Strange Things About Enrique Iglesias And Anna Kournikova's Relationship

One of Hollywood's best-kept secrets is all the juicy details surrounding Enrique Iglesias and Anna Kournikova's relationship. The couple reportedly met in 2001 on the music video set for his song, "Escape." What followed next is a bit murky, to say the least. Are they together? Did they break up? Did they get married? Are they divorced? These are just a few of the questions that arise when people think of this ultra-covert couple.

Iglesias continues to tour and remain in the spotlight as a mega-successful Spanish singer. But when it comes to his private life, he and Kournikova are rarely spotted out in public together. As mysterious as they are about their romance, we weren't the least bit shocked when we learned the former professional tennis player hid her pregnancy for nine months, according to TMZ, only to reemerge on Instagram with a bangin' post-pregnancy body and two bundles of joy, twins Nicholas and Lucy.

We have to hand it to the musician and the former athlete for having one of the most low-key romances known to mankind, but that doesn't mean we don't notice all the strange things about their relationship, too.

Enrique Iglesias and Anna Kournikova's first kiss has been immortalized

Even though Anna Kournikova never won a tennis singles title, she became a hot commodity in the sports world and beyond during the early 2000s. Companies clamored to snag her for endorsement deals, according to MTV, and she was even asked to be Iglesias' leading lady in 2001 in the music video for his chart-topping track, "Escape." During that fated first meeting, the treatment for the video required the couple to make their way inside a restroom. Then, Kournikova ends up being propped on a counter, followed by a steamy make-out session with Iglesias. Ooh la la.

Looking back on the video, it's obvious the pair had some major chemistry on set, and sparks were legit flying all over the place. We find it sweet their first meeting was captured on film for them to look back on for a lifetime, but perhaps they'll want to hide the salacious footage from their kiddos. That would be beyond awkward for them to watch!

On another note, knowing how secretive they are about their relationship, it's super ironic that anyone can head over to YouTube and get a glimpse of their very first kiss in action, don't you think?

They put a strong emphasis on privacy

When he's not on tour, Enrique Iglesias likes to unwind just like us normal folk. "A day off for me is being at home on the sofa, watching TV with my girlfriend and our two pets — just having a good time," the singer told Ventaneando (via E! News).

If we owned a piece of real estate like Iglesias and Kournikova's, we would stay cooped up inside all day, too! The couple splurged on a 20,000-square foot dream home in Miami's Millionaire Row in 2013, according to the Daily Mail. The Iglesias-Kournikova pad is situated in the private waterfront community, and the palatial estate includes a tennis court for Kournikova to play the game she loves the most. There's also a private dock where they can keep their boat when they're not out hitting the waves.

You would think that living in the exclusive, ultra-ritzy neighborhood would provide the couple with the type of privacy they crave. But after the birth of their twins in 2017, they went to great lengths to quarantine themselves even further. TMZ reported they were in the process of building a huge 16-foot-tall wall to surround their entire residence, ensuring their kids will grow up without any interference from the public. 

Anna Kournikova claims Enrique Iglesias is the male version of her

During an interview on "Loose Women," the former "The Biggest Loser" trainer flashed a mega-sparkler on her ring finger. Naturally, the hosts assumed Anna Kournikova was set to marry her long-time partner, but when she was asked whether she was engaged, she gave a rather convoluted response. "Well, we've been together for over eight years," Kournikova said. "So you have to have that trust with each other. You know, it's not easy being together for so long, but I kind of understand him a lot because he's the male version of me and I'm kind of the female version of him."

So how did we go from talking about her proposal to the Latin star being the male version of her? Classic Kournikova deflection. 

Fans of the couple have grown accustomed to the roundabout way they answer questions pertaining to their relationship. We just hope one day they'll let the cat out the bag and come clean with all the deets. This day may come sooner than fans previously thought, because Kournikova sneakily added the last name Iglesias to her Instagram bio in 2020. Could this mean the couple has officially tied the knot?

A video director bucked the tennis star's no-kissing clause

Enrique Iglesias attended the 2002 MTV Video Music Awards and he had a leggy blond beauty by his side. The woman was none other than Anna Kournikova, of course. She sported a crop top and a pair of white jeans and looked absolutely chill and relaxed in her casual attire. She was also sporting something else that couldn't be missed: A cheesy grin on her face. Love was definitely in the air.

At an after party that same night, video director Dave Meyers, the man behind the music video for "Escape," spoke to The New York Times about the industry's hottest "it couple." "I got [Iglesias and Kournikova] together," he told the publication. "Enrique liked Anna and wanted her in his video. So I wrote in a scene that made them kiss even though she had a no-kissing clause in her contract."

Everything worked out in the end, but Meyer's sneaky plan to get the pair to lock lips was a bit on the skeevy side. However, we're sure if Kournikova really didn't want to kiss Iglesias, she wouldn't have. Maybe it was love at first sight?

Anna Kournikova doesn't feel the need to rush into marriage

In an interview with People, Anna Kournikova said she was forced to put her career on hold after a debilitating back injury. But the Russian tennis starlet still attempts to remain as active as possible, frequently sharing videos of her workout routine on Instagram. She even participated in the First Annual Nautica South Beach Triathlon.

People magazine caught up with her at the race and asked for her thoughts about fellow tennis star Andy Roddick's then-engagement to model Brooklyn Decker. "They're really young, but I hope it works out," Kournikova said. 

