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"From the Bottom of My Broken Heart" is a song recorded by American singer Britney Spears for her debut studio album, ...Baby One More Time (1999). It was released on December 14, 1999 by Jive Records as the fifth and final single from the album. After Spears recorded an unused song from Toni Braxton and sent it through Larry Rudolph to several labels, executives from Jive Records commented that it was very rare to hear someone so young who could deliver emotional content and commercial appeal, appointing the singer to work with producer Eric Foster White. The teen pop ballad was written and produced by White, and features Spears singing about the loss of a first love and how breaking up can be hard.
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