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Inside Enrique Iglesias and Anna Kournikova’s Super-Private Romance

Anna Kournikova & Enrique Iglesias Welcome Baby No. 3!

You can run, you can hide, but ultimately there’s no escaping Enrique Iglesias and Anna Kournikova‘s love.

Though apparently some of his more amorous fans forget about it when they get close to the “Hero” singer while he’s performing, even if the mother of his three children is right…there.

“I love embracing and kissing and just hugging my fans. I like getting close up,” the 49-year-old said during a May 8 appearance on Hits 1 Miami with Mack & Jen. And Kournikova, 42, has told him, “‘I always get this look from some of the girls and some of the ladies. Are you okay with it?’ It’s like, ‘Yeah, I’m totally cool. He’s on stage.'”

The Grammy winner and the champion tennis player met in late 2001, when Kournikova played Iglesias’ love interest in the steamy music video for his hit “Escape.” And while there were some things to sort out before they could be together forever…

It was game, set, perfect match.

“When we met—although she came from the sports world—in a way, we kind of got each other,” Iglesias told People in October. “She knew what my world was like. I kind of knew what her world was like. So that understanding helped a lot.”

And at some point, they agreed that theirs would be a world unto themselves.

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“She’s beautiful, talented, great tennis player,” he said appreciatively of his “Escape” costar in a 2001 Making the Video feature, adding, “It doesn’t take a good actor to kiss Anna and try to make it believable.”

And so began their tradition of playing coy—though when they started having babies, it was a sign that their super-private life together was going well.

“It’s incredible to watch her be such a great mother,” Iglesias told The Sun in October 2018, when twins Nicholas and Lucy were 10 months old. “It’s incredible to watch a mom do what she does, when a mother’s instinct kicks in.”

Asked whether becoming parents had put a damper on their alone time, the singer informed the tabloid that “the sex has not diminished.”

Daughter Mary was born in January 2020.

At the time, Kournikova added Iglesias to her name on Instagram, sending speculation into overdrive (considering she already had been sporting a wad of sparkly jewelry on that finger for years) that she had married the singer after previously insisting she never planned to walk down the aisle.

Over the years they may have gone from teasing whether or not they were still together to sharing adorable photos and videos of their children on Instagram, but they still aren’t ones to overdo it when it comes to dishing the details of their romantic life.

Perhaps when it kicks off with kissing in a video, you feel you’ve given the public enough for awhile.

Interscope Geffen (A&M) Records

Though she did share a teaser for Iglesias’ “Subeme la radio” video in February 2017, Kournikova’s Instagram page pre-babies mainly revealed that she was deeply committed to working out and in a serious relationship with her beloved dogs. Same for Iglesias, whose pre-fatherhood account was devoted to touring, music, fans—and the dogs.

He and Anna respectively wished their canine son Jack a happy birthday on Oct. 9, 2017, two months before their twin humans were born on Dec. 16 without the couple having let on that they were expecting (though, as they later revealed, they were snapping pictures along the way). 

To this day, they remain as low-key about their partnership as ever—dogs still factor prominently—but they will shout each other out on special occasions.

Instagram

On his birthday in 2022, Kournikova posted a rare photo of all five of them, calling Iglesias an “amazing dad” and writing “we super love you!!!”

Similarly, on Mother’s Day that year, Iglesias posted a video of Kournikova having a mommy-daughter dance party in their (very big) backyard. (With a dog in the foreground, of course.)

But about the things that needed sorting out before they settled down…

When Kournikova and Iglesias first met, she was barely 21 and had been linked to two much-older Russian hockey players, Pavel Bure and Sergei Federov, off and on since she was about 16.

She and Federov were said to have first met in Moscow when she was 15. Kournikova moved to Florida for tennis and, as she improved as a player and her model looks made her an instant endorsement darling and lad-mag pinup, Federov was regularly in the picture.

