What we’ve witnessed over the last 14 years of Keeping Up With the Kardashians is that Kim is a hopeless romantic who has been married more times than we can count.
From naughty tapes to a shocking 72-day marriage, the famous celeb has bared her heart and soul in front of the camera. But just in case you’ve forgotten about her heartbreaks and crazy affairs, we’ve dived into Kim’s past to bring you a complete list of her ex-boyfriends and husbands right up until her now-ended marriage to Kanye West.
Here is Kim Kardashian’s dating history:
Ex: TJ Jackson
Who is He? Record Producer
Dated In: 1995 – 1999
Kim’s first boyfriend was none other than TJ Jackson, Michael Jackson’s nephew. After dating for two years, the curious teen decided that she wanted to lose her virginity to her then-boyfriend. Following an open discussion with her mom, Kris Jenner, the young celeb went on birth control and lost her virginity after spending her 14th birthday at MJ’s Neverland ranch.
The young lovers went separate ways in 1999 and Kim went on to have a string of high-profile relationships, but the two still remain to be good family friends.
Rumored Ex: Joey Lawrence
Who is He? Actor
Dated In: 1999
Kim then went on to allegedly date actor, Joey Lawrence. After a couple of dates, the spark fizzled out and the pair went their separate ways, and have never been spotted in the same room since. We guess it was just a teenage crush that was too good to be true.
Kim’s love life was on the low for a few years after hooking up with TJ and Joey, but in 2004, she met another new man…
Ex-Husband: Damon Thomas
Who is He? Songwriter/ Music Producer
Dated In: 2004
Damon Thomas is the skeleton in Kim’s closet that happened before her reality TV days. At the young age of 19, the star eloped and secretly married the record producer who was ten years her senior.
What then seemed like a fairytale, turned out to be a marriage from hell. According to her divorce papers, Damon was a very controlling husband that physically abused Kim, leaving her battered and bruised. His jealous streak even kept the beauty mogul away from her family and the public, and he forced her to get liposuction to ensure she was ‘perfect’. It’s a good job she managed to get a lucky escape on that one!
Ex: Ray J
Who is He? Singer/ Music Producer
Dated In: 2005-2007
Ray J is the man responsible for the infamous adult tape that leaked and made Kim the person who she is today. While the pair shared a love-filled relationship, it all ended after the raunchy tape was leaked in 2007 and bought by Vivid Entertainment for $1 million.
The businesswoman being Kim Kardashian decided to rise above the scandal and get her own back by suing Vivid Entertainment for $5 million. Later that year, the socialite had her very own reality show with E! and saw the back of another explosive relationship. Is Ray J the real reason why the Kardashians are famous?
Obsessed with Kimmy? Get your hands on some Kardashian merch – only for true fans!
Ex: Nick Lachey
Who is He? Singer/ Songwriter
Dated In: 2006
Another famous face to add to Kim’s boyfriend history! After leaving his wife, Jessica Simpson, Nick set his sights on Kim Kardashian. However, the romance ended before it began, with Nick claiming that Kim used him to get famous. He said that their first date was a quiet one at a cinema and by the time they left, there were 30 paparazzi waiting outside, claiming that Kim set it up in order to get a snap in the papers.
Ex: Nick Cannon
Who is He? Actor & Record Producer
Dated In: 2006 – 2007
Before he set his eyes on his ex-wife, Mariah Carey, Nick Cannon seemed to have a thing for the famous Kardashian. Kim and her ex-boyfriend shared an on-again-off-again relationship for a short while, but things died out over the reality star’s lies.
In a 2013 interview on The Howard Stern Show, Nick revealed that the infamous tape was the cause of their breakup. He said that he confronted Kim about it and she denied being involved. It’s safe to say that the proof is in the pudding! Sorry, Kim.
Ex: Reggie Bush
Who is He? American Footballer
Dated In: 2007 – 2010
After her whirlwind romances, it seemed that the now reality-TV star had found her true match and appeared extremely happy with her then-beau, Reggie. The pair soon became a power couple and covered the pages of glossy magazines on a weekly basis.
With such a busy schedule for both parties, it seems that the distance put a real strain on the relationship causing Kim and her boyfriend to split in 2010 with no hard feelings on either side.
Ex: Cristiano Ronaldo
Who is He? Soccer Player
Dated In: 2010
It seems like the reality star has a thing for athletes; this time she moved across the border and hooked up with Spanish soccer player, Cristiano Ronaldo. While their physical attraction was strong, the couple didn’t share any common interests (other than fake tan) and their fling ended after their first public outing together.
Big booties aren’t the only thing that Kim and J.Lo have in common – apparently Jennifer Lopez dated Cristiano, too!
Rumored Ex: Justin Bieber
Who is He? Singer
Dated In: 2010
After sharing a romantic shoot together for Elle magazine, it was reported that the duo were actually in a real relationship (cringe!). In what was one of Kim’s most controversial moments, she was 29 and Justin Bieber was only 16.
Justin added fuel to the fire by tweeting a picture of him and Kim with the caption, “me and my girlfriend” and the media took it and rolled with it. Kim later confirmed that they were never an item and that she wanted to hook him up with her younger sister, Kendall. Yeah, that probably would’ve been less weird.
Check out Kendall Jenner’s relationship timeline, too!
Ex: Miles Austin
Who is He? American Footballer
Dated In: 2010
Kim moved on with a new boyfriend and NFL player after her public split with Reggie Bush. Although things seemed to be going smoothly with Miles Austin, their romance was short-lived, only lasting a few months. Sources cited that the split was due to their crazy schedules and them not actually spending any quality time together.
