce in October 2011, the two engaged in a bitter court battle, with Humphries claiming that his ex had committed fraud by saying "I do." They settled the split after 536 days in April 2013.

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Kanye West

After years of friendship, the Kourtney and Kim Take Miami star gave in to West's advances in April 2012. Eight months later, in December 2012, he announced during a concert that she was pregnant with his child. The couple welcomed daughter North West in June 2013 and tied the knot the following May 2014. They welcomed son Saint in 2015, daughter Chicago in 2018 and son Psalm in 2019.

Us confirmed in February 2021 that Kardashian filed for divorce after six years of marriage. At the time, West had started to live in Wyoming while she was in Los Angeles with their children.

Kardashian was declared legally single by a judge in March 2022 amid her ongoing divorce from West. In November 2022, Us confirmed the pair finalized their divorce nearly two years after their split. 

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Pete Davidson

The comedian was first linked to Kardashian in late October 2021 when they were spotted at Knott’s Berry Farm in California together, just weeks after they kissed during a Saturday Night Live sketch. The duo were then seen out to dinner on multiple occasions in New York City in November of that year.

A source exclusively told Us in November 2021, “Kim lights up when she’s around Pete,” noting that their chemistry is “off the charts and getting stronger each passing day.”

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The Game

In August 2022, the rapper revealed he once dated Kardasian more than a decade prior — despite being pals with Ray J. "I've never seen an Armenian at this point, coming from Compton," he recalled during an interview on House of ACES presents The Debut Live hosted by Carl Lamarre. "I was just like, 'Yo Ray J, who's that?' He's like, 'Oh, that's Kim.' And I'm like 'Oh that's Kim, man? Aw, too bad for you!'"

He continued, "We start dating a little bit, but I would always hook my Xbox up. She had that good internet." He added that they stopped seeing each other and the SKKN By Kim founder moved on with Reggie Bush, placing their relationship sometime around 2006.