Introduction: Primary spontaneous hemopneumothorax (PSHT) is a condition in which blood and air collects in the pleural space without any obvious cause. It may present with hypovolemic shock. We present a case of recurrent PSHT with brief literature review. Case Report: A 22-year-old male presented with left side chest pain, looking ill, fatigue and pale with absent air entry on the left side. Chest X-ray showed left hydropneumothorax. Tube thoracostomy inserted, 150 cc of blood drained with air. Within the next hour, another 1350 cc blood drained. Subsequent erect chest x.ray showed expanded lung with clearance of both costodiaphragmatic angle. After one week from discharge, patient presented with the same complaint, he was managed surgically, and discharged. After one month, the patient presented with contralateral Primary spontaneous pneumothorax (PSP) treated conservatively. Conclusion: Primary spontaneous hemopneumothorax is a surgical emergency, recurrence although very rare, can still occur.