Ex: Gabriel Aubry
Who is He? Model
Dated In: 2010
Kim Kardashian and Gabriel Aubry were spotted at a Lakers game together in November 2010 (shortly after he’d split from his baby mama, Halle Berry). Just a month later though, the pair had called it quits as Kim thought that he was just using her for her fame. Other sources however, cited that Kim had already started seeing her next love interest, Kris Humphries.
Ex: Shengo Deane
Who is He? Bodyguard
Dated In: 2010
The ever-spontaneous reality star hooked up with her bodyguard during the filming of Kim and Kourtney Take New York (a spin-off show to KUWTK). However, it was nothing more than what we witnessed on TV – a one-night stand.
Shengo was offered bribes by publications to spill the intimate details of their encounter, but he remained tight-lipped and stayed loyal to Kim.
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Ex-Husband: Kris Humphries
Who is He? Basketball Player
Dated In: 2010 – 2011
In 2010, Kim met her second husband, Kris Humphries. After dating for just 5 months, the pair got engaged and married in the same year in a lavish $20 million wedding that aired in a 4-part special on E!
After witnessing the clash of personalities and arguments on the reality TV show, it’s not hard to see why the couple weren’t compatible and why their marriage only lasted a short 72 days. At least she didn’t wait four years this time to realize that she’d made a big mistake!
Rumored Ex: Drake
Who is He? Rapper
Dated In: 2018
After Drake’s famous feud with Kanye West, fans broke the internet with elaborate theories that Kim K was the “Kiki” that Drizzy rapped about in the song, In My Feelings.
Kim, however, was quick to shut them down by tweeting a video of the crazy rumors with the caption, “‘It never happened. End of story”. Shortly after, she warned Drake in another social post to leave her family alone, saying that Kanye “paved the way for there to be a Drake”.
But maybe she has a “little” admiration for the Canadian rapper…
Drake dropped his single Search & Rescue in 2023, which sampled Kim speaking about her divorce with Ye from her reality show (“I didn’t come this far, just to come this far and not be happy, remember that”). The artwork for Drizzy’s single also featured a photo of a woman that was very reminiscent of a snap Kim posted, too.
If you ever wanted to know more about the crazy famous family that Kim belongs to, check out our extensive list of fun facts about the Kardashians!
Ex-Husband: Kanye West
Who is He? Rapper & Music Producer
Dated In: 2012 – 2021
After meeting in 2004, the rapper was immediately smitten with Kimmy, but it wasn’t until 2009 when Kanye West made his affection known through the lyrics to his song, Knock You Down where he rapped ‘”You were always the cheerleader of my dreams…Seem to only date the head of football teams…And I was the class clown that always kept you laughing…We were never meant to be, baby we just happened.”
Later in 2012, he name-dropped Kim in his song, Cold with the following lyrics, “And I’ll admit, I had fell in love with Kim…Around the same time, she had fell in love with him…Well that’s cool, baby girl, do ya thang…Lucky I ain’t had Jay drop him from the team.” After that, Kimye became official with Kanye making regular appearances on KUWTK.
After having a baby together, Kanye (the ever-romantic) proposed in front of all their friends and family in a rented-out San Francisco Stadium, with a full orchestra playing in the background.
CHECK OUT:
Kanye West’s Dating History
The famous celeb couple went on to have a lavish weekend-long wedding in France and Italy, and continued to prove how strong their love was with an ever-growing family of 4 whopping kids!
Sadly, in 2020, it was reported that Kim and Kanye were separating and the fashionista officially filed for divorce in 2021. We don’t know the real cause of their split, but it may be due to Kanye’s recent breakdown. In what what one of the biggest celebrity controversies last year, Kanye ran for president, admitted that Kim wanted an abortion when pregnant with North, and slammed his mother-in-law by naming her “Kris Jong-Un.”
Speaking on the Keeping Up with the Kardashians Reunion, Kim said,
“It was not, like, one specific thing that happened on either part. I think it was just a general difference of opinions on a few things that lead to this decision and in no way would I want someone to think I didn’t give it my all or I didn’t try.”
“I respect him so much,” she added. “That was my friend first, first and foremost for a long time. So I can’t see that going away. I will forever be Kanye‘s biggest fan. He’s the father of my kids. He will always be family.”
The couple will reportedly have joint custody over their children.
Ex-Boyfriend: Pete Davidson
Who is He? Comedian
Dated In: November 2021 – August 2022
This may come as a surprise to many (believe us, we were flabbergasted), but indeed, one of Kim’s many men was none other than Pete Davidson. Ariana Grande’s ex-boyfriend officially hooked up with the leading fashionista and had a relationship with her for almost a year.
Following their SNL stint together in 2021, photos surfaced of the duo holding hands on a roller-coaster and going on multiple dates together.
Pete confirmed the relationship by calling Kim his “girlfriend” in a video interview with People and the pair were spotted on Valentines dates together. Kim later went official with Pete on Instagram.
It was just nine months later when Kim and Pete decided to call it quits due to their demanding work schedules. Sources told E! News that the couple still have “a lot of love and respect for each other” but work had “made it really difficult to maintain a relationship”.
It may be over, but this celebrity coupling will forever have us SHOOKETH!
After a lot of love and heartache (and three divorces!), Kim K has clearly struggled to find the man of her dreams.
Did you think that Kimye were the perfect couple? Or do you think that she is better suited to one of her former love interests in this timeline? Let us know what you thought of Kim’s dating history in the comments!
Rumor has it, the men Kim and her sisters date are victims of a curse! Do you believe in it? Read all about the “Kardashian Curse” and tell us what you think!
