Enrique Iglesias and Anna Kournikova quickly developed a deep connection, establishing themselves as one of Hollywood's most formidable and secretive couples.
The renowned Latin Pop artist and the former professional tennis player crossed paths in December 2001 during the filming of his music video for "Escape." This particular video featured a passionate kissing scene inside a car, igniting their initial spark.
"I've never had the pleasure of meeting her until now, but I am deeply admiring her," he expressed during an episode of MTV's Making the Video. "I can confidently say that countless gentlemen desire the opportunity to meet her; I am undeniably one of them. Her beauty, talent, and exceptional skills on the tennis court are noteworthy, and I have no doubt she will shine in the video."
Without hesitation, they promptly united, unveiling their romance to the world in August 2002.
Iglesias and Kournikova welcomed their twins, Nicholas and Lucy, in December 2017. Two years later, in January 2020, they became parents for the third time to their daughter Mary. Below is a detailed timeline of Iglesias and Kournikova's extremely private romance.
Credit: Seth Browarnik/startraksphoto.com
Enrique Iglesias and Anna Kournikova: A Timeline of Their Ultra-Private Relationship
Enrique Iglesias and Anna Kournikova fell for each other hard and fast, and now they are one of the strongest — and most private — couples in Hollywood.
The encounter between the renowned King of Latin Pop and the former professional tennis player took place in December 2001 during the filming of his music video "Escape." Their on-screen chemistry was evident in a passionate makeout scene inside a car.
Expressing his admiration on MTV's Making the Video, he confessed, "Despite not having met her before, I am an ardent fan. Like many others, I longed for the opportunity to meet her. Her beauty, talent, and excellence in tennis are awe-inspiring, and I have no doubt that she will bring immense greatness to the video."
Iglesias and Kournikova wasted no time in confirming their relationship to the public, making it official in August 2002.
In December 2017, the couple embraced parenthood as they joyfully welcomed twins Nicholas and Lucy. Their third child, daughter Mary, arrived two years later in January 2020.
Scroll down to see a complete timeline of Iglesias and Kournikova’s ultra-private romance:
Credit: YouTube
December 2001
Iglesias and Kournikova met in December 2001 on the set of “Escape.” She played his love interest in the music video, and they started dating shortly after.
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August 2002
The couple made their first appearance on the red carpet at the MTV Video Music Awards in New York City in August 2002. He was a nominee in five different categories at the event, including Best Male Video for his hit song "Hero."
Credit: Charles Sykes/Shutterstock
May 2007
Iglesias caused confusion among his fans when, in a May 2007 interview, he made a statement suggesting that he and Kournikova had secretly tied the knot and ended their marriage. "I am currently single, but it doesn't bother me. I have no issues with being on my own," he shared with the Swedish newspaper Aftonbladet at that time. However, Iglesias' representative later clarified that it was merely a jest and that the couple was still together.
Credit: INFphoto.com
November 2011
The athlete acknowledged in her Women’s Health cover story from November 2011 that marriage held little significance for her as she was content in her current relationship. Nevertheless, she expressed her desire to have a family with the entertainer, stating, "I absolutely want to have children, whether I have my own or adopt. I have a strong affection for taking care of others."
Credit: MEGA
March 2012
Iglesias shared the same views as Kournikova in a Parade interview in March 2012, stating, "I've never really believed that marriage would have a significant impact. Perhaps it's because my parents divorced, but I don't believe that love is measured by a legal document. Nowadays, it's widely accepted to have children without being married. What truly matters is being a devoted and responsible parent, regardless of marital status."
Credit: Philippe Blet/Shutterstock; Inset: SERGEI CHIRIKOV/EPA-EFE/Shutterstock
April 2014
The renowned Grammy winner astounded his followers in April 2014 by disclosing that his well-known father, Julio Iglesias, had yet to meet his significant other. "The past 14 to 15 years of my life have swiftly passed by, and that's the only way I can truly articulate it," he shared with Billboard. "There's no plausible explanation for it: it's neither his fault nor mine."
