Hematocolpos is a medical condition in which the vagina is pooled with menstrual blood. It is caused mainly 4 reasons Imperforated hymen, Cervical atresia, Vaginal atresia and Transverse vaginal septum. Transverse vaginal septum is also a congenital defect where extra horizontal wall of tissue that is formed during embryological development creates a blockage in the vagina. A 14-year-old patient was admitted in the Tertiary Care Hospital who previously underwent a surgery for hematocolpos in a private hospital with the complaints of inability to pass urine, localized cyclical pain. Local examination revealed the absence of vaginal orifice, mass was felt through anterior wall, bluish hue was observed at the introitus. Ultrasonography revealed the presence of hematocolpos, and MRI revealed presence of Transverse Vaginal Septum. Patient was initially stabilized by treating the pain and later planned for surgery, where incision and drainage of Hematocolpos with marsupialization and 100 ml of bold was collected and condom was introduced into the vaginal cavity after marsupialization.