A flossing system including a cradle and a housing. The flossing system includes an array of floss cartridges having a length of floss. The array of floss cartridges include a pair of coupling members each coupled to opposite ends of the length of floss. Each floss cartridge includes a coupling structure. The flossing system includes a pair of floss handles disposed on the cradle and selectably coupleable to the coupling members. The pair of floss handles include a cylindrical body. The pair of floss handles include a release mechanism configured to selectably disengage the floss handle from the coupling member. The release mechanism includes an actuation member disposed through a back end of the cylindrical body of each of the pair of floss handles. The pair of floss handles each include a top aperture configured to receive the coupling structure of the pair of coupling members.