Khloé Alexandra Kardashian first sashayed into the spotlight in 2007, lighting up our screens with her signature humor and blunt honesty on Keeping Up with the Kardashians. Born in Los Angeles on June 27, 1984, Khloé quickly set herself apart from her famous sisters – not just for her sass, but for being refreshingly real, whether she’s throwing shade on TV or sharing with her millions of followers on Instagram.
But let’s get one thing straight: while Khloé’s business game is as strong as her clapbacks (hello, Good American’s body-positive empire), her love life is the real headliner – keeping tabloids and fans equally obsessed.
The Tumultuous Love Timeline
When it comes to romance, Khloé doesn’t just dip a toe in – she cannonballs straight into the deep end. Her on-again, off-again saga with NBA star Tristan Thompson was reality TV gold (if also heartbreakingly raw). Their daughter, True, was born in 2018, but the relationship was battered by serial cheating scandals that played out with excruciating transparency. Though the couple tried to patch things up again and again, the carousel finally screeched to a halt after Thompson fathered a child with another woman.
But Tristan wasn’t Khloé’s first round with basketball royalty. Before him, there was James Harden, the bearded MVP she dated from 2015 to 2016 after a fateful night out at one of Kanye’s parties. The media frenzy around their coupling proved too much; Harden would later comment to Sports Illustrated that he “didn’t like the attention” that came with being a Kardashian plus-one.
And who could forget Lamar Odom? Khloé’s whirlwind marriage to the former NBA star remains a roller-coaster within a roller-coaster. They tied the knot after just one month in 2009, and for a while, their chemistry was electric. But Lamar’s well-publicized struggles with addiction – and the emotional labyrinth that followed – eventually took their toll, leading to separation in 2013 and a finalized divorce by 2016.
Her roster doesn’t end with basketball courtside seats, either. There was a brief, headline-grabbing summer romance with rapper French Montana in 2014. French even popped up on Keeping Up with the Kardashians – but Khloé would later admit the relationship was more of a detour from emotional pain than a grand love story. Trey Songz also made a cameo in Khloé’s dating life in 2016: their flirty nightclub rendezvous in Vegas was caught by paparazzi, but things fizzled before anyone could learn their couple nickname.
Where Her Heart Stands Now
These days, Khloé is putting herself – and her two children, True and Tatum (born via surrogate in 2022) – firmly at the top of her priority list. Co-parenting with Tristan Thompson is a daily reality, and she hasn’t sugarcoated the challenge: “The hardest part was training myself to not run to him for everything,” she admitted on a 2023 podcast. “Setting boundaries took time.”
What’s truly fascinating about Khloé’s romantic evolution is how much more private and intentional she’s become. Early on, she seemed to seek out partners – especially athletes – who could relate to the nonstop circus of fame. But now at 39, Khloé’s not looking for distractions or drama. She’s leaving the validation-seeking behind, making careful choices and opting for peace over tabloid-fueling passion.
Her own words tell the story. Back in 2015, she playfully confessed to Complex: “I don’t believe in a timeline. I believe in chemistry and fate.” Fast-forward to 2023, and her perspective is wiser – and a bit warier: “I’m learning that you can’t make someone love you. You can’t fix people. Sometimes it’s better to let them go.”
Past Relationships

Tristan Thompson

Odell Beckham Jr.

Trey Songz

James Harden

Rick Ross

Rick Fox

Wiz Khalifa

French Montana

Justin Bieber

Matt Kemp

The Game

Sean 'Diddy' Combs

Lamar Odom

Derrick Ward

Terrence Jenkins

Jeezy

Rashad McCants

Dizzee Rascal

Romeo Miller

Stevie J
Despite all the very public heartbreaks, Khloé’s stayed shockingly grounded. She’s learned to forgive and move on, but not necessarily to forget. Maybe that’s why so many people see her as the most relatable Kardashian: she stumbles, gets back up, cracks a joke about it, and then does it all over again – always keeping it real, always herself.