Multiple myeloma is a well-known hematologic malignancy. Development of multiple myeloma usually follows a spectrum of patterns over the course of the disease. Multiple myeloma is associated with higher relative mortality rates. Early diagnosis and management might help limit the disease process, reduce the associated morbidities, improve prognosis, survival, and quality of life among these patients. Multiple myeloma remains a diagnostic challenge owing to its diverse clinical presentation. Common symptoms associated with multiple myeloma are bone pain, anemia, generalized weakness, and weight loss. Numb chin syndrome characterized by numbness of lip and/or chin might be an initial presentation symptom in multiple myeloma patients. This manuscript presents two cases of multiple myeloma with numb chin syndrome and mandibular radiolucency. Correlation of CBCT findings with clinical symptoms of numb chin syndrome were instrumental in prompting diagnostic work up for multiple myeloma in these patients. The diagnosis was confirmed by bone marrow biopsy and other investigations. Early identification of these presentations might help reduce if not eliminate the delay encountered in the diagnosis of multiple myeloma.