Parameatal urethral cysts are rare, benign congenital abnormalities of the urethra, usually presenting in early childhood. Although often asymptomatic, they may sometimes result in urinary flow disturbances, difficulties during sexual intercourse or cosmetic concerns. Here, we present two cases of parameatal urethral cysts in males, diagnosed relatively later in life: one in a young adult in his early 20s and the other in a mid-adolescent. The young adult sought treatment for urine splaying and challenges with sexual intercourse, whereas the adolescent was primarily concerned about the cosmetic appearance of the cyst. Both cases were treated with surgical excision, considering the optimal approach according to the literature. Histopathological examination revealed that the cyst walls were lined with stratified squamous epithelium in both instances. Follow-up showed excellent cosmetic results, with no recurrence or voiding difficulties.