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Chapter 227 by saktongmanyak saktongmanyak

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Class Troublemaker

“MR. CRAIG!?” Riley shouts as she recognizes you the moment you took her blindfold off.

You’ve got to be fucking kidding me.

How small is this fucking city?

Punish me, Mr. Craig!’ Riley’s voice echoes in your head.

Riley… Riley… Riley…’ you scan your brain, trying to recall her last name; and it doesn’t take long for you to remember your shared history with Riley.


Five years ago…

“Riley! Riley! Riley!” Your class suddenly chants.

It’s almost the end of the school year, and you’re wrapping up your last English class before the students take their year-end standardized exams, before finally graduating high school.

“What do you have up your sleeve now, Ms. Vanderhoff?” You ask her directly, and she just gives you that mischievous smile she always gives before interrupting the flow of your class with her behavior.

The chants of her name grow louder, until they finally get your eighteen year old troublemaking student, Riley Vanderhoff, to stand up, get on top of her chair, and finally on top of her desk. You’ve watched an episode of Community where this does not end well, so you immediately ask her to get down from her seat.

“Ms. Vanderhoff, please get down from there.” You instruct her, unamused at her latest attempt at getting your attention it seems. That being said, she did wait for the end of the class to do it this time; and the rest of the class seem to be in on it, so a part of you is curious as to what it is they have planned. You are not unfamiliar with the ‘senior prank’ tradition, so you assume this is their attempt at one.

“O Captain! My Captain! Our fearful trip is done,” Riley suddenly recites, even going the extra mile as doing hand gestures to accentuate her delivery. “The ship has weather’d every rack, the prize we sought is won,” Riley continues, and you find yourself leaning back on your desk and crossing your arms, seeing how much of the poem she has memorized for this ‘prank’. You definitely assume she got roped into this, since this is definitely a reference made by the class to the time you had a ‘film viewing’ of Dead Poets Society.

It doesn’t actually surprise you that Riley would be able to memorize the entirety of Walt Whitman’s ‘O Captain! My Captain!’ as she’s always been a capable student. What does surprise you, is that she hasn’t really done anything offensive — like unbuttoning her blouse to reveal her cleavage, or spreading her legs to show you her panties to distract you from teaching, or using her phone and chewing her bubble gum loudly to **** you into a discussion that will lead you to kicking her out of class — yet

And it’s gone.

“But O heart!” Riley recites, before sultrily swaying her hip to her left. “Heart!” She then swings her hip to the right. “Heart!”, she swings it back to the left. All the while, bending her knees ever so slightly as she does.

“O the bleeding drops of red,” Riley continues, her knees fully bent now; “Where on the deck my Captain lies,” She adds, before parting her knees to give you a full view of her panties, finally calling you to action.

That’s definitely crossing some line.

“Okay! That’s not how you should be reciting that! That’s enough, Ms. Vanderhoff. Thank you!” You say as you walk towards her to try and help her down her desk. You say it with a laugh as well, trying to still remain good natured to the intentions of the class. However, Riley doesn’t stop and continues to recite from on top of her desk, having stood up again.

“O, Captain! My Captain! Rise up and hear the bells!” Riley continues to recite as she goes back to swaying her hips, now adding the extra action of raising her hands seductively.

“Ms. Vanderhoff! Get down from your desk!” You shout as authoritative as you can, now right in front of her and looking up at her.

“Rise up—for you the flag is flung—for you the bugle trills…” Riley continues to recite. She becomes a little more daring and starts unbuttoning her blouse.

That’s definitely another fucking line.

“ENOUGH!” You finally shout in frustration, getting everyone to stop chanting and Riley to stop what she’s doing. “Principal O'Shaughnessy’s Office! Now!” You shout at her, getting a chorus of boos from your male students.

“It was just a prank!” Riley shouts, as she steps down from her desk.

“This is not the first time you’ve disrupted class, Ms. Vanderhoff. Outside. Go.” You tell her authoritatively.

“Mr. Craig, it’s just one of our senior pranks before we graduate.” One of the boys starts to explain.

“Yeah, Mr. Craig. We thought you’d like it.” Another student chimes in support.

“I memorized that stupid poem from Dead Poets Society for this shit.” Riley points out.

“Language.” You uncontrollably blurt out. “Anyway, I don’t see how any of you thought getting your classmate to flash me her panties and trying to unbutton her shirt constitutes as an acceptable prank—” You start to tell your class, before you get interrupted by another student.

“We didn’t tell her to do that, Mr. Craig! That was all her!” A student argues.

“You fuckers told me to dance ‘sexy’! That shit was implied!” Riley argues with her classmate.

