Enrique Iglesias and Anna Kournikova: A Timeline of Their Ultra-Private Relationship

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 King of Latin Pop and the former professional tennis player met in December 2001 on the set of his “Escape” music video, in which they had a steamy makeout scene in a car. “I’ve never met her before, but I’m a big fan,” he said on MTV’s Making the Video at the time. “I’m sure a lot of guys want to meet her. I’m one of them. She’s beautiful, talented, great tennis player, you know, and I’m sure she’s going to be great in the video.” The pair got together almost immediately, and they have been an item ever since. However, after going public with their relationship in August 2002, they have managed to keep much of their personal lives out of the public eye. [jwplayer 5YfODWJ5-l3ahXupL] “It’s not that tough [to stay under the radar],” Iglesias said on Australia’s Today Tonight in November 2011. “You’ve got to have a sense of humor. [There have been rumors] I’ve been married about 28 times, have kids all over the world. … I think I’ve got twins in Australia, in Perth. Truly, you just laugh at it.” That said, the “I Like It” singer and the former Biggest Loser trainer became parents for real in December 2017 when they welcomed twins Nicholas and Lucy. Two years later, their family grew again when daughter Mary arrived. Both pregnancies were kept a secret. “Like any couple, you still go through your ups and downs [when you become parents] and it’s not always perfect. But it is perfect in a way,” Iglesias gushed to The Sun in October 2018. “It’s incredible to watch her be such a great mother.” Scroll down to see a complete timeline of Iglesias and Kournikova’s ultra-private romance:

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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 red carpet debut at the MTV Video Music Awards in New York City in August 2002. He was nominated for five awards at the ceremony, including Best Male Video for “Hero.”

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May 2007

Iglesias confused fans when he said in a May 2007 interview that he and Kournikova had secretly married and divorced. “I am single now, but that’s OK. I don’t mind being alone,” he told the Swedish newspaper Aftonbladet at the time. Iglesias’ rep later clarified that it was a joke and the pair were still together.

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November 2011

The athlete admitted in her November 2011 Women’s Health cover story that marriage was not “important” to her because she was “in a happy relationship” regardless. However, she told the magazine that she wanted to start a family with the entertainer. “I absolutely want to have children, whether I have my own or adopt. I love taking care of people,” she said.

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March 2012

Iglesias echoed Kournikova’s sentiments on marriage in a March 2012 interview with Parade, saying, “I’ve never really thought [it] would make a difference. Maybe it’s because I come from divorced parents, but I don’t think you love someone more because of a piece of paper. Nowadays, it’s not taboo to have kids and not be married. What makes a difference is that you’re a good parent, period.”

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April 2014

The Grammy winner shocked fans when he revealed in April 2014 that his famous father, Julio Iglesias, had yet to meet his partner. “The last 14 years, 15 years of my life have flown by. And that’s the only way I can truly explain it,” he told Billboard. “There’s no reason why — it’s not his fault, and it’s not my fault.”

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.

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October 2018

Iglesias told The Sun in October 2018 that he and Kournikova were having “more sex now than ever” after becoming parents. “The sex has not diminished,” he added.

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

For Mother's Day, Iglesias shared an animated GIF of a blonde mom doing bicep curls with a blonde baby. "#HappyMothersDay!" he wrote via Instagram. He didn't tag Kournikova in the image, but the resemblance between the cartoon and his real-life partner and babies was clear.

Credit: Courtesy of Anna Kournikova Iglesias/Instagram

September 2020

The pair are as private about their children as they are about their relationship, but occasionally Kournikova posts photos of the twins or the couple's younger daughter, Mary. The former tennis player shared a picture of Mary, then 7 months, dressed in an infant-sized tennis outfit with the caption, "Wimbledon, here I come." Iglesias then commented, "My ❤️."

Credit: Courtesy of Anna Kournikova Iglesias/Instagram (2)

December 2020

The pair celebrated the third birthday of their twins, Nicholas and Lucy, with a characteristically low-key social media tribute. After Kournikova shared a photo of each of them via Instagram, the "Move to Miami" singer left a heart emoji on both posts.

Credit: Courtesy of Anna Kournikova Iglesias/Instagram

January 2021

When Mary celebrated her first birthday, Kournikova shared an adorable video of herself chatting with her daughter in Russian, captioned, "Girl talk." Iglesias kept his comment short, per usual, leaving two heart-eyes emojis on the post.

Credit: Courtesy of Anna Kournikova Iglesias/Instagram

September 2021

After Iglesias released his album Final (Vol. 1), Kournikova shared a video of the couple's kids riding in a toy Land Rover while their dad's song "Chasing the Sun" played in the background. The "Me Pasé" singer has hinted that the LP may be the last album he releases.

Credit: Courtesy of Anna Kournikova Iglesias/Instagram

May 2022

"Happy Birthday to the most amazing Dad!" Kournikova wrote via Instagram alongside a photo of Iglesias hanging out with his family at home. "We super love you!!!" His birthday that year happened to coincide with Mother's Day, so he gave a shout-out to his partner via his own Instagram account as well. "Happy Mother’s Day ! To all the Mothers around the world, You rock 🤟❤️," he wrote, sharing a video of Kournikova dancing in the backyard with the kids.