The Shocking Truth Behind Kim Kardashian's Love Life: A Journey Through Her Romances from Ray J to Pete Davidson

Kim Kardashian's love life has been in the public eye for many years, regardless of who she's been romantically involved with. She has been married three times since 2000, her first marriage being to producer Damon Thomas at the age of 19. The marriage lasted for three years before ending in 2003. Kardashian also tied the knot with NBA star Kris Humphries in 2011, with their relationship and engagement being documented on Keeping Up With the Kardashians. Unfortunately, their marriage only lasted for 72 days before they split and she filed for divorce in October 2011. The divorce was finalized in April 2013 after a contentious court battle.

"I felt like I was under pressure to tie the knot with Humphries," she later revealed. During an appearance on Watch What Happens Live With Andy Cohen in 2017, the KKW Beauty founder opened up about her thought process, saying, "I just thought, 'Oh my God, I'm 30 years old. I need to get my life sorted out. I need to get married.' I think a lot of women go through that same feeling where they panic, thinking they're getting old and need to figure everything out. All their friends are starting families, and they feel like they're falling behind."

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 going through a difficult breakup, she found herself feeling low and down. It was then that he suggested she come to Paris and attend his fashion show. He even joked that he put on the entire show just to get a date with her. Despite her initial hesitance, she took him up on the offer and flew out to Paris. From the moment she landed, she fell head over heels for him and realized that this was what real love and support felt like. It wasn't long before they started dating and eventually tied the knot in a lavish Italy ceremony in 2014. They now have four beautiful children together.

In February 2021, it was confirmed that the founder of Skims had initiated divorce proceedings after being married for six years. Despite moving on with Pete Davidson after hosting Saturday Night Live in October 2021, it was later confirmed in August 2022 that Kardashian and Davidson had ended their nine-month-long relationship.

In the third season of The Kardashians, Kim Kardashian, the founder of Skims, expressed her desires for a potential partner. In the June 2023 episode, she stated that she needs someone who will protect and fight for her, and good hygiene is a given. Moreover, she prefers a partner who is calm, without any mom or dad issues, patient, supportive, genuinely happy for her, and successful. Kardashian also looks for spontaneity and fun in a partner who is loved by her friends and family. Lastly, she wants someone who can be a role model for her kids, especially her boys who can look up to him.

Scroll down to relive Kardashian’s most high-profile relationships:

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

Kim Kardashian's love life has always been in the public eye, with her relationships and marriages garnering attention. She has been married three times since 2000, first to producer Damon Thomas when she was only 19 years old. The marriage ended after three years. Her second marriage was to NBA star Kris Humphries, which was documented on her reality show. However, their marriage only lasted 72 days before they filed for divorce, which was finalized in April 2013 after a contentious court battle.

"I felt like I had to get married," Kim Kardashian West admitted during an interview on Watch What Happens Live With Andy Cohen in 2017. The KKW Beauty founder explained that she was approaching 30 years old and felt the pressure to settle down. She added that many women experience similar anxieties when their friends start having children.

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.

Following her breakup, she was feeling low and down until he suggested, "Just come to Paris and see my fashion show." During the Keeping Up With the Kardashians' 10th anniversary special in 2017, she revealed how he joked that he put on the whole fashion show just to get a date with her. She took him up on the offer and stayed with him in Paris, which is where their love story began. From the moment she landed, she fell madly in love with him and realized that this was what real life, love, fun, and real support felt like. Kardashian and the rapper tied the knot in a lavish Italy ceremony in 2014 and have since welcomed four children: daughters North (born in 2013) and Chicago (born in 2018) and sons Saint (born in 2015) and Psalm (born in 2019).

In February 2021, it was confirmed that the founder of Skims had filed for divorce after being married for six years. Later, in October 2021, Kardashian was reported to have moved on and started dating Pete Davidson. Unfortunately, the couple split after just nine months of dating, according to our confirmation in August 2022.