“Ms. Halliwell!” You grab the attention of one of your more favored students. Paige flinches in surprise, before asking why you grabbed her attention.

“Can you please accompany Ms. Vanderhoff to the principal’s office so we’re sure she gets there this time?” You instruct Paige, who is hesitant to follow your instructions, before you give her a stern look to convey how serious you are.

“You fuckers owe me!” Riley shouts, as Paige grabs her by the arm.

“Ms. Vanderhoff!” You shout in reprimand.

“It’s not worth it, Ry.” You hear Paige whisper to nudge her to leave the room, whispering one more thing just as they pass you…

“I told you it wouldn’t work the way you thought it would.”


Back at the present…

You sound a lot like this teacher I had back in high school that I had a huge crush on.’ You recall Riley’s words just earlier, before connecting it to another memory, ‘I had a classmate who had a crush on you back when you subbed for us.’ You also recall Paige’s words from a few days ago.

“You’re Paige’s classmate.” You mutter to Riley.

“Paige?” Riley reacts with some confusion. “You mean Paige Halliwell?” Riley asks, and you give her a nod as a response. “You remember Paige Halliwell?” Riley’s reaction turns from confusion to laughter. “~Of course you do.” Riley adds teasingly, before she gestures with her hands like she’s carrying melons over her breasts, getting an understanding ‘Oh~’ from Erica.

“No! No. No.” You adamantly deny the implication. “She was my daughter’s volleyball captain, and I just met her again recently. That’s why I mentioned Paige.” You explain, getting a doubtful look from Riley.

“She was your pet too, wasn’t she? God, I was so jealous of her when you started subbing for us.” Riley counterpoints, confirming that she really is probably the one Paige mentioned a few days ago.

“Oh! She’s Becca’s new assistant too!” You recall in excitement, sounding like that information is some sort of checkmate and Riley has to believe you that you didn’t keep in touch with Paige after all these years.

“I heard someone shout your name. What’s going on?” Viv asks from the bathroom doorway, seemingly getting out mid-shower to ask. You uncontrollably check her out in all her wet naked glory and let out a wolf whistle. Viv just gives you a playful wink for the compliment.

“You didn’t tell us my former high school teacher was going to dom us!” Riley shouts towards Viv with a laugh, and Viv looks at you, and you nod to confirm that Riley’s statement is true.

“Still a very current crush too from the sound of it.” Erica teases her.

“It’s a flashback crush! I haven’t thought of him since I heard his voice again, okay?” Riley says defensively.

“He kinda resembles that Communications professor we had though. Professor Albright? Didn’t you have a crush on him too?” Erica then asks her.

“Shut up! I don’t have a type!” Riley tells Erica, getting Erica to let out a burst of laughter.

“Oh~, she has a fetish for teachers? We can use that.” Viv comments.

“You just found out she was my former student and that’s what you focus on?” You ask Viv.

“What? You’re not backing out now, are you? Especially after finding out she already has a crush on you?” Viv points out, bulging her eyes suggestively.

You know what she means. It probably makes it easier to get her Lust Score up if that’s the case.

“I didn’t say I was chickening out. It just feels weird that she’s my former student.” You explain.

“That weird feeling is the taboo of it, Daddy. Embrace it. Trust me. It’ll make domming Whorelei that much better.” Erica tells you.

“Punish me, Daddy. Punish me for wanting you even though it’s so~ wrong.” Riley seductively teases you, biting her lower lip to entice you further.

“See. The slut’s even into it. Don’t think about it too much.” Viv advises you, and the same things you told yourself earlier today with Courtney pops up again.

Everybody’s okay with this.

No one’s getting hurt.

Just think with your dick.

How many fucking times do you have to have this conversation with yourself?

“Right. You’re right. I’m just overthinking this whole situation again. You’ve graduated. I’m no longer a teacher. This whole situation isn’t leaving this room. I’m good. We’re doing this.” You assure all of them. “Finish your shower, V. We’ll start once you’re done.” You tell her commandingly, getting a proud smile from her.

“Yes, Mr. Craig. Anything to avoid detention.” Viv replies with a teasing wink and smile, before going back to the bathroom to continue her shower.

“Since we’re doing this, we might as well do it right.” You say with a chuckle, massaging the bridge of your nose to try and calm yourself before you overthink this again.

“You two can stop calling me, Daddy.” You tell Erica and Riley. “I’m Mr. Craig for the night.” You add, getting an excited smile from Riley.

“Oh! If we’re going to play on that teaching thing.” Erica chimes in, before an excited smile appears on her lips,

“I have an idea.”

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