Enrique Iglesias Girlfriends & Dating History!

Enrique Iglesias is a big star in the music world, and his longtime girlfriend Anna Kournikova is a huge name in tennis. Together, they're unstoppable! And they have over a decade behind them.

These two have been dating since 2002 and were even rumored to be married. They've never confirmed the buzz, but it's highly speculated that they are indeed hitched. Still, it's not true until they say it's true, right?

Otherwise, Iglesias has been in a few other high-profile relationships over the years. He dated Playboy model Samantha Torres in the '90s, had a fling with Christina Aguilera (allegedly) in 1998, was rumored to be with Jennifer Love Hewitt in 2001, and then got with the tennis star and has been with her since. However, there were some scandalous rumors that the singer hooked up with an Irish actress in a bathroom in England in 2004, though, of course, that's wildly speculated.

1997
Enrique Iglesias dated Samantha Torres

Enrique Iglesias and Playboy model Samantha Torres dated back in 1997.

1998
Enrique Iglesias had a fling with Christina Aguilera

Christina Aguilera and Enrique Iglesias got hot and heavy on the dance floor following a concert in NYC tonight, and the two were even spotted lip-locking! Christina's rep didn't deny the dirty dancing, but did say "I do know they didn't go home together." The two were spotted together a few times after that, but their relationship didn't seem to progress.

2001
Enrique Iglesias was rumored to be with Jennifer Love Hewitt

Jennifer Love Hewitt and Enrique Iglesias were rumored to have had a fling in 2001 when she worked with him on the video for 'Hero.'

2004
Enrique Iglesias was rumored to be with Emma Kearney

Enrique Iglesias and Irish actress Emma Kearney allegedly had a fling in a bathroom in England in 2004, while the singer was dating his tennis star girlfriend Anna Kournikova.

2002 - Present
Enrique Iglesias is dating Anna Kournikova

In late 2001, Kournikova starred in Enrique's "Escape" video. In 2003 and again in 2005, rumors of their secret wedding spread but the two did not confirm or deny the marriage. In a 2010 interview, Kournikova confirmed that she and Iglesias have been together for over eight years but have no plans to marry in the near future.

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