A tooth flossing device comprising a sleeve and a dental floss retainer. The sleeve is releasably receivable over the finger of a user. The dental floss retainer assists 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 dental floss retainer comprises a pair of leg members extending outwardly from the surface of the sleeve. The distance between the dental floss, when secured between the leg members, and the sleeve determining the extent to which the dental floss can be inserted between the teeth of a user or another.