Credit: Courtesy of Anna Kournikova/Instagram
June 2016
Kournikova shared a rare photo with Iglesias and her younger brother, Allan Kournikova, via Instagram in June 2016 while celebrating her 35th birthday.
Credit: Courtesy of Enrique Iglesias/Instagram
December 2017
The Russia native welcomed twins named Nicholas and Lucy in December 2017.
Credit: Seth Browarnik/startraksphoto.com
October 2018
In October 2018, Iglesias revealed to The Sun that he and Kournikova were experiencing an increased level of intimacy since becoming parents. Despite facing challenges, he expressed admiration for Kournikova's exemplary parenting skills. Iglesias described the experience as perfect and expressed awe at her ability to be a wonderful mother.
Credit: Courtesy of Anna Kournikova/Instagram
January 2020
The pair secretly welcomed their third child, a daughter named Mary, in January 2020.
Credit: Courtesy of Anna Kournikova Iglesias/Instagram
May 2020
To celebrate Mother's Day, Iglesias took to Instagram and posted an animated GIF featuring a blonde mother effortlessly performing bicep curls while holding a blonde baby. Alongside the image, he wrote "#HappyMothersDay!" Although Kournikova was not specifically mentioned in the post, the resemblance between the cartoon characters and his actual partner and children was evident.
Credit: Courtesy of Anna Kournikova Iglesias/Instagram
September 2020
Both their children and their relationship are kept very private by the couple, however, Kournikova occasionally shares photos of the twins or their younger daughter, Mary. In one instance, the former tennis player posted an image of a 7-month-old Mary, dressed in a tiny tennis outfit with the caption, "Wimbledon, here I come." Iglesias then commented, "My ❤️."
Credit: Courtesy of Anna Kournikova Iglesias/Instagram (2)
December 2020
The couple marked the third birthday of their twins, Nicholas and Lucy, with a typically understated social media homage. Taking to Instagram, Kournikova posted a picture of each child, prompting the "Move to Miami" artist to respond with a heart emoji on both images.
Credit: Courtesy of Anna Kournikova Iglesias/Instagram
January 2021
On Mary's first birthday, Kournikova posted an endearing video of herself conversing with her daughter in Russian, titled "Girl talk." Iglesias, true to form, left a brief comment on the post, consisting of two heart-eyes emojis.
Credit: Courtesy of Anna Kournikova Iglesias/Instagram
September 2021
Following the release of his album Final (Vol. 1), Iglesias' partner, Kournikova, posted a video featuring their children enjoying a ride in a toy Land Rover, while the background played Iglesias' popular track "Chasing the Sun." Speculation has been sparked by the "Me Pasé" singer, suggesting that this LP might be his final album release.
Credit: Courtesy of Anna Kournikova Iglesias/Instagram
May 2022
"Dad, you are truly amazing!" Kournikova posted on Instagram along with a picture of Iglesias spending time with his family at home. "We adore you so much!!!" Since his birthday coincided with Mother's Day that year, he also took the opportunity to acknowledge his partner on his own Instagram account. "Happy Mother's Day! To all the incredible mothers out there, you are truly extraordinary," he shared, uploading a video of Kournikova joyfully dancing with the children in the backyard.
Credit: Ralph Notaro/Getty Images
October 2023
Iglesias opened up about their low-key love during an interview with People, noting the “Escape” video with Kournikova changed his life.
"When we first met, even though she came from the sports world, there was a certain kind of understanding between us," the singer enthusiastically expressed. "She understood my world and I had a sense of her world. That understanding played a significant role," he reminisced to People. "We gradually formed a connection and it grew stronger and stronger."
He went on, "You learn as you go. There are ups and downs, but if you can weather the tough times, you'll eventually reach the truly amazing moments. Many people claim to know they've found the person they'll spend their life with. I somewhat agree with that, but at the same time, life can be unpredictable and anything can happen."