Chucklehead first appeared in 1992 with the release of Big Wet Kiss. Their first album made a big enough splash in the underground to land a song in a Footlocker commercial, and they were a huge hit in their native Boston where they became a popular live act. Fuzz followed in 1994, and the band had a song featured on the soundtrack to Sleep With Me the same year. Internal tensions started to come to the surface, causing the band to finally call it quits before the release of their last album, 1997's Belly Up. The album was highly anticipated locally, and made a big impression in New England despite the band no longer existing.