Though she denied a July 2001 rumor that they secretly got married in Russia (ring watch is timeless, people), Federov claimed to The Hockey News in 2003 that they had been married, “albeit briefly, and we are now divorced” (as well as no longer in touch). She was also rumored to have been engaged to Bure—who knew Federov from the Russian national team—as late as 2000. She and Bure both denied being engaged.

What a web.

Ken Goff/The LIFE Images Collection/Getty Images

“While I don’t typically comment on my personal life, let me confirm once again that I am not married,” Kournikova stated on her website. According to the Telegraph in 2003, she later responded to a request for comment with, “Why don’t you go and find out? I really don’t want to talk about it.”

Federov said yet again in 2005, talking to ESPN.com, that he and Kournikova were briefly married—and that their relationship was, for one thing, misunderstood, and that it had its highs and lows.

“The best thing was that we were both Russian. There was no romance for a long time. She was just a kid when we met the first time,” said Federov, who’s 11 years older than Kournikova. “Our families got along. We had a lot in common, we lived similar lives, we understood each other. So our friendship developed ’cause we were in the same position professionally and socially.”

According to Federov, the progression to romance came as a surprise to him.

“We spent quite a few days together,” the athlete told ESPN. “Anna expressed that kind of interest, I was kind of surprised because I was a little bit older and wilder than her and I was going in a different direction. But I looked at the situation and said she was a great person, so why not? So, then we started dating. It was tough because her schedule had her based all over the world and I played games in so many different cities.”

So after that drama so early in her career, it’s no wonder Kournikova and Iglesias—the son of an internationally renowned entertainer who’s familiar with tabloid tales—do not splash their romance all over social media or court more attention than they would naturally receive as a celebrity couple.

“I think it comes with the territory,” Iglesias told E! News in March 2014. “I understand why people ask, ‘Are you married? Do you have a girlfriend? Do you have kids? Do you have kids that we don’t know about?'”

He explained, “When I go back home, I want to make sure that whatever goes on in my house, it’s just for me and my loved ones that are with me right there. I need that.”

Evan Agostini/Getty Images

Whether she and Federov ever tried marriage on for size or not, Kournikova and Iglesias had met by the end of 2001. The sexy “Escape” video premiered in January 2002 (“We’re trying to get as much sex in this video as possible,” Iglesias said in the making-of video) and they attended the MTV Video Music Awards together that August.

The stars simply aligned for the pair, who adopted Miami as their hometown. They loved sports, the sun and being on the water—and understood what it was like to be targeted by tabloids and on the road for weeks or months at a time.

Plagued by injuries, Kournikova retired from competitive tennis in 2003 (she never won a singles championship but had 16 in doubles, including two Grand Slam titles), though she’d continue to play in exhibitions and other related events for years to come, and she remained one of the most talked-about personalities in sports.

Stephen Lovekin/FilmMagic

“I know what it’s like to be judged, dissected, picked apart for all of my life,” Kournikova told the Los Angeles Times in 2011, when she joined The Biggest Loser as a trainer. “It was so painful. I was just a kid at the time. I was being judged over here for being too pretty, or over there for not looking good enough. And God forbid I gained a pound. I heard about it. And then I was being criticized for not being a good enough tennis player and yet I knew—I knew—I was giving it everything I had.”

In 2004 she and Iglesias sparked secret-marriage rumors (denied) and in April 2007 he told People en Español that he wasn’t sure if he foresaw marriage, or even happily ever after, for them. “The only thing I can say is that, in my opinion, Anna, whether we are together or not, would be an ideal mother,” he said.

The following month he further mystified people, reportedly telling Sweden’s Aftonbladet that not only did they break up… “We’re divorced. I am single now, but that’s okay,” he was quoted as saying. “I don’t mind being alone.”

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But Kournikova’s rep said the singer had been joking and they were still together after five years of dating. Meanwhile, the athlete did have her own thoughts on the subject, which she eventually became comfortable sharing.

“I’m never getting married,” Kournikova told People in 2008, but added that “everything is good” on the personal front.

She explained her own approach to trying to maintain her privacy to The Guardian in 2008, saying, “Girls look at him. Guys look at me. It goes with the job, but it gets annoying when you feel violated. Just take the picture and be done.'” You could almost hear the shrug.

