Grigor Dimitrov: Know about his ex-girlfriends and current love interest!

Published on April 28, 2025 | Published By: shahid | In Dating , Relationship

Bulgarian tennis player, Grigor Dimitrov is known for his unusual playing style. But his love life has also garnered a lot of interest. Who is Grigor dating now?

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Grigor Dimitrov and his professional success

Bulgarian tennis player, Grigor Dimitrov, 33 hails from Haskovo in Bulgaria. His father was a tennis coach while his mother was a sports teacher who had played volleyball in her college days.

Grigor started playing tennis in his toddler years. In 2007, he turned professional when he was 16.

Besides his father, his coaches include Emilio Sánchez, Pato Álvarez, and Patrick Mouratoglou. ATP had ranked him as world’s no. 3 in singles. This was after his win at the ATP Finals in November 2017. Grigor has to his credit nine ATP tour singles titles.

Moreover, in 2014 and 2017, Grigor won the Bulgarian Sportsperson of the Year award. In December 2024, he was the recipient of the Stefan Edberg Sportsmanship Award.

Grigor has an all-round unusual style of playing. He is a versatile player and is comfortable in all parts of the court. He has an athletic and fluid style of playing with great shot-making. His impressive style charms a lot of ladies. Who are the women who won his heart in the past?

Grigor Dimitrov’s past relationships

Grigor was dating Bulgarian tennis player, Simona Stefanova, 34 from 2008 to 2012. Later, he was rumored to be dating American tennis player, Serena Williams, 43 in 2012. It was supposed to be a brief relationship. The rumors started after the two were spotted together in some events.

Later, he started a relationship with Russian former tennis player, Maria Sharapova, 38. They started dating in 2013 during the Madrid Open games. He went through her agent to approach her. But the couple split in July 2015 after Maria felt that she needed to concentrate on her game.

Following this heartbreak, Grigor started dating American singer and songwriter, Nicole Scherzinger, 46 in the same year. Grigor and the Pussycat Dolls’ lead singer went public with their relationship in January 2016. But this relationship also did not last. They separated in 2019. Nicole put up a cryptic post that read:

“I loved you at your darkest. Romans 5:8.”

Grigor Dimitrov’s recent love interests

In 2020, Grigor began dating Lolita Osmanova, the CEO of Luxury International Magazine. She is the daughter of Russian billionaire, Eldar Osmanova (born 1993) and used to play tennis in 16 and under category. They were engaged in 2022. But it was called off within a short time. And Grigor started romancing Romanian model and actress, Mãdãlina Diana Ghenea, 37 in 2023. But they are probably not together now.

At this year’s Madrid Open, Grigor performed very well. And in the cheering crowd were Hollywood stars, American actress and film producer, Eva Longoria, 50 and Mexican actress and singer, Eiza González, 35. Both were clapping for him enthusiastically. There are rumors that Grigor is dating Eiza. She is his new love interest.

But neither have confirmed or denied the rumors. They have not yet come out with any statement on it. But her presence at the games and enthusiastic cheering says a lot.

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