On a recent November night, the crowd inside Madison Square Garden swelled to Taylor Swift or Lady Gaga capacity, but the main attraction was from a different era: the â90s. Believe it or not, Enrique Iglesias is still going strong. His ninth album, Euphoria, shot to the top of the charts last year, with four No. 1 singles and collaborations from Pitbull and Nicole Scherzinger. He sat in as a guest judge on The X Factor. He spent Thanksgiving shimmying with Dallas Cowboys cheerleaders at the teamâs halftime show. His latest tour is one of the most successful of the year, with 630,000 tickets sold and $1.8 million in merchandising alone.
Heâs outlasted Ricky Martin, the Backstreet Boys, âN Sync, and the Spice Girls. Itâs not just his voice or his songs that make his groupies swoon, but his touch. At Madison Square Garden, a lucky dude is invited onstage to drink rum and reminisce with the singer. An even luckier girl is called onstage for a kissâon the lips. She crawls inside his shirt and gropes him, to deafening hoots.
How did he come up with this routine? âA routine for me is exactly the same with the same person, and you know how itâs going to go,â Iglesias says a week later in a phone interview. âI remember growing up and watching Bruce Springsteen or Tom Petty or Bono, some of these acts that were unpredictable. They would bring someone onstage, and you never knew how that person was going to react. You could tell it wasnât rehearsed. Sometimes it would go well, sometimes it doesnât.â
But Tom Petty never kissed a girl like that. Doesnât his girlfriend mind?
âShe never gives me a hard time,â says Iglesias, who has been dating the tennis star Anna Kournikova since 2001.
Most musicians donât normally stay with the same woman for a decade, but Iglesias isnât afraid of time. At 35, he looks not a day older than when he debuted his first English-language album in 1999, as the youngest son of Julio Iglesias. Onstage, he wears a white T-shirt and pair of baggy jeans (âI wear so much G-Star, I should be the promoterâ). His face is as smooth as Justin Bieberâs. His arms are perfectly sculpted, even though he insists he doesnât live at the gym. âI work out like once a week,â he says. âBut you would laugh at my workout. Iâll pick up a dumbbell and do 10 reps, and then Iâm like, OK, thatâs it.â

He attributes his youthfulness to his mother, the Filipina socialite Isabel Preysler. âMy mom is 59 and she looks unbelievable,â he says, âand my mom always used to say, âWhen you mix races, the kids are stronger, tougher, and age better.â My brother is two years older than meâheâs 37âand he looks 27.â Iglesias would like to have kids, but he says he doesnât know if he has the patience for them, especially when he sees kids crying at a restaurant. He recently texted Usher and was surprised to find him awake at 6 a.m., being a dad. âI think 35 is kind of young to have kids nowadays,â Iglesias says.
Heâs found a similar fountain of youth in his work, in his sound, which has stayed current while most of his contemporaries have fallen off the radar. Iglesias is something of an anomaly, a male solo pop singer in an industry now dominated by women such as Katy Perry and Rihanna. Heâs sold 60 million albums, and he holds international appeal from England to Australia. (His record label says heâs the most successful artist of all time in India.) But in the United States, as late as 2007, he was fading. As some of his albums were underperforming, Iglesias felt bored. âWe kept having hits outside the U.S.,â says his manager, Fernando Giaccardi. âIt all comes down to song. Enrique is a firm believer in that.â
Iglesias recorded a song called âI Like It,â with a speedier melody than his previous hits. âI think when youâve had successes and failures, youâve been up and youâve been down, you think, âWho the hell cares?ââ he says. His label hated it. But Iglesias was so certain that it would be a hit, he personally lobbied Interscope boss Jimmy Iovine. âI was willing to kill for this song,â Iglesias says. âI knew that song was amazing. I wouldnât listen to it for three months and then Iâd play it, and it would still give me a good vibe.â
He eventually moved to Universal Republic and got his song out. âI Like It,â which sold 5 million copies worldwide, paved the way for his comeback. âItâs crazy when I listen to a song like 'Tonight' or 'I Like It,' and then I go back and listen to my first album, Iâm like, holy s--t,â Iglesias says. Heâs kept current by pairing with hip new artists and producers, such as Akon, Ludacris, and RedOne (who played Gagaâs âPoker Faceâ for him before it hit radio stations). And heâs good friends with his âI Like Itâ collaborator Pitbull, who recently opened for him at the Garden. By his own admission, Iglesias is a workaholic. âI sleep like s--t,â he says. âThroughout the years, Iâve always been hyper, ever since I was a kid. Itâs a mixture of stress. I try to tell myself, âWhat the hell are you stressing about?ââ
When heâs not working, he lives in Miami, where he loves to go to the movies. âThe last movie that I saw was Drive,â he says. âThat was my favorite movie of the year. I was watching that with my girlfriend, and I remember telling her, âThis dude should win an Oscar.â I didnât even know who the guy is. Holy s--t, this guy is badass.â
As much as Iglesias appreciates films, though, he doesnât seem himself transitioning into acting like Justin Timberlake or BeyoncĂ©.
When director Robert Rodriguez wanted him for a small role in 2003âs Once Upon a Time in Mexico, Iglesias said he was in as long as he didnât have to audition. âI thought Iâd be so nervous, Iâd puke.â He enjoyed the experience, âbut in comparison to music, itâs a lot of waiting. That waiting can drive you nuts. The feeling of being in front of 15,000 people liveâanything can go wrong, anything can f--k upâitâs pretty much unbeatable.â