Enrique Iglesias & Anna Kournikova: Photos of the Couple Over the Years

                                                                                                          By:
                                                                                                          May 8, 2023 10:00AM EDT
                                                                                                          Anna Kournikova, Enrique Iglesias
                                                                                                          Bei/Shutterstock

                                                                                                          Check out photos of longtime partners Enrique Iglesias and Anna Kournikova over the years!

                                                                                                          Enrique Iglesias and Anna Kournikova are going strong! The Spanish singer and the Russian retired tennis player have been together since 2001, and while they still haven’t gotten married, they are madly in love. The couple met on the set of the music video “Escape” and started dating soon after. They welcomed fraternal twins Lucy and Nicholas in 2017 and daughter Mary in 2020. Enrique and Anna give occasional glimpses into their family life on social media, but overall they prefer to keep their kids out of the spotlight.

                                                                                                          Do you love Enrique and Anna as a couple? We sure do! Click through the gallery to see more photos of the power pair from over the years.

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                                                                                                          Anna Kournikova & Enrique Iglesias With Twins

                                                                                                          Anna Kournikova & Enrique Iglesias With Twins
                                                                                                          The Grosby Group / BACKGRID

                                                                                                          Anna Kournikova and Enrique Iglesias enjoy a rare outing with her adorable baby twins, Lucy Iglesias and Nicholas Iglesias. They went shopping at the Bal Harbour mall in Miami Beach. 

                                                                                                          January 14, 2022, 4:38PM
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                                                                                                          Enrique Iglesias & Anna Kournikova Enjoy a Tennis Match

                                                                                                          Enrique Iglesias & Anna Kournikova Enjoy a Tennis Match
                                                                                                          Andrew Gombert/EPA/REX/Shutterst

                                                                                                          Enrique Iglesias and Anna Kournikova watch Serena Williams of the USA play against her sister Venus Williams during their Sony Ericsson Open Tennis Match in Key Biscayne, Florida on Apr. 2, 2009. During a break, the pair chatted.

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Smile During Tennis

                                                                                                          Enrique Iglesias & Anna Kournikova Smile During Tennis
                                                                                                          Andrew Gombert/EPA/REX/Shutterst

                                                                                                          Anna Kournikova flirts with partner Enrique Iglesias as they watch Serena Williams and Venus Williams play at the Sony Ericsson Open Tennis Match in Key Biscayne, Florida in Apr. 2009. The pair were very into the match!

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Out

                                                                                                          Enrique Iglesias & Anna Kournikova Out
                                                                                                          MB Pictures/REX/Shutterstock

                                                                                                          Enrique Iglesias & Anna Kournikova out and about on a shopping excursion. The pair were seen in LA in April 2005. 

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias Kisses Anna Kournikova

                                                                                                          Enrique Iglesias Kisses Anna Kournikova
                                                                                                          KEVORK DJANSEZIAN/AP/REX/Shutter

                                                                                                          Tennis player Anna Kournikova gets a kiss from Latin pop-star Enrique Iglesias seated courtside during Andre Agassi’s first-round match against Alex Bogomlov, Jr., at the Mercedes-Benz Cup, at the Los Angeles Tennis Center in the Westwood district of Los Angeles in 2004. Anna couldn’t help but giggle!

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias Plays With Anna Kournikova’s Hair

                                                                                                          Enrique Iglesias Plays With Anna Kournikova’s Hair
                                                                                                          KEVORK DJANSEZIAN/AP/REX/Shutter

                                                                                                          Enrique Iglesias adjusts the hair of tennis player Anna Kournikova as they watch Andre Agassi taking on Alex Bogomlov, Jr., during the first round match of the Mercedes-Benz Cup, at the Los Angeles Tennis Center in the Westwood district of Los Angeles. Enrique was such a doting boyfriend during the match.

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Share a Tender Moment

                                                                                                          Enrique Iglesias & Anna Kournikova Share a Tender Moment
                                                                                                          KEVORK DJANSEZIAN/AP/REX/Shutter

                                                                                                          Anna Kournikova gets a kiss from Enrique Iglesias seated courtside during Andre Agassi’s first-round match against Alex Bogomlov, Jr., at the Mercedes-Benz Cup, at the Los Angeles Tennis Center in the Westwood district of Los Angeles. Enrique gave his love a smooch on her forehead!

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova at the Mercedes-Benz Cup

                                                                                                          Enrique Iglesias & Anna Kournikova at the Mercedes-Benz Cup
                                                                                                          KEVORK DJANSEZIAN/AP/REX/Shutter

                                                                                                          Tennis player Anna Kournikova, right, gets a kiss from latin pop-star Enrique Iglesias seated courtside during Andre Agassi’s first round match against Alex Bogomlov, Jr., at the Mercedes-Benz Cup, at the Los Angeles Tennis Center in the Westwood district of Los Angeles. The couple looked so cute! 

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova at ‘Once Upon a Time in Mexico’

                                                                                                          Enrique Iglesias & Anna Kournikova at ‘Once Upon a Time in Mexico’
                                                                                                          Dave Allocca/StarPix/REX/Shutter

                                                                                                          Enrique Iglesias & Anna Kournikova on the red carpet of the ‘Once Upon A Time In Mexico’ premiere in 2003. Anna flaunted her abs at the event with her slinky white outfit!

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Wow the Red Carpet

                                                                                                          Enrique Iglesias & Anna Kournikova Wow the Red Carpet
                                                                                                          BEI/REX/Shutterstock

                                                                                                          Anna Kournikova and Enrique Iglesias turn years at the New York premiere for ‘Once Upon A Time In Mexico.’ The couple looked so young back then!

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Arrive at a Premiere

                                                                                                          Enrique Iglesias & Anna Kournikova Arrive at a Premiere
                                                                                                          CHARLES SYKES/REX/Shutterstock

                                                                                                          All eyes are on Enrique Iglesias and Anna Kournikova as they arrive for the premiere of ‘Once Upon A Time In Mexico.’ The couple looked very early 2000s with their ensembles at the 2003 event. 

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova at the VMAs

                                                                                                          Enrique Iglesias & Anna Kournikova at the VMAs
                                                                                                          TINA FINEBERG/AP/REX/Shutterstoc

                                                                                                          Enrique Iglesias arrives with tennis star Anna Kournikova for the MTV Video Music Awards at New York’s Radio City Music Hall. The smitten pair were definitely a hot couple on the red carpet. 

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova Strike a Pose

                                                                                                          Enrique Iglesias & Anna Kournikova Strike a Pose
                                                                                                          MATT BARON/BEI/REX/Shutterstock

                                                                                                          Enrique Iglesias and Anna Kournikova pose for the cameras. The couple attended the 2002 MTV Awards at Radio City Music Hall.

                                                                                                          December 19, 2017, 9:19AM
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                                                                                                          Enrique Iglesias & Anna Kournikova at the 2002 VMAs

                                                                                                          Enrique Iglesias & Anna Kournikova at the 2002 VMAs
                                                                                                          ERIK C PENDZICH/REX/Shutterstock

                                                                                                          Enrique Iglesias and Anna Kournikova attend the MTV Awards in 2002. The pair definitely rocked some early 2000’s threads at the event at Radio City Music Hall.

                                                                                                          December 19, 2017, 9:19AM