Unsurprisingly, she was then asked when she and Iglesias would walk down the aisle. She answered defiantly, "I'm never getting married," before adding, "Everything is good." Despite her reluctance to get hitched, Kournikova hasn't been opposed to wearing a massive engagement ring on and off the court, which is super strange for someone who seemed very opposed to the idea of marriage. However, her opinions may have changed in recent years, as "Iglesias" is now included in her Instagram bio.

Enrique Iglesias is not a huge fan of marriage either

During a concert in Russia, Enrique Iglesias reportedly introduced Anna Kournikova to the crowd as his wife. When Parade magazine told him he had some explaining to do, he skirted the question (surprising nobody). "It was just meant to be sweet in the moment. I honestly didn't mean to confuse people. I thought it'd be easier for the audience to understand than if I said 'my girl.'" he explained.

He was then asked if wedding bells would be ringing for them any time soon, and the "Bailando" superstar answered, "I've never really thought marriage 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."

This may be where Kournikova's supposed aversion to marriage stems from. Then again, Iglesias is a known troll when it comes to his private life, trying to throw fans and the media off the scent of his relationships, so this whole thing could just be one long con to protect his family. 

The singer once straight-up lied about his relationship with Anna Kournikova

Enrique Iglesias once told a KISS FM 103.5 radio host that he had broken up with Anna Kournikova, leading to an interesting revelation later on. When Iglesias returned to the same station for a follow-up interview, the host began to ask him about his love life, wondering whether or not he was in a new relationship. However, Iglesias shocked the host — and probably the listeners — when he shared he was back with Kournikova. In fact, he revealed that the two had never even broken up in the first place! 

"Oh, I was bulls***ting you," the "Hero" singer jokingly said about his initial breakup confession. "I just wanted you to play my record so I thought I could actually, you know, I though we could go on a date, and I said, 'Maybe she'll put me in high rotation if we go out.'" 

Joking about his relationship with the public seems to be Iglesias' preferred way of deflecting any questions about it. On an appearance on "Loose Women," Kournikova was shown a clip of Iglesias' last time on the show, when he told one of the hosts he'd say he was single if she would (the host was married and jokingly tried to pull off her wedding ring). Kournikova seemed to find the interaction amusing, so fibbing about breaking up seems to be an agreement between the two to avoid answering too many questions.

Enrique Iglesias' father might be in on the deflection plan

Following the news of Anna Kournikova's surprise pregnancy and birth of twins in December 2017, an insider close to her and Enrique Iglesias told People magazine how they managed to keep everything hush-hush. "They basically only hang out with family and very close friends," the source said. "They mostly keep to themselves."

If that's truly the case, it makes the interview Enrique's father, fellow Latin crooner Julio Iglesias (pictured), gave to The Mirror a bit odd. "You know I have to tell the truth, I have never met Anna," Julio told the website. "Yes, my wife, and my kids and his brothers have, but I have never met her, no, no, never." At the time of that interview, the couple had already been together for 12 years.

Julio himself blamed his son's schedule for the lack of connection. "My kids are very independent and it is difficult to see Enrique because he is all over the world. But Anna is very beautiful — they have good taste my kids," he said. However, considering Enrique and Julio were both residents of Miami at the time, according to Berg Properties, we have to wonder if claiming he's never met Kournikova was just another way to avoid having to answer questions about her. 

More fibs from the 'Mentiroso'

No wonder the Spanish heartthrob has a song entitled "Mentiroso." Translated to English, it means "liar," and that's what Enrique Iglesias has proven himself to be — at least when it concerns his private life.

In May 2007, he spoke to Swedish newspaper Aftonbladet and said he and Anna Kournikova had secretly tied the knot, but things didn't work out. "We're divorced," he said (via People). "I am single now, but that's okay ... I don't mind being alone." It seemed that even Kournikova believed he had gone too far, because her rep released a statement to the publication, saying the duo was "still together," which is pretty noteworthy in itself. For someone in their camp to actually acknowledge their relationship existing was a big deal.

That interview wouldn't be the last time the "Tu y Yo" crooner would be less than truthful about his marital status. During a stop in Los Angeles for his 2014 tour, he told Univision (via HuffPost): "I got a divorce three days ago and I wanted to give you guys the exclusive. I'm serious. No, seriously. Don't laugh." As of this writing, legal proof that he and Kournikova are married has never surfaced, but again, with her adding his last name to her Instagram bio (and sharing three kids!) we have to think everything's okay in the Iglesias-Kournikova household. 

Enrique Iglesias wasn't sure if things would last

Enrique Iglesias admitted to People en Español (via People) that his relationship with Anna Kournikova was the first time he got serious with a partner. However, when he was asked if he could picture being with her for the long haul, he threw a curveball. "I don't know," he admitted. "The only thing I can say is that, in my opinion, Anna, whether we are together or not, would be an ideal mother." 

A little over nine years after that interview, the marriage question popped up once again. This time, it was E! News who was attempting to pry the information out of the Grammy award-winning artist. "Who knows what the future holds ... or the past ... haha," he answered. Seems he still gets a kick out of misleading the press all these years later.

Nonetheless, Iglesias did in fact get to see how great of a mother Kournikova would be. As of this writing, the couple shares three little ones — twins Lucy and Nicholas and daughter Mary. Mary, who was born in 2020, is the newest addition to the family. Iglesias told People that the baby girl's older siblings welcomed her with open arms. We're glad to see the family all getting along, despite all the rumors they like to propagate.