Anna Kournikova and Enrique Iglesias – 18 Years

Enrique Iglesias has always been secretive about his relationship with Anna Kournikova since they started dating in 2001. The couple met during the filming of his music video for the song Escape. Like any couple, they have found bumps along the way and even broke up at one point.

However, there’s no need to worry because Enrique got her back by writing her a song. The couple is still together after 18 years and in 2017 they surprised everybody with the announcement that they had welcomed twin baby boys. Enrique recently released a new song with Jon Z titled Despues Que Te Perdi.