Background: Male breast cancer is an uncommon disease. Moreover, synchronous bilateral breast cancer is extremely rare in men. The management is still undefined, although it shows similarities to breast cancers in women. Case Report: We report the case of a 66-year-old male patient who presented with palpable bilateral breast masses. Synchronous bilateral breast cancer was diagnosed with imaging studies and tru-cut biopsy. Histopathological examination revealed bilateral early-stage breast cancer. None of the possible predisposing factors, including hormonal and hereditary history, could be detected. Following bilateral modified radical mastectomy, the patient received adjuvant chemotherapy with tamoxifen. The pertinent literature is reviewed. Conclusion: More studies are warranted to better identify possible risk factors for male breast cancers.