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Chapter 5
by Tangled_Tales
What's next?
Refuse the envelope and ask to quit the challenge
Your hands tighten around the envelope, but you don’t open it.
“I’ve changed my mind,” you say quietly. “I don’t want to do this anymore. The panties were bad enough—I’m not playing this game.”
Emma’s expression shifts instantly. Not angry—just cold.
“Oh, honey,” she says with a sigh, “I was really hoping you'd cooperate.”
The prefect steps forward, looking annoyed now. “Do you think this is optional?”
The muscular girl smirks. “Yeah. That’s not how Crestwood works.”
Emma picks up her phone and casually taps a few buttons. Your blood runs cold when you see her screen: multiple photos. You in the panties. You changing. You looking nervous and helpless.
“These don’t have to leave this room,” she says lightly. “But if you really want to walk away from the obedience program… they might ‘accidentally’ make their way onto the student group chat.”
You stare in horror. “That’s ****.”
Emma just smiles. “No, sweetie. That’s Crestwood.”
She leans in close, brushing a strand of hair behind your ear. “Now, let’s try again, shall we? Open your envelope.”
She sets the original Phase One envelope back into your hands, firmer this time. You’ve just learned an important lesson: no one quits the program.
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Trials of Crestwood Academy
A slow feminization story
You, a shy and introverted boy, have just arrived at Crestwood Academy, and already you can feel the eyes of everyone on you. The assertive girls, and even some of the boys, are eager to remind you that you are an outsider in this otherwise well-established school culture. Will you manage to survive the year, or will you be subjected to public humiliation at every turn?
- Tags
- QOS, Interracial, BBC, Chastity cage, Buttplug, Sissy, Feminization, Crossdressing, Submission, Female Domination, Images, Panties, Pacifier, Diaper
Updated on Jun 4, 2025
by Tangled_Tales
Created on Apr 22, 2025
by Tangled_Tales
You can customize this story. Simply enter the following details about the main characters.
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