In an interview with Songfacts, Romans stated about the origin of the song's title: "'Jenny' is just a name. A name that scans well in songs," adding: "A lot of people are like, 'Okay, who's Jenny?' It's more a representation of anyone being fickle." However, rumours suggest that this song is referencing a possible friendship between some of the band member's time at the Berklee College of Music with South Korean singer, Park Bom, whose English name was "Jenny". In 2016, band member Kyle Patrick said in response to the rumour circulating on Twitter: "We may never know the truth."
While failing to attract commercial success in their native United States, the song became extremely successful in Asia, doing well in Asian countries such as Singapore, Malaysia, and the Philippines. It was also performed by the band on their tour of the continent. This song is featured on DANCE! Online, a multiplayer online casualrhythm game.