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Grimes and Tesla CEO Elon Musk’s relationship has raised eyebrows since they surprised the world in May 2018.
Musk, 50, confirmed his breakup with the "Alter Ego" judge, 33, in a statement last month.
"We are semi-separated but still love each other, see each other frequently, and are on great terms," Musk told Page Six.
The former couple met in April 2018 via Twitter after they traded quips about Rococo Basilisk and artificial intelligence.
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"Elon was researching the idea of joking about Rococo Basilisk, and when he saw that Grimes — whose real name is Claire Elise Boucher — had already joked about it, he reached out to her," a source later told Page Six. "Grimes said this was the first time in three years that anyone understood the joke. They were both poking fun at AI."
The pair made their debut at the 2018 Met Gala when the Canadian singer donned a black and white ensemble to adhere to the "Heavenly Bodies: Fashion and the Catholic Imagination" theme while Musk wore a simple white blazer over black trousers.
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However, many soon believed trouble to be brewing in their new romance when they unfollowed each other on social media in August 2018 before hitting the follow button on each other again, a pattern that would repeat during their relationship.
Here's a look back at their romance:
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March 2019
Grimes said in an interview with the Wall Street Journal that Musk is a "super-interesting god—n person," before adding that she loves him. In an email to the publication, Musk returned the compliment.
"I love c’s wild fae artistic creativity and hyperintense work ethic," he said.
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January 2020
Grimes took to Instagram to reveal she was pregnant with the couple’s first child. The image showed a nude Grimes with a baby superimposed on her belly.
"Censored for insta haha – almost got away w it," she captioned the snap. Grimes confirmed that Musk is the father of the baby in a March cover story with Rolling Stone.
The same month, Grimes and Musk each unfollowed the other on Twitter again.
May 2020
Grimes and Musk welcomed a baby boy named X Æ A-12.
"Mom & Baby all good," Musk tweeted at the time.
Shortly after confirming the name, Musk replied to a fan who asked to see a photo of their baby boy, and he obliged.
"A pic of you holding the baby would break the internet … " said another fan. "please share one."
Like clockwork, Musk promptly shared another image.
Following a back-and-forth Twitter exchange in which Grimes’ mother publicly called out Musk for tweets he made about taking the "red pill," Musk and Grimes unfollowed each other again.
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"I love you but please turn off ur phone or give me a [c]all," Grimes tweeted. "I cannot support hate. Please stop this. I know this isn’t your heart."
She went on to delete the tweet.
July 2020
In an interview given to the New York Times, Musk admitted that he hasn’t done much in the early stages of his son’s life.
"Well, babies are just eating and pooping machines, you know?" he said. "Right now, there’s not much I can do. Grimes has a much bigger role than me right now. When the kid gets older, there will be more of a role for me."