The Headmaster is an adult-oriented dark comedy and management simulator that combines a non-linear story with stat-driven gameplay and a unique "punishment system". As of early 2025, version

For players who enjoy Being a DIK or Summertime Saga , The Headmaster offers a more systematic, school-simulator flavor.

Here is a full write-up on the title based on typical, publicly available information for this type of software: What is "The Headmaster PC"?

: Wraps up the "streaking" storyline with a group public punishment and adds new oral service scenes with Lucy at the headmaster's house on Saturday mornings.