Okay, so the other day, I found myself tumbling down a bit of an internet rabbit hole, as you do. It started innocently enough, I think I saw some headline flash by, and it got me thinking, “Huh, Prince Harry, before Meghan, who was actually in the picture?” We all know the big ending, of course, but the journey there? That’s where my curiosity got piqued.

My Little Research Kick-Off
So, I did what anyone does these days. I grabbed my trusty laptop, opened up a search engine – you know the one – and just typed in something straightforward like “Prince Harry dating history” or “Prince Harry exes.” Nothing too fancy. I wasn’t expecting to unearth state secrets, just wanted a general idea, a timeline, if you will.
The first wave of results was, well, a lot. A mix of tabloid stuff, more serious articles, fan pages, the whole shebang. It’s always a bit like panning for gold, isn’t it? You’ve got to sift through the gravel to find the shiny bits.
Sorting Through the Names
I started clicking around, trying to see which names popped up repeatedly across different, hopefully more reliable, sources. You get a feel for it after a while, which stories have legs and which are just whispers. My process was basically opening a bunch of tabs and cross-referencing. If a name appeared on multiple reputable-looking sites, I paid a bit more attention.
A few names started to stand out pretty quickly from his younger days. There was talk of girls from his Eton days, very brief mentions, nothing that seemed to stick for long. Normal young guy stuff, I suppose, even if you are a prince.
The More Serious Contenders

Then things got a bit more consistent. The name Chelsy Davy came up everywhere. That seemed like a big one. I remember reading that they were on-again, off-again for a good chunk of time, like, years. Lots of photos of them at events, polo matches, that sort of thing. It felt like a proper, long-term relationship from what I could gather. She was there for some pretty significant royal events too, if memory serves me right from what I was reading.
After Chelsy, the next prominent name that kept appearing was Cressida Bonas. Another one that seemed pretty serious for a couple of years. Again, lots of paparazzi shots, speculation in the papers. She seemed to be from a similar social circle, I think. I recall reading that the intense media scrutiny was tough for both Chelsy and Cressida, which, honestly, you can totally understand. It’s not exactly a normal dating environment, is it?
- Chelsy Davy: Seemed like a really significant, long-term thing.
- Cressida Bonas: Another serious relationship, also in the public eye.
The Path to Meghan
There were other names mentioned, of course, some fleeting, some more like brief flings or rumoured dates. I didn’t delve too deeply into every single rumour because, honestly, who has the time, and how much of it is even true? I was more interested in the relationships that seemed to have a bit more substance, the ones that were widely reported and acknowledged in some form.
And then, naturally, the narrative shifts. All the articles and timelines I was looking at eventually led to Meghan Markle. It was interesting to see how the coverage changed. Suddenly, it wasn’t just speculation; it was confirmed, then engagement, then the wedding we all saw. It felt like a different chapter entirely.
Putting it all Together (in my head)
So, after an hour or so of clicking and reading, I felt like I had a much clearer picture. It wasn’t about digging up dirt, more about understanding the path. You see these public figures, and you only get snapshots, right? It was interesting to try and piece together a more continuous line, even if it’s just based on what’s publicly available.

My main takeaway? Well, he dated, like most people do. Some relationships were longer and more serious than others. The unique part, of course, is that he did it all with the world watching. Can’t imagine that’s easy. Anyway, that was my little dive into that particular subject. Just a bit of casual research to satisfy a fleeting curiosity!