WARNING! This post contains spoilers!
By Chapter Eight you have probably already established some form of relationship with Annie.
This bonus is a fun way to fill some time and push some more boundaries with the Principal's rebellious daughter.
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How to get to the bonus unlock page
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In your office
Unless you play the full Ch8 : Bridgette Gym Bonus, it's likely that you will be in your office at 2:00pm.
Annie will come and visit you. You can turn her away if you are pursuing the Ch8 : Alicia Elevator Bonus, but if you want to continue with Annie then invite her in so she can talk to you.
Annie asks whether you know anything about Miss Goodhead's plans.
You can tell her nothing and keep insisting on telling her nothing, but Annie will eventually leave unhappy.
A better option is to hint that you know something but are reluctant to tell Annie so she has to try and encourage your cooperation.
Annie will offer to make it worth your while if you tell her more and help her mom.
You can use this to your advantage and get Annie to show you parts of her body.
She may also offer sexual favours in return for your assistance.
The more you drag out telling Annie what you know, the more you can get to see and the more she will offer as a reward.
You need to go along with this to get Annie to suggest taking things further. Don't back out and suggest meeting up later. Annie is ready to go right now!
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The scene will progress and you help her undress in the doorway to your office.
After some touching, kissing and spanking, Annie will suggest going somewhere else to continue.
Agreeing with her takes you to the start of the bonus scene.
Note that if you don't play the bonus and stay in the office, Didi will arrive and Annie has to hide behind the door while you talk.
This allows Annie to overhear your plotting against Principal Valentine and she is not happy!
You can still achieve all the main game objectives despite this though.
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This Bonus scene costs 150 credits

The bonus scene takes place in a unused classroom. There is no chance of getting disturbed so you can have as much fun as you want to with Annie.
Replay the scene a few times to find everything.
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Bonus achievements for this scene

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Added 13/08/2023