Little Jackie is singer-songwriter Imani Coppola and DJ/programmer Adam Pallin. Coppola began her career as a solo artist when still a teenager and her 1997 debut single "Legend Of A Cowgirl" was an immediate transatlantic Top 40 success. However she proved to be a one hit wonder and when her album failed to sell her record company dropped her. Apart from an appearance on the Baha Men's 2001 European hit "You All Dat," Coppola spent years in independent artist wilderness. Following a spell with experimental hip hop/rock collective Peeping Tom Coppola teamed up with Pallin to form Little Jackie. This song was their debut release.
Coppola told VH1 the story of this song: "I was going through two and a half years of having an on-and-off relationship with the same guy. I was going out of my freaking mind. That song was a foreshadowing to us breaking up completely. Two weeks after I wrote that song, he f--king bounced. This song is about the push and pull, and how people are somewhat self-centered or self-absorbed, and it's really hard to have a relationship as an artist or musician with another artist or musician. [This song is] like, 'F--k you. I'm more in love with me than I will ever be with any dude." Pallin added: "Coming up with the track, I had a soulful idea. It ended up in a Hip-Hop place. What [Imani] does is almost like a singing rap thing. I didn't know she was going to do what she did, which was great." Coppola also told VH1: "We were trying to go more Amy Winehouse in the beginning stages of this record. I start the entire song with one cliché after another - that could be corny. I flip it, though - I take a cliché and turn it into something original and funny. A cocktail of clichés."
Little Jackie named themselves after the Lisa Lisa and Cult Jam 1989 song "Little Jackie Wants To Be a Star." Additionally Coppola told Digital Spy that "Jackie to me is like a little devilish name and I'm a little devilish."