
It’s hard to imagine what Prince Harry’s life would be like if he hadn’t met his wife, Meghan Markle. And it’s perhaps even harder to imagine what his life would be like if he had ended up dating Kourtney Kardashian instead. While it might seem like an unlikely pairing, comedian Katherine Ryan tried to make it happen.
Meghan and Harry met through a mutual friend in 2016.

Prince Harry happened to come across a photo of one of his friends with Meghan Markle when scrolling through his Instagram feed. The photo of the two friends using the dog filter made him want to reach out to his friend and find out who Meghan was, per Harper’s Bazaar. Harry and Meghan then started messaging each other before agreeing to meet up in London on a “blind date.”
But earlier that year, Prince Harry almost met Kourtney Kardashian in London.
Comedian Katherine Ryan ran into Kourtney at a party in London in 2016. Speaking to Hello!, Katherine said she noticed the Kardashians star with Princess Beatrice when she walked into the party and decided to approach her.
Katherine and Kourtney began discussing Kourtney’s on-again, off-again relationship with Scott Disick. “I said, ‘You need to leave Scott,'” Katherine said. “And she said, ‘How can I? He’s in my house right now.’ I told her, ‘Don’t go back to the house. You need to leave him.'”
At one point in the conversation, Kourtney questioned who she would date if she did break up with Scott. To Katherine, the answer seemed quite “obvious”: “Prince Harry, maybe?”
Kourtney most likely did not take Katherine’s advice.

While it is possible that Kourtney and Harry did meet, there’s no evidence that it ever happened, in spite of Katherine’s matchmaking attempt. Not long after that, Harry met Meghan. Their relationship seemed like “a whirlwind,” and Harry admittedly “fell in love with Meghan so incredibly quickly,” per People. However, they had actually dated for several months before the public learned of their relationship.
They then went on to face tons of media scrutiny — but dating Kourtney probably wouldn’t have made things any easier for Harry on that front.
Several years later, in 2021, Kourtney officially confirmed her relationship with Travis Barker. In May 2022, they got married.
Check out our Meghan Markle page for all the latest news about Meghan, Prince Harry, and their growing family.