"My Prerogative" is a song by American singer Bobby Brown from his second solo studio album, Don't Be Cruel. It was released on October 11, 1988 as the second single from the album. After recording sessions for the album were completed, Brown and producer Gene Griffin travelled to New York City, since he felt something was "missing" from the record. "My Prerogative" was written by Brown as a response to the criticism he received for his departure from New Edition. He explained the song was about making decisions in one's life and not caring about other people's judgment. "My Prerogative" is often considered a new jack swing anthem, and contains many elements from Teddy Riley productions due to his involvement as one of the song's session musicians.