Kaposi sarcoma (KS) is a tumor derived from endothelial cell lineage caused by Kaposi sarcoma-associated virus or human herpesvirus-8. The authors have set forth to describe a unique presentation of the classical form of KS in a homosexual individual. The authors demonstrate that a full history and physical are important in determining how to guide treatment along with ancillary tests, which can prove vital to determine management strategy. The authors then provide a brief discussion about variants of KS, biopsy techniques, and current treatment options available to patients diagnosed with this condition. The patient described is a 60-year-old male of Eastern European descent, who is immunocompetent in a monogamous homosexual relationship with a new onset and rapidly progressing skin lesion on the plantar aspect of his foot. Surgical excision of the tumor was performed and surveillance was determined to be the treatment of choice.