GIST may present as an abdominal mass, obstruction, haemorrhage in the gastrointestinal tract or perforation. Literature on perforated jejunal GIST is scarce. Here by, reporting 2 cases of jejunal GIST. Perforated jejunal GIST in an elderly lady, who presented with mass abdomen. En-bloc resection of the tumor giving a clear margin was done. Immunohistochemistry showed a GIST of aggressive behavior and a case jejunal GIST in a young patient who presented with pain in abdomen. Resection of the jejunal segment containing mass and end to end anastomosis done. Immunohistochemistry showed intermediate type. Both the patients are undergoing adjuvant therapy with imatinib mesylate. A comprehensive review on GIST is being attempted.