Novak Djokovic and Maria Sharapova have an interesting past with each other. They were good friends on and off the court and coincidently, their maiden Australian Open triumph came in the same year in 2008. It was also Djokovic’s first Grand Slam title that set him perfectly to become one of the sport’s best players. Further, the Russian beauty once lost a bet against Djokovic and had to go on a date with him. Looking at their interesting past, Djokovic’s wife, Jelena, dropped a stunning reaction recently.

Last week, Sharapova attended Schiaparelli’s Paris Haute Couture Fashion Week in France. The former World Number 1 stunned in a cream white outfit with a touch of golden. The white and golden purse complemented her look perfectly as she stunned one and all, including Djokovic’s wife, Jelena.

Moments after Sharapova dropped a series of pictures from her Fashion Week night, Jelena Djokovic commented on her post, saying, “You looked stunning!” Despite being good friends with Sharapova, Jelena seldom shows off her emotions in public. However, this was one of the rare occasions when she decided to express her emotions after being left totally in awe of Sharapova’s outfit.

Apart from their good friendship, Djokovic and Sharapova have also featured in commercials together. As their bond became stronger, Sharapova also became good friends with Djokovic’s wife. Additionally, Djokovic and Sharapova also hit it out on the court together on a few occasions.

When their awkward date happened, it was still early days for Djokovic and Sharapova with each other as it was one of their first meetings. However, as it turned out to be, it was a significant moment in their friendship.

When Maria Sharapova spilled secrets of awkward date with Novak Djokovic

During one of the episodes on the The Rennae Stubbs Tennis podcast, Sharapova was asked if she felt Djokovic could win 24 majors during her first meeting. This reminded the Russian beauty of one of her initial meetings with Djokovic, which ended on an awkward date.

Recalling it, Sharapova said, “We played this mini-exhibition at Indian Wells. I don’t remember what the bet was, but he said if he won the bet, we’re gonna go to dinner. I was like, ‘Okay, fine, whatever, like it’s going to happen.’”

Djokovic eventually won the bet and went on a dinner date with Sharapova. However, the Russian beauty admitted that Djokovic was awkward with her, and even asked for a photo with her.

Despite being rock solid on the court, Sharapova gave a glimpse of how she and Djokovic were soft as a feather in their personal lives. Indeed, a real definition of what true legends are!