Pinkham, a TV sports presented who reports on F1 racing, reportedly first met Prince Harry at the 1999 Rugby World Cup. They briefly dated in 2003, according to Us Weekly. And while Pinkham is now married with two children, she and the prince have apparently maintained a friendship over the years. Here she is pictured interviewing him at the BGC Partners’ Charity Day in London in 2001.
Harbord, a friend of Kate Middleton’s, was briefly linked to Harry in 2009 during the “off-again” phase of his relationship with Davy. According to News of the World, the couple spent a night at a club before heading back to Clarence House at 3 a.m.
Caroline Flack: 2009
Harry and Flack, an English television presenter who previously hosted the X Factor, were reportedly introduced by their mutual friend Natalie Pinkham in 2009. Flack is said to have given the prince the nickname “Jam” (“because he’s got jam-coloured hair and he’s really sweet,” she reportedly told friends). But the pressure of the constant attention was too much for the TV host, she wrote in her autobiography Storm in a C Cup: “Once the story got out, that was it,” she said. “We had to stop seeing each other. I was no longer Caroline Flack, TV presenter, I was Caroline Flack, Prince Harry’s bit of rough.”
The English singer, songwriter, and model reportedly met the prince at the Asprey World Class Cup at Surrey’s Hurtwood Polo Club in 2010, and she told Closer magazine, “Yes, I have met Harry, and we did go out for a drink.” Harry reportedly broke up with King “because she was too open about their relationship.”
One of the prince’s serious partners, Bonas and Harry reportedly dated from 2012 through 2014 after being introduced by his cousins Princess Eugenie and Princess Beatrice. Bonas is an actress (she appeared in this year’s Tulip Fever) and sometime model who has worked with Burberry and Mulberry. Despite reports that she and Harry parted amicably, when news broke of the Prince’s engagement to Markle, Bonas posted a cryptic message to Instagramthat read, “No matter how educated, talented, rich or cool you believe you are, how you treat people ultimately tells it all,” with the caption, “Truth #quotestoliveby.”