A tooth flossing device may comprise a sleeve and a dental floss retainer. The sleeve may be releasably received over the finger of a user. The retainer may assist in securing a length of dental floss to the sleeve such that the sleeve, when received over the finger of a user, assists in the insertion of the dental floss between the teeth of the user or another. The retainer may comprise a pair of leg members that have slots dimensioned such that receipt of dental floss into the slots causes a frictional engagement between the slots and the dental floss to aid in releasably securing the dental floss between the leg members. The leg members and the slots may be arranged such that when dental floss is secured between the leg members the dental floss is generally perpendicular to the longitudinal axis of the sleeve.
