During a cholecystectomy, cystic duct anatomical variation mostly transpires might experience. Understanding the complex anatomy of the cystic duct and cholecystitis junction is crucial before undergoing biliary surgery to prevent severe ductal damage. This article highlights two unusual cases of irregular cystic duct, i.e., cystic duct narrow-wide and low lateral insertion. The first case was of a 66-year-old male patient having chronic cholecystitis and cholelithiasis. The aberrant cystic duct entry was thought to be rapid and heading into the correct hepatic duct during surgery. Multiple calculi were discovered after more investigation of the common and proper hepatic ducts. Following the completion of the cholecystectomy, the standard and right hepatic ducts were drained using T-tubes. The two T-tubes were found in the cystic and common hepatic ducts, respectively, according to postoperative T-tube cholangiography. The distal choledochus residual stones were removed six weeks later by cholangioscopy through the T-tube's sinus tract. Preoperative endoscopic retrograde cholangiopancreatography (ERCP) in the second case of a 44-year-old woman exposed to a lengthy cystic duct with a small and bent-in lumen. The cholecystectomy was done openly on the patient. Both of the patients recovered. The approach described by the authors for identifying structural changes in the cystic duct is preoperative or MRCP or ERCP, as well as intraoperative cholangiography or cholangioscopy.