In Gastrojejunostomy the gastric acid comes in contact with jejunal loop directly so the complication of anastomotic site like leak, hemorrhage stenosis are very common but the ulcer perforation is very rare and seldom reported in the available literature. We report a case of 55 year old male who developed perforation at the jejunal side of the anastomosis of the old gastrojejunostomy for gastric outlet obstruction secondary to peptic ulcer disease.