Grigor Dimitrov began dating Maria Sharapova in late 2012.
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He and Sharapova only confirmed their relationship after the 2013 Madrid Open where the Bulgarian managed his first win against a world No. 1, beating Novak Djokovic.
After parting ways with Sharapova in 2015, Dimitrov dated popular songwriter and singer Nicole Scherzinger.

The two separated in 2019. Undoubtedly, Dimitrov’s journey, in life, as well as on the court, has been extremely engaging and interesting.
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Is Dimitrov Engaged?
Dimitrov’s girlfriend Lolita Osmanova was last year spotted donning what appears to be an engagement ring while courtside at the Australian Open.
Lolita is the daughter of Russian billionaire Eldar Osmanova and is also the CEO of Luxury International Magazine.
Interestingly, before dating Dimitrov, Lolita was married for a brief time to Russian-American businessman Gaspar Avdolyan. Grigor’s love for Lolita made the headlines for the first time during the 2020 Vienna Open when Lolita was spotted supporting him from the player’s box.


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