In a 2023 episode of The Kardashians' third season, the founder of Skims shared her ideal qualities for a potential partner. She expressed a desire for someone who would protect and fight for her, possess good hygiene (though she acknowledged it as a given), and exhibit calmness without any parental issues. Additionally, she hoped for a partner who would be patient, supportive, genuinely happy for her, and successful. Kardashian also expressed a desire for a partner who would be spontaneous, fun, and loved by her friends and family, and who could serve as a positive role model for her children, particularly her sons.

Scroll down to relive Kardashian’s most high-profile relationships:

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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 past relationship with Brandy's younger brother, Ray J, during her first divorce in 2003, has become notorious due to their infamous sex tape. The tape, which was leaked in February 2007, launched Kardashian's rise to fame and notoriety.

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Nick Lachey

Lachey was spotted spending time with Kardashian after his split from Jessica Simpson, but before tying the knot with his current wife Vanessa Minnillo. In a 2013 interview with Details, Lachey mentioned their 2006 date, revealing that they went to watch a movie and were met with a swarm of 30 photographers as they exited the theater.

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Nick Cannon

He has been linked to a number of famous women over the years, but one of the most notable was his relationship with Kardashian in 2006. However, in a 2012 interview with Howard Stern, the actor revealed that he had ended things with her due to her sex tape with Ray J. Specifically, he claimed that she had lied to him about its existence. Despite this, he did speak highly of her character, calling her "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

The reality TV star was romantically linked to a former Dallas Cowboys player in the summer of 2010, shortly after her split from Bush. According to a source at the time, they were dating but taking things slow. However, by September 2010, the couple had already gone their separate ways.

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Shengo Deane

Deane served as the bodyguard for the reality star in 2010. The fifth season of Keeping Up With the Kardashians captured a steamy moment between the two, resulting in a passionate kiss that the star later deemed "the best kiss ever!"

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Gabriel Aubry

The model and reality TV personality had a brief fling with Aubry, who was previously in a relationship with actress Halle Berry. Their romance sparked after being introduced by mutual friends and they were seen getting cozy at an L.A. Lakers game in November of 2010. According to an insider, the chemistry between them was "sexy!" However, the relationship fizzled out after only a few weeks.

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Kris Humphries

Kardashian and her former partner, a basketball player for the Brooklyn Nets, began their romantic relationship in October 2010. Their engagement followed less than a year later, in May 2011, and their wedding took place in August of the same year. However, their marriage came to an end just 72 days later, leading to a bitter court battle after Kardashian filed for divorce in October 2011. Humphries accused his ex of fraudulently marrying him, but the process was resolved 536 days later in April 2013.

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Kanye West

In April 2012, the Kourtney and Kim Take Miami star finally succumbed to West's romantic advances after years of friendship. The rapper announced during a concert in December of that same year that Kardashian was pregnant with their child, and their daughter North West was born in June 2013. The couple eventually tied the knot in May 2014 and welcomed three more children: son Saint in 2015, daughter Chicago in 2018, and son Psalm in 2019. However, after six years of marriage, Kardashian filed for divorce in February 2021, while West had already relocated to Wyoming while she remained in Los Angeles with their children.

In March 2022, a judge declared Kardashian legally single as her divorce from West continued. Finally, in November 2022, Us reported that the former couple had completed the divorce proceedings nearly two years after their separation.

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Pete Davidson

According to an exclusive source, in November 2021, it was revealed that Kim and Pete's chemistry is "off the charts and getting stronger each passing day". This came after the comedian and Kardashian were first linked in late October 2021 when they were seen together at Knott's Berry Farm in California, just weeks after sharing a kiss during a Saturday Night Live skit. The pair were also spotted having dinner together multiple times in New York City in November of the same year.

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The Game

During an interview on House of ACES presents The Debut Live hosted by Carl Lamarre, the rapper revealed that he had dated Kardashian more than a decade ago, despite being friends with Ray J. He joked about not having seen an Armenian before, coming from Compton, and asked Ray J who she was. Ray J identified her as Kim, and the rapper exclaimed, "Oh that's Kim, man? Aw, too bad for you!"

They began dating, but despite his interest in her, he remained dedicated to his Xbox, thanks to her impressive internet connection. Eventually, they went their separate ways and the SKKN By Kim founder began a relationship with Reggie Bush, likely in the early 2000s.