1. Chelsy Davy
Chelsy was Prince Harry’s first and biggest love. They met when they were still kids, he used to call her the love of his life and hoped to marry her. They started dating in 2004 and were on and off until 2011. But while Harry was totally head over heels, Chelsy wasn’t so sure about becoming a part of the royal family. And after she witnessed the scrutiny that Kate Middleton had to go through she decided it’s not for her and dumped the Prince. Plus, Chelsy wasn’t the only one who had doubts about joining the royal family, the Queen wasn’t so sure about her either.
2. Natalie Pinkham
Natalie Pinkham had her 5 minutes of glory when British tabloid The Sun published a picture of her and Prince Harry on a night out in a club. It wasn’t a very serious relationship, but they used to date for a while. In the end it didn’t really work out, because Natalie was a television presenter and already had her share of media attention, adding a relationship with a royal wasn’t exactly a great idea.
3. Caroline Flack
Caroline Flack is another TV presenter that Harry used to date. He really does have a taste for women on TV, doesn’t he? Anyway, Caroline and Harry dated after he and Chelsy broke up. Carolie was used to media attention and wasn’t exactly fazed by famous people, after all, she used to date Harry Styles from One Direction. But with time it became apparent that there’s media attention and paparazzi, and then there’s the crazy pressure of dating a Prince, which became unbearable and they broke up.
4. Mollie King
Mollie King is an English model and singer. She’s probably best known for being a part of the girl band The Saturdays. She and Prince Harry have been seen hanging out together in 2012, mostly in clubs and at various after parties, but they’ve never really been seen out and about together during the day. She later confessed that while she agreed to go on a couple of dates with Harry, she didn’t let it go to far, because dating a Prince was too much for her.