The Headmaster

Master Every Quest and Scene in This Addictive School Sim

Ever stepped into a role where you’re not just running a school, but reshaping it with your own rules? That’s the thrill of The Headmaster, the gripping visual novel where you play as the new headmaster turning chaos into order through discipline and cunning. I remember my first playthrough—stumbling through quests, missing key interactions, and hitting dead ends that left me frustrated. But once I cracked the code on main quests, staff training, and student punishments, it became an obsession. In this guide, I’ll share insider tips, walkthroughs, and strategies to dominate the game, boost your influence, and unlock every steamy scene. Whether you’re new or grinding for completion, let’s dive into mastering The Headmaster.

How to Conquer Chapter 1 in The Headmaster

My first attempt at The Headmaster Chapter 1 was a disaster. 🤦‍♂️ I wandered the halls, clicked on everything, and thought I was doing great by being “nice.” Fast forward to the first evaluation, and my Discipline stat was in the gutter. The board gave me a stern warning, and I was just one misstep from a bad ending before I’d even gotten started. I’d failed to grasp the core loop: Headmaster main quests are your lifeline, and influence is your currency.

Luckily, my second run was a masterclass. Let me save you from that same fate. This guide will walk you through conquering the opening chapter, maximizing your Headmaster influence points, and setting you up for dominance in this addictive school sim.

What Are the Main Quests and How to Start?

The game’s structure in Chapter 1 is deceptively simple. Your primary goals are delivered via the “A Man’s Work” questline. Think of these Headmaster main quests as your tutorial and your ticket to unlocking the game’s core mechanics.

Your journey begins with a visit to Miss Potts’ classroom. This is your introduction to Miss Potts training. She’ll explain the basic systems, but pay close attention! The real lesson starts afterward. You’ll witness a cutscene with Faye, a student, which sets the tone for the school’s… unique discipline. This scene is critical for progression.

The next major step is visiting Miss Potts at her apartment in the evening. This isn’t optional—it’s essential. Here, you’ll engage in training that directly boosts your stats and teaches you interaction mechanics. Key scenes here involve administering a spanking, then progressing to more intimate acts like fingering and oral. Each successful interaction grants you vital Headmaster influence points and increases your Control stat.

Pro Tip: Always visit during weekday evenings. Morning visits can trigger different scenes or find characters unavailable. Timing is everything in this game!

Completing this sequence solidifies your relationship with Miss Potts and unlocks your ability to properly punish students. Without this, you’re powerless. This foundation is what makes or breaks your entire run in The Headmaster Chapter 1.

Unlocking Key Punishments and Influence Gains

With your training complete, the game truly opens up. Two pivotal moments will define your early power: dealing with Claire and managing a photo exchange with Mr. Wilson.

First, let’s talk about Claire. Your success here is a major test. The goal is to max fear during her punishment without her using the safe word. This is a delicate balance of aggression and control, and is central to any Claire punishment guide.

Here is the step-by-step sequence I used to succeed on my retry:

• Start with Verbal Dominance: Immediately choose the insulting dialogue options. This sets a harsh tone from the beginning.
• Escalate Physically: A sharp slap is your next move. It shows you’re not messing around.
• Demand Inspection: Order her to present her uniform. Then, choose to tear it. This act is a huge fear booster.
• Get Hands-On: Proceed to grope her intimately. The combination of the torn uniform and this violation significantly raises the fear meter.
• The Final Humiliation: Pull out your camera and take a photograph. This often pushes the fear to its maximum level without crossing the line into safe word territory.

I remember my first try with Claire; I was too timid. I gave a light scolding and sent her on her way. My influence gain was pitiful. On the retry, following the steps above, I saw the fear meter hit max, and the reward in Headmaster influence points was massive. It felt like a different game entirely.

The second key moment is Mr. Wilson’s request for “compromising photos.” You’ll have a photo of Priti. Here’s the strategic choice:
* Give him the photo: You get a small, immediate influence reward.
* Refuse and keep it: This is the power play. If you have already had Priti strip for you (which requires its own influence investment), keeping her photo allows you to use it for a MUCH larger influence gain with her later. The short-term gain is rarely worth the long-term loss.

Avoiding Bad Endings: Essential Tips

Ah, The Headmaster bad endings. They lurk around every corner in Chapter 1, usually stemming from two critical failures: letting your school Grades drop too low, or having abysmal Discipline.

Your stats are constantly being evaluated. Neglect your teaching duties (yes, you occasionally have to actually teach a class!), and Grades fall. Fail to punish students appropriately or bungle scenes like Claire’s, and your Discipline plummets. Let either stat hit zero, and it’s game over—you’re fired. 🚫

The Mr. Wilson photo choice is a classic trap for a soft failure. Giving away your leverage for a pittance can stall your progress, making it harder to raise your stats later and leaving you vulnerable.

To visualize the best path, here’s a breakdown of the photo exchange outcomes:

My essential advice? Be proactive, not reactive. Don’t wait for problems to arise.
* Check Your Desk Regularly: Your computer tracks student statuses and main quests.
* Balance Your Actions: After a harsh punishment, consider teaching a class to stabilize Grades.
* Invest in Relationships: Building influence with staff like Miss Potts gives you stability and options.
* Save Often: Before any major decision or punishment scene, create a save file. It lets you experiment with sequences like how to max fear in Headmaster without ruining your entire run.

Mastering The Headmaster Chapter 1 is about understanding that every choice feeds into your stats and influence. It’s a tightrope walk of authority and calculation. By nailing the main quests, executing perfect punishments like Claire’s, and making shrewd strategic choices, you build an unshakable foundation. You’ll enter Chapter 2 swimming in influence, with high stats, and ready to tackle even more complex scenes and power dynamics. The real test of your leadership is just beginning.

From fumbling through your first punishments to commanding total submission across the school, The Headmaster rewards patience and strategy like few games do. You’ve got the walkthroughs for Chapter 1 mastery, tips to skyrocket influence, and warnings to dodge those brutal bad ends—now it’s your turn to play. Dive back in, experiment with choices, and uncover those hidden scenes that make every run unique. What’s your favorite quest so far? Share in the comments, and let’s swap strategies to build the ultimate academy empire together.