“I’m not married, not pregnant, didn’t have a boob job, no Botox. What else?” she offered.

That being said, Kournikova wasn’t accompanying herself on a tiny violin.

“Hey, I took the money,” she said, referring to the perks that came with her tacit agreement to be in the public eye. “It’s simple. If you don’t want the attention, don’t take the money.”

Kournikova reiterated on The Graham Norton Show in 2010 that she and Iglesias had no plans for marriage. “We’re fine—we’re perfect…Being eight years together, it’s more [like] being married [than most] Hollywood couples, or whatever.” (“Common law now,” agreed fellow guest Katy Perry.) 

But in 2011, Kournikova told Women’s Health that she did want to have children, “whether I have my own or adopt. I love taking care of people.” 

“[Marriage] isn’t important to me,” she continued. “I’m in a happy relationship—that’s all that matters. I believe in commitment. I believe in being open and trusting each other and respecting each other completely.”

Finding a like-minded partner is also key.

“I want my personal life to be as private as possible,” Iglesias said in an interview with Australia’s Today Tonight in 2011. “And especially when you’re with someone that’s also known and in the spotlight.”

“It’s not that tough,” he added. “You’ve got to have a sense of humor. I’ve been married about 28 times, have kids all over the world. In Australia…I think I’ve got twins in Australia, in Perth. Truly, you just laugh at it.” (In 2014, he trotted out the divorce joke again—he must be great at dad humor—when he told reporters in Los Angeles, “I got a divorce three days ago and I wanted to give you guys the exclusive. I’m serious. No, seriously. Don’t laugh.”)

Meanwhile, marriage apparently wasn’t on their to-do list, despite the impressive diamond rings Kournikova started wearing. 

Philip Ramey/Corbis via Getty Images

“I’ve never really thought marriage would make a difference,” Iglesias told Parade in 2012. “Maybe it’s because I come from divorced parents, but I don’t think you love somebody more because of a piece of paper.”

He reiterated as much to E! News in 2016, though he added cryptically, “Who knows what the future holds…or the past…haha.”

The youngest of three born to Spanish super-star Julio Iglesias and his first wife, Maria Isabel Preysler-Arrastía, he had a notoriously prickly relationship with his father, who went on to have five more children with his second wife. Enrique told The Guardian in 2010 that the person he most admired in life was “Elvira, the lady that took care of me when my parents weren’t able to be there. She dedicated her whole life to me and my brother and my sister. Now I take care of her.”

In 2014, Julio told The Mirror that he had never met Kournikova, though he wholeheartedly approved of the match.

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“My kids are very independent and it is difficult to see Enrique because he is all over the world,” the singer said. “But Anna is very beautiful—they have good taste, my kids.”

Iglesias’ mother, siblings, stepmom and step-siblings had met her, though, Julio said, and he was confident that his son was doing well. Meanwhile, Igelsias’ mom, sister and brother all expressed their excitement when the twins were born.

“It was a perfectly normal pregnancy, she didn’t have to do mandatory bed rest at any time,” the babies’ grandma Isabel Preysler told Hola! “Anna hasn’t had to hide. She has a very simple and homey life.” 

Instagram

Iglesias wasn’t a regular in the crowd while Kournikova was still playing, presumably not wanting to be a distraction, but they did like to watch tennis together. They were photographed in the stands at the Los Angeles Tennis Center in 2004, and then popped up at what’s now the Miami Open, held annually in Key Biscayne, to watch Serena Williams play in 2009.

Asked in 2007 if he could Kournikova at any sport, Iglesias confidently told Sports Illustrated, “Anything except tennis and wrestling. Her reflexes are disturbingly good. You throw anything at her, and she catches it.”

Dating an athlete, Iglesias said, had made him respect athletes 1,000-times more. “In music you can start whenever, 18 or 19 years old,” he said. “If you want to be an athlete, you have to start when you are 4 or 5. There is so much dedication, so many hours, mentally and physically. Sometimes your mind wants it so much but your body cannot handle it.”

