Male breast cancer is an uncommon disease. The incidence of male breast cancer has been found to be gradually but steadily increasing. However, because of rarity of this disease, it is not exhaustively studied and discussed when compared to the female counterpart. The occurrence of a contralateral breast cancer in a male is much rarer. We are reporting a case of contralateral male breast cancer with a positive family history. This is an uncommonly reported entity. The relevant literature has been reviewed and a brief discussion on the current concepts on male breast cancer has been added.