This study presents a rare case of extensive recurrence in a benign primary intraosseous meningioma (PIOM) located in the convexity of the skull, a location typically associated with lower recurrence rates. A 72-year-old woman initially presented with headaches, and imaging revealed a tumor extending from the left frontal to the parietal region, involving the calvarial bone, subdural space, and subcutaneous tissue. Despite undergoing macroscopic complete resection and being diagnosed with a benign transitional meningioma (WHO grade 1), the tumor recurred massively seven years later, extending to the orbital bone and necessitating another surgery with skull reconstruction using a titanium plate. This case is highlighted for its unusual recurrence pattern and the extensive nature of the tumor, contributing to the literature on the behavior of PIOMs, especially those with benign pathology and located at the skull convexity.