Glomus tumors are rare, benign neoplasms arising from glomus bodies, primarily located in the subungual region and upper extremities, but uncommonly reported in areas like the scrotum. Here, we describe a unique case of a glomus tumor of the scrotal skin in a 28-year-old male presenting with a two-year history of a painful, gradually enlarging scrotal nodule. Clinical examination revealed a tender oblong nodule, and dermoscopy suggested a benign neoplasm. Imaging and initial biopsy confirmed the lesion as a possible glomus tumor. Remarkably, during biopsy, the tumor spontaneously and completely "popped out", narrowing the differential diagnosis to glomus tumor, angiolipoma, and epidermoid cyst. Histopathology confirmed the diagnosis of a glomus tumor, showing classic features including thick-walled blood vessels surrounded by smooth muscle actin-positive cells and a pseudocapsule. Postoperative pain resolution supported the clinical diagnosis. This case highlights the importance of considering glomus tumors in the differential diagnosis of painful scrotal lesions, especially when a mass exhibits spontaneous ejection during manipulation. To our knowledge, this is the first reported case of a scrotal glomus tumor in Saudi Arabia.