Elon Musk, the businessman who sits atop the list of the richest men in the world, has had quite a complex dating life. The 54-year-old is renowned for his unconventional thoughts and controversial choices — but the heart wants what it wants. Over the years, the business tycoon has had high-profile relationships and headlines all over the world, with ever-changing controversies. Musk’s romantic life has been quite a discussion, whether it’s flying distances to meet his girlfriend to announcing the birth of his 13th child without any context. Let’s take a look at Elon Musk’s dating history.
Jennifer Gwynne
The college romance that ends up being a distant memory. Elon Musk and Jennifer Gwynne dated in the mid-1990s when they were both students at the University of Pennsylvania. She claimed that she loved his quiet intensity, but occasionally, he had his silly side as well, according to People. While they were together only for a year, they had introduced each other to the family members. After she studied abroad, the duo called it quits as he wasn’t quite keen on maintaining long-distance relationships through phone. For him, talking on the phone felt like a waste of time.
Justine Musk (née Wilson)
Elon and Justine Musk met each other after he spotted her across the hall while they were studying at Queen’s University in Ontario, Canada. After he approached her for an ice cream date, she initially agreed but blew it off after writing a note in her dorm room. With a mindset of not taking ‘NO’ for an answer, Musk had two chocolate cones dripping off his hand in the student centre, according to the essay she wrote for Marie Claire in 2010. While they called it quits for a year when she went to Japan for teaching English as a second language, he called her a week later when she returned.They tied their knot in 2000, but she could see the wicked signs, such as Musk referring to himself as an Alpha. “In the months following our wedding, a certain dynamic began to take hold. Musk’s judgment overruled mine, and he was constantly remarking on the ways he found me lacking. ‘I am your wife,’ I told him repeatedly, ‘not your employee.’ ‘If you were my employee,’ he said just as often, ‘I would fire you,’” she wrote.In 2002, the married couple welcomed their first child, but it passed away 10 weeks later. While they coped in different ways, they tried to get pregnant. Musk and Wilson welcomed the twins in 2004 and the triplets in 2006. While they had a dream lifestyle with extravagant resources, she felt there was a lack of intimacy and empathy from Musk. The car accident served as a wake-up call for her. “I had turned into a trophy wife,” she said, adding that they went to a counselling session, but he gave her an ultimatum after a month. Either live the life as they had or sign divorce papers, and he certainly filed the papers the next day in 2008.
Talulah Riley
Six weeks after signing the divorce papers with his ex-wife, Musk was engaged to Talulah Riley. The pair connected at the London bar, and the actress was not aware of who he was. “I remember thinking that this guy probably didn’t get to talk to young actresses a lot and that he seemed quite nervous,” she said, according to Business Insider, before adding, “I decided to be really nice to him and give him a nice evening. Little did I know that he’d spoken to a lot of pretty girls in his life.” After tying knot in 2010, they filed for divorce two years later. The on-and-off thing continued, and they walked down the aisle yet again in 2013. However, Musk filed for divorce in 2014 and took back the petition. In 2016, Riley filed for divorce and it was finalised.
Amber Heard
When Riley and Musk were separated in 2012, he seeked a date with Amber Heard. While the dinner was arranged, Heard did not show up, who was dating Johnny Depp at the time. The timeline of their relationship seems uncertain as Musk claimed that he started dating her secretly in 2015, but Heard said that she was not familiar with him until 2016 MET Gala, when Depp stood her up on the red carpet. In 2016, the rumours of Elon and Amber started buzzing, and officially claimed to be together after a serious trip to Australia a year later. The couple blames busy schedules for not ending up together, according to People. “Long distance relationships, when both partners have intense work obligations are always difficult, but who knows what the future holds,” he wrote in one of the comments on her post. In November 2017, Musk opened up in the interview about feeling hurt. Well, his relationship status changed yet again after they were spotted together a month later. They officially called it quits in February 2018, citing that timing wasn’t right.
Grimes
Elon Musk and Grimes sparked rumors in 2018 after a flirtatious text on Twitter. Look who just made the relationship MET Gala official! While they smiled on the red carpet, they claimed to have a private relationship away from paparazzis. With the on-and-off beat, Grimes welcomed her baby in 2020 and said that the billionaire businessman is the father. X Æ A-12, the name of their son that most of the internet must be aware of. Even after being separated, they welcomed another child in December 2021 via surrogacy, Exa “Y” Dark Sideræl. In September 2023, Musk’s biography revealed that he had welcomed another child with Grimes, son Techno Mechanicus (aka Tau).
Shivon Zilis
Elon Musk had twins with an executive in his office, Shivon Zilis. While they both were secretive about the names of their children, the documents in the Texas court revealed the names, Strider and Azure. Zilis said that she was never romantically involved with him, and they chose IVF. In June 2024, the duo had another baby but the details are not revealed yet.
Ashley St. Chair
Ashley St. Chair announced that she had Elon Musk’s 13th child on February 14, 2025. Five months ago, I welcomed a new baby into the world. Elon Musk is the father. I have not previously disclosed this to protect our child’s privacy and safety, but in recent days it has become clear that tabloid media intends to do so, regardless of the harm it will cause,” she wrote on X. In the now-deleted post, it was revealed that they wanted more children together. Go to Source
