By now, we know all about Meghan Markle: her incredible family, her stunning sense of style, and her impressive career. But now that she’s engaged to Prince Harry, curiosity has turned to her romantic past. While some details about her dating history remain as enigmatic as the Crown Jewels, one thing we do know is that her ex-husband is Hollywood producer Trevor Engelson. But let’s dive deeper into her dating history, shall we?
So, what exactly does Meghan look for in a partner? Back in 2013, she shared her thoughts with Esquire magazine, saying, “At the end of the day, if a guy takes the time to write a heartfelt letter, whether it’s chicken scratch or scribble, it’s incredibly romantic and beautiful.” And let’s be honest, Harry certainly proved his devotion when he publicly pleaded with the media to leave Meghan alone last year. Talk about putting pen to paper in a big way!
Meghan also values adventure and travel in her relationships. "I always want off-the-beaten-path, Anthony Bourdain-inspired travel," she once said. From Jamaica to Africa, and even Scotland, Meghan and Harry have certainly checked off quite a few destinations this year alone. It’s clear that sharing experiences around the world is important to her.
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Now, when it comes to what makes Meghan’s heart skip a beat, it’s surprisingly simple: pizza. “I’ve had dates at the nicest restaurants, but when you leave, you’re starving, and the best part of the date is having a slice of pizza and a couple of drinks on the way home,” she shared. “I think it’s important to be able to roll with the punches and enjoy every minute of it.” With Harry by her side, Meghan has clearly found her soulmate. But before we get too ahead of ourselves, let’s take a moment to reflect on her past relationships.
Love Story with Cory Vitiello (2014-2016)
Breakups are tough, no doubt about it. And Cory Vitiello, Meghan’s chef boyfriend, was reportedly blindsided when she ended things shortly after meeting Harry. It wasn’t just any casual relationship either; they were together for two years, and Meghan even featured Cory on her now-defunct lifestyle blog, The Tig. However, that post has since disappeared, hinting at the inevitable end of their romance.
According to the UK Telegraph, Meghan and Cory were an item when she met Harry in the summer of 2016. While friends close to the couple refused to comment on Harry’s potential role in their split, it’s clear that timing played a part. Cory, for his part, was always supportive of Meghan’s humanitarian work. "So proud of my lady @MeghanMarkle being named Global Ambassador for @WorldVision #WorldWaterDay," he wrote on Instagram shortly before their breakup. But despite their mutual admiration, insiders revealed the relationship may have lacked depth. “They were a handsome pair, but it felt somewhat superficial,” one source told the Daily Mail. “Cory was always focused on his career, and in that respect, they both put their work first. The relationship came second.”
Interestingly, Meghan was going through a tough patch with Cory when Harry began pursuing her. According to reports, Harry bombarded her with texts until she finally agreed to a date. But don’t worry about Cory—he’s doing great! The chef continues to appear on lifestyle shows and runs several successful restaurants in Toronto.
Rory McIlroy: The Golf Star (2014)
From Cory to Rory, Meghan’s dating history is filled with intriguing stories. In 2014, rumors swirled about a possible romance between Meghan and golf superstar Rory McIlroy. While never officially confirmed, their flirtation became undeniable when they starred in a playful ice bucket challenge video together. The two were also spotted enjoying cozy dinners in NYC and Dublin, fueling speculation about their relationship. However, sources at the time denied any romantic involvement, leaving the public guessing about the true nature of their connection.
Trevor Engelson: The Hollywood Producer (2004-2013)
Who doesn’t love a modern, relatable princess? Meghan’s marriage to Trevor Engelson makes her even more human and relatable. After dating for six years, the couple got engaged in 2010 and tied the knot in 2011 at an extravagant beach-side wedding in Jamaica. The celebration was lavish, with over 100 guests in attendance and festivities lasting several days. Fast forward to 2013, and the couple quietly separated after two years of marriage. Sources close to the couple attributed the split to the strain of long-distance living, as Trevor was based in LA while Meghan filmed Suits in Toronto.
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Trevor, now 41, is reportedly working on a TV show inspired by his marriage to Meghan. The untitled project will explore the challenges of sharing custody with the royal family if your ex-wife marries a prince. According to Deadline, Trevor came up with the idea after discussing the hypothetical situation with fellow producer Dan Farah. In July, Woman’s Day reported that Trevor was offered over $1 million to write a tell-all book about his marriage to Meghan. Allegedly, the book would delve into their sex life, Meghan’s parents’ marriage breakdown, and even rumors of an emotional affair during their marriage. But for now, Trevor remains tight-lipped about the details.