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“Anna took to me the place where she was brought up in Russia,” he continued, “and if you see the house she lived in, you can open up your arms and touch it wall to wall. Out of there, she played every single day for eight hours since she was 5 years old. For me, it’s mind-boggling. To me, she is the most amazing person I have ever met.”

They’ve been all over the world on vacation like glamorous celebrities, but part of their charm is that they usually keep date night local like regular people, whether they’re catching a Miami Heat game or just going out to dinner, or taking their boat for a spin (which is considered regular in Miami Beach).

In fact, after they were rumored to have broken up in 2013, the inevitable rumor-quashing pictures of them on the boat were forthcoming.

Kournikova also said on The Graham Norton Show that they had their ordinary-couple issues just like anybody else. Asked if Iglesias left his wet towels lying around, she said, “Yeah, and you find underwear, you know, everywhere and dirty socks and everything.” 

“At least it’s Enrique Iglesias’ dirty underwear,” Norton quipped. “Put it on eBay.”

But that’s as much dirty laundry as we should expect to hear about firsthand. “I keep my personal life as private as possible because I feel that we need that,” Iglesias said on CBS Sunday Morning in April 2014.

Asked about his past comments regarding marriage, he clarified, “I didn’t say that I don’t want to get married. I don’t know if I maybe came out the wrong way. What I said is that, ‘We are extremely happy the way we are.’ I’m not against marriage by any means.”

He continued, “I have not ruled it out, but if you’re happy, I don’t think it will really make a difference. She’s the coolest girl in the world.”

And there are some pics from their 22-year romance. Keep reading to see their love unfold in photos:

Instagram / Anna Kournikova

Happy Trio

The couple’s twins Nicholas and Lucy, 3, and 19-year-old daughter Mary go for a ride in this video Anna shared in September 2021 to promote Enrique’s album Final.

Instagram / Enrique Iglesias

Fourth of July 2021

Enrique shared this adorable pic of himself with twins Nicholas and Lucy.

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Growing Up

The private pair celebrate twins Lucy and Nicholas‘ 3rd birthdays with rare snapshots of the tots shared to Instagram. 

Instagram

Baby No. 3

The two welcome their third child, a daughter, on Jan. 30, 2020.

Anna Kournikova/Instagram

Double the love

Anna Kournikova plays with the couple’s twins in 2018.

Uri Schanker/FilmMagic

All Wrapped Up in Each Other

A decade of dating and still going strong! The two were spotted arm-on-arm out in Miami Beach in 2011.

John Parra/WireImage

Not All Black-and-White

Remaining mum about their futures, Anna and Enrique were snapped on a sports date to the Miami Dolphins vs. New York Jets game in September 2010. 

Al Bello/Getty Images

Sporty BFFs

The couple paid close attention as they watched Venus Williams play against sister Serena at the Sony Ericsson Open back in 2009. Meanwhile, tabloids were speculating the longtime pair had finally gotten engaged. 

Doug Benc/Getty Images

Sweet and Subtle PDA

Paps snapped the pair sharing a precious moment together as they watch the New Jersey Nets take on the Miami Heat back in 2006. At the time, the rumor mill was buzzing with reports the two had secretly wed. 

Ralph Notaro/Getty Images

Young and in Love

The pair couldn’t hide their love for each other when they were snapped leaving a Florida restaurant in 2006. 

Theo Wargo/WireImage

Once Upon a Time

Only a young couple at the time, the fashion risk-takers stepped out to the New York premiere of Once Upon A Time in Mexico in 2003. Rumors began flying that the two had secretly wed, but both parties continued to deny.

Dave Hogan/Getty Images

Hot Couple Alert!

The super-hot twosome stole the spotlight at the 2002 MTV Video Music Awards, just one year after they first began dating. 

Interscope Geffen (A&M) Records

Where It All Began

Enrique and Anna started dating in late 2001 after meeting on the set of his steamy music video “Escape.”

(Originally published June 6, 2018, at 12:38 p.m. PT)

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