"Break Your Heart" is a song by English singer and songwriter Taio Cruz. The song serves as the lead single from his second studio album, Rokstarr (2009). It was written by Cruz and Fraser T Smith and produced by Smith. It was first released in the United Kingdom on 20 September 2009, followed by a release in the United States and other markets on 2 February 2010. The official remix version features American rapper Ludacris; that version was the single released in North American countries. The song, originally penned for Cheryl Cole, is an uptempo R&B song with synthpop and dance-pop elements, accompanied by Cruz's Auto-Tuned vocals. The song is lyrically a warning to someone about being a .

The song received mixed to positive reviews, critics commending its infectious sound, but noting that it was generic. The song peaked at number one in Canada, Switzerland, the United Kingdom and the United States, and also within the top ten of many other countries. The accompanying music video features several scenes of Cruz on escapades with different women, including a speedboat compared to classic Diddy and a club scene with Ludacris in the American version.

"Break Your Heart" was one of two songs penned by Cruz for Cheryl Cole for her debut solo album, 3 Words. After Cruz did not hear back from Cole's label about the song, he reworked the song for a male and made it the first song off his second album, Rokstarr. Cruz told MTV News UK that after he released the song, Cole's people would have liked the song for her after all. The latter track by Cruz, "Stand Up" made it onto the final track list on Cole's album.

However, according to the song's other co-writer Fraser T Smith in an interview with HitQuarters, "Break Your Heart" was rejected by Cole's Polydor label boss Ferdy Unger-Hamilton felt it was too similar to "Heartbreaker" by will.i.am, the executive producer of 3 Words. Smith also told This Must Be Pop: "Taio felt the lyric was a bit cocky for him to carry off – I told him he sounded great on it."

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