Alright, so I’ve been digging into this whole Grigor Dimitrov girlfriend situation. You know, the Bulgarian tennis pro? Dude’s got an interesting love life, to say the least.

I started by just Googling “Grigor Dimitrov girlfriend” to get a general overview.
- Turns out, he doesn’t have a girlfriend right now. At least not officially.
But this guy has dated some famous folks before. So I dug a little deeper.
I found out that he used to date Serena Williams! How cool is that? Two tennis stars together, it’s like a sports power couple.
Then, I discovered he was linked to a supermodel named Madalina Ghenea. They were actually together, not just rumors. This Madalina, she’s stunning. She’s been with some big Hollywood names too, like Leonardo DiCaprio and Gerard Butler.
Kept digging, and apparently, they don’t have any kids. She has a daughter with some rich dude. But not with Dimitrov.

Moving on, I stumbled upon some info about a Russian heiress named Lolita Osmanova. They were an item for a while. She’s the daughter of some big-shot Russian businessman. But it seems like they’re done.
Explored some more and found that before Madalina, he was with Nicole Scherzinger, you know, the lead singer from The Pussycat Dolls? Yeah, they were together for a few years, but that ended in 2019.
Injuries and Stuff
While I was looking into all this, I also saw that Dimitrov’s had some tough luck with injuries. He had to pull out of a match at the US Open because of a leg issue. Seems like he’s had a bunch of injuries, which is a bummer.
So yeah, that’s what I found out about Grigor Dimitrov’s love life and some of his career stuff. It’s been quite a ride, following all these leads. Makes you wonder who he’ll be linked to next, right?