Dentary and maxillary fragments represent the first documented evidence of a bolosaurid reptile, Bolosaurus grandis, sp. nov., from the Lower Permian (Leonardian) fissure fills of the Dolese Quarry, near Richards Spur, Oklahoma. The discovery of bolosaurid remains at this unique site, characterized by the preservation of exclusively terrestrial tetrapods, is of particular interest because they bridge the temporal gap in the evolutionary history of bolosaurids between the Wolfcampian Bolosaurus striatus of Texas and the much younger, Upper Permian (Kazanian) Belebey of southern Russia. They also provide new information about the mandibular and dental anatomy of this enigmatic group of early amniotes.