This case involves a patient who was diagnosed with a sigmoid stricture and partial small bowel obstruction that was repaired by surgical means. Shortly after the original procedure, the patient underwent a sigmoid colectomy with Hartmann pouch placement, colostomy placement, and repair of a bladder injury which occurred during a previous surgery. Several months later, a general surgeon closed the colostomy and removed some bowel adhesions. During this procedure, the surgeon punctured the patient’s vaginal cuff with surgical staples, causing the formation of a colo-vaginal fistula, which resulted in the patient passing stool through her vagina. A decision was made to place an ileostomy to divert stool and allow healing prior to a redo of the anastomosis created by the staple wound. One month later, the patient underwent another procedure where the surgeon noted that the rings of the EEA stapler anastomosis could easily be visualized and that on the vaginal exam there was an opening at the distal posterior end of the vaginal cuff that was in communication with the rectum. The patient had to undergo several additional repair procedures and did not fully recover from the formation of the fistula.