"Cuando Me Enamoro" (English: "When I Fall in Love") is a Latin pop song written and performed by Spanish pop singer-songwriter Enrique Iglesias and featuring Dominican singer-songwriter Juan Luis Guerra released on 26 April 2010, as the first single from his ninth studio album. The song is the main-theme of the Mexican telenovela of the same title starring Silvia Navarro and Juan Soler. This is the second time since "Nunca Te Olvidaré" that a song of Enrique Iglesias was chosen as the main-theme of a telenovela. "Cuando Me Enamoro" became a contender for Latin Grammy Award for Song of the Year. The single has sold around a million digital downloads Worldwide to the date. This song was dedicated for K,O,M.

The music video was filmed along with Guerra in an elementary school, St. Patrick & Assumption/All Saints, in Jersey City, New Jersey, it was directed by Jessy Terrero.

In the story of the video, Iglesias and Guerra are guest stars invited to sing at a school. The music video simply starts when the school principal presents them to the students and they begin to sing. The video alternates between the stage performance and three vignettes that exemplify falling in love: a student in class contrives to get his friend in trouble so he can move into friend's seat, which is next to his crush and allows him to pass her a "Do you like me," note; an un-athletic student is pummeled at dodgeball and then rescued by a girl who likes him and has a killer throw; and a straight-A student who contrives to get sent to the principal's office because he has a crush on her. The video has the participation of Ugly Betty actress Ana Ortiz as principal Michelle Gomez. The full music video was premiered at Vevo.com on 21 May 2010. As of January 2017, the video has been viewed more than 430 million times on YouTube.

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