A 43-year-old male patient who underwent laparoscopic cholecystectomy 3 weeks back, presented with massive right sided pleural effusion and gross ascites. Pleural fluid and ascitic fluid analysis was suggestive of pancreatic etiology. Conservative measures of treatment failed. Endosonography showed 3.6 cm communicating pseudocyst with immature wall. Leak from head region of pancreatic duct into pseudocyst was evident on pancreatogram. From the cyst cavity the dye was noted tracking up retroperitoneally on the right side, demonstrating the fistulous communication to right pleural cavity. Also, another leak from the cyst was noted inferiorly indicating the possible cause for ascites. Transpapillary drainage of the cyst was done by inserting a 7 French double pigtail stent. In the post-procedure period, patient improved symptomatically and on imaging.