1Then: Kourtney Kardashian and Scott Disick
Getty ImagesWhile Kourtney and Scott might not be together anymore, they have three adorable children and are the definition of co-parenting goals. They even vacation together!
2Now: Scott Disick
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3Then: Kourtney Kardashian and Younes Bendjima
Getty ImagesThis relationship was best described as “permanent vacation mode.” Seriously, name a yacht and Kourtney and Younes probably hung out on it together.
But after a couple of years of dating (they first hooked up in 2016), Younes got…well, weird. Not only did he shame Kourtney for showing off her butt in a bikini pic, but TMZ also spotted him cozying up to a woman who was definitely not Kourt in Mexico. They split shortly after, because Kourtney doesn’t have time for that nonsense.
4Now: Younes Bendjima
InstagramThings definitely seem…fine between Kourtney and Younes. Despite the dramatic split, this dude showed up to his ex’s 40th birthday party in 2019.
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5Then: Kourtney Kardashian and Luka Sabbat
Getty ImagesBack in September 2018, the internet lost all chill thanks to reports that Kourtney was “having fun with” actor Luka, who’s almost 20 years younger than her.
Luka and Kourtney never confirmed their relationship, but in February 2019, he told The Cut, “We’re definitely not dating.” Well, okay then.
6Now: Luka Sabbat
InstagramThese days, Luka is living his best influencer life, having starred in Grown-ish until 2022, and—ah, yes—still freakin’ hanging out with the Kardashian-Jenners. He was seen with Kendall Jenner in February 2020, just sayin’.
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7Then: Kim Kardashian and Damon Thomas
Getty ImagesTragically, there are no photos of Kim and her first husband together, but here’s what you need to know: (1) She got married on ecstasy. (2) Damon is really NOT a fan, telling In Touch back in 2010 that Kim is a “fame whore.” Rude.
8Now: Damon Thomas
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9Then: Kim Kardashian and Ray J
Getty ImagesYeah…so Ray J is probably best known to Kim’s fans as the dude who made a sex tape with Kim in 2003 and then allegedly sold it. Truly, woof.
10Now: Ray J
Getty ImagesRay J is still bringing the drama, fear not. Not only did Jordyn Woods wear his Raycon brand headphones post-Kardashian feud in what was *clearly* shade, but in 2018, Kim called him a “pathological liar” after he said they had “marathon” sex sessions.
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11Then: Kim Kardashian and Nick Lachey
Getty ImagesWild, right? Kim and Nick dated in 2006, and afterward, he claimed that she used him to make headlines by calling paparazzi for their dates. “Let’s just say this: We went to a movie. No one followed us there,” he told Details magazine. “Somehow, mysteriously, when we left, there were 30 photographers waiting outside.”
12Now: Nick Lachey
InstagramKim who? Nick is currently married to Vanessa Lachey and they have three gorgeous kids together. Thank u, next.
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13Then: Kim Kardashian and Nick Cannon
Getty ImagesOh, you didn’t know Kim dated Nick Cannon? Well, time to educate your dang self. They were together from 2006 to 2007 and broke up for the dumbest reason: Kim’s sex tape. Basically, Nick thinks she staged its release, telling the Daily Mail: “I still think she might have even had a part to play.”
14Now: Nick Cannon
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15Then: Kim Kardashian and Reggie Bush
Getty ImagesReggie was the first boyfriend Kim featured on Keeping Up With the Kardashians, and they dated from 2007 to 2009 before splitting up and eventually getting back together (only to split up again—it was a roller coaster!). The pair ended on good terms, and Reggie later told Us Weekly, “She’s doing a great job creating a brand for herself, her and her family. I’m happy for ’em.…She’s very smart.” Aw.
16Now: Reggie Bush
InstagramReggie is married to Lilit Avagyan (who Jennifer Lawrence thinks looks just like Kim) and they have three super-cute kids. Also, they both have great taste in hats.
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17Then: Kim Kardashian and Miles Austin
Getty ImagesKim dated football player Miles in 2010 after ending things with Reggie. Apparently, their split wasn’t a result of any major drama, it was simply “their distance apart” that caused things to end.
18Now: Miles Austin
Getty ImagesMiles married Cowboys cheerleader Stacy Sydlo in 2014, and he’s been keeping things pretty under the radar ever since. Moving on!
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19Then: Kim Kardashian and Kris Humphries
Getty ImagesHahahahaha. In case you forgot, Kim and Kris were married for an iconic 72 days. Their wedding and breakup was chronicled on KUWTK, naturally.
20Now: Kris Humphries
InstagramKris retired from the NBA in 2019 and hit back at speculation that his relationship with Kim was fake. In fact, he went so far as to write an entire essay about it for the Players Tribune. “There’s definitely a lot about that world that is not entirely real. But our actual relationship was 100 percent real. When it was clear that it wasn’t working…what can I say? It sucked,” wrote Mr. Humphries. “It’s never easy to go through the embarrassment of something like that—with your friends, with your family…but when it plays out so publicly, in front of the world, it’s a whole other level. It was brutal.”
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