Anna Kalinskaya: Engagement Prank to Dating Tennis’ Badboy, Here’s a Look Into Her Relationship History

Published 02/24/2024, 2:27 AM EST

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via Reuters

Russian tennis star Anna Kalinskaya has been the talk of the town lately. After her recent exploits on the tennis court, her private life has come into the limelight just as much as her professional one. Kalinskaya’s relationship with the ‘Bad Boy of Tennis,’ Nick Kyrgios, has always been the stuff of tabloids. Were they dating? If yes, are they still dating, or is there someone else in Kalinskaya’s life?

Aside from the Aussie player, the current number 40 player has been linked to another prominent name on the ATP Tour. So, let’s take a look at the relationship history of the three-time WTA doubles title champion.

A rumored relationship with Nick Kyrgios that seemingly ended in flames


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Rumors about a possible romance between the tennis stars started circulating when Nick Kyrgios made a surprising appearance at the WTA player’s 2019 Citi Open match in Washington, USA. Then, in 2020, the pair was also sighted at an LA Lakers game at the Staples Center (now Crypto.com Arena) in Los Angeles.

As they were spotted together on various occasions, Anna Kalinskaya also made an appearance on the 2022 Australian Open doubles champion’s social media account. During Kyrgios’ campaign at the 2019 US Open, the Russian player flocked to the comments section of one of his Instagram posts and dropped her reaction by writing, “Amazing.” Shortly after, the Aussie returned the favor by lauding Kalinskaya on Instagram.


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During the same Grand Slam event in New York, Kyrgios shared a post to celebrate the WTA player’s win over Sloane Stephens. Just when fans thought that they had found a couple in the tennis community, Kalinskaya made some surprising revelations about the status of her relationship with the ‘Bad Boy of Tennis’ in one of her Instagram live sessions.

There were breakup rumors after Kalinskaya shared a black-and-white photo with the caption, “You’re not a bad boy, you are simply a bad person.” When a flurry of curious fans asked if she was still dating the Aussie, Kalinskaya issued candid statements. She said, “No, I don’t! We broke up. We aren’t friends. You all are his fans, and it’s cool, but I’m not going to talk about him. I have some respect for me as well, please. Thanks.” After her split with the Aussie, Kalinskaya has been romantically linked with another ATP star.

Humiliation Against Anna Kalinskaya Draws a Salty Remark From World No.1 Iga Swiatek – ‘It Was More About Me’

Who is Anna Kalinskaya dating now?

Sami Reinwein, who has retired from the racket game, is rumored to be in a romantic relationship with Kalinskaya. Back in 2017, the rumored couple dropped a few dating hints on social media. The former German tennis player’s Instagram post showed how Kalinskaya “had to post herself home from France” as he shared a picture of the Russian player wrapped inside a box.


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Even though they have not confirmed anything about a romantic relationship, they have appeared in public together a few times. Amidst all the rumors, Kalinskaya had previously pulled off an engagement prank as she shared a picture of herself wearing a gold ring. She wrote, “I said yes.” The picture was brought to light on X by a user who said, “Anna Kalinskaya 🇷🇺 got engaged to her long-time boyfriend Sami Reinwein 🇩🇪 (ATP #565).💍💑”

However, in the comments section, a fan disclosed that the tennis player only tried to perform a practical joke, later confirmed by the user who shared that picture. He said, “I saw her post on IG earlier. A joke that slightly backfired. I thought it looked strange for an engagement ring!”

The pair was also sighted together at the WTA star’s brother Nikolay’s wedding. Surprisingly, Kalinskaya and Reinwein haven’t dropped any further hints about their relationship since the rumors started to float around more than a year ago.


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Also, there hasn’t been much social media activity between the pair, so it could be that they’ve decided to keep things under wraps. It looks like Anna Kalinskaya is focused on her on-court endeavors while keeping her private life hidden from the public lens.

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Written by:

Anurag Gusain


One take at a time

Anurag Gusain is a Tennis Writer at EssentiallySports, who blends his innate talent for journalism with a solid foundation in English, earned during his undergraduate years. With more than two years of content creation under his belt, Anurag seamlessly translates his passion for tennis into captivating articles. At ES, he is the go-to voice for all things Serena Williams, skillfully covering both her on-court legacy and off-court endeavors.
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Edited by:

Shudh Mukherjee