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Chapter 49
by aika092
What's next?
A reality check
Becky makes everyone a hot drink, while Amy gives a sobbing Penny a cuddle.
Becky was right - it's good that they were there. If they weren't, Penny would be sobbing in solitude... And even worse, who knows whether Maria might have left her tied up, uncomfortable, and unable to even tenderly rub her sore, sore butt.
"Is this really worth it?" Amy asks softly, after the crying has somewhat died down. "Just to get one over on Maria, and a bit of money?"
"It's worth it." Penny growls fiercely. "And there's a sunk cost now. I can't quit after coming this far."
"It's day three." Amy says uneasily. "And you said this was going to continue to escalate."
"I can take it." Penny responds stubbornly. "And anyway, you should focus more on your own predicament. You've got your poker hand tomorrow evening. You could end up next to naked for 10 years. What I'm going through is nothing compared to that."
"I know." Amy says quietly. "But, well, maybe it's slightly less bad after today. We just agreed to a rules variation."
Penny raises an eyebrow, and Amy explains. Becky comes back in with the drinks, and clarifies some minor technical details that Amy got slightly wrong. Penny frowns throughout.
"It really doesn't feel like either of you thought this through long enough before signing this thing." Penny says, after the women have finished explaining. "I feel like you two are lambs being led to the slaughter."
"What? This is a good thing. I'll be able to wear sleeves. And pockets. And becky will be able to much better manage her condom contract." Amy responds, confidently.
"An AI that has been trained on perversion and humiliation is going to get to decide every little bit of your outfit six days a week, and you feel good about this?!" Penny replies in disbelief. "Are you sure you fully understand what that's going to look like?!"
"At least the clothes will be free..." Amy replies weakly.
"It's the best of a bad situation." Becky states stubbornly.
"If you say so." Penny replies, unconvinced.
"Also, you forget, I'm not going to get naked, I'm going to win a fuckton of cash." Amy forces herself to sound confident.
"Signed up for the Queen of Diamonds, then?" Penny asks in a knowing tone.
"...No. I can't. I've told you. That would be even worse than the nudity." Amy replies. But she doesn't sound convinced, and she isn't.
The queen of diamonds contractually obliges her to earn money via prostitution for the rest of her time at the academy. Lots of money. There's just no way she can commit to that. She'd spend more time selling her holes for cash than she would studying, AND she wouldn't even see any of the money - it would all go to the contract's custodian.
"Sign up for the sex work, and you have extremely high chances of getting all the money. Don't sign up for the sex work, and you have extremely high chances of losing all the clothing, especially considering what we know about what the other players have almost certainly chosen." Penny says flatly. "That's your choice, and you now have barely 24 hours to make it."
Amy sits there glumly now, as Penny keeps talking.
"You are here because you feel sorry for me, but my bruised butt is nothing. I feel sorry for you. You're stuck between a rock and a hard place, hoping to rely on dumb luck to pull you out of it. Dumb luck cannot be relied on. And you're about to learn that the hard way."
"Amy, she's right." Becky offers gently. "I know you're tired of hearing it from me, but she's really right. Fucking guys in private for 3 years is so much better than being naked for a decade. And don't forget the reason we signed up in the first place - to win that money and do something really important with it."
"I'll... I'll think about it." Amy says weakly. "I think I need to be alone for a bit now. It's nice having some company sometimes, but right now..."
"No problem." Penny quickly interjects. "I get it. I wish you the best of luck, whatever decision you make. And I'll be in the audience tomorrow of course, unless Maria has be locked in a cupboard somewhere."
The women hug, and Amy leaves. She returns to her dorm, and delicately removes her clothes, and eases out the secret black butt plug that her sphincter has been clenching down on for the last several hours.
Next, she removes the 'I <3 BBC' anklet she's been discreetly wearing around campus today. Nobody noticed it today... She thinks.
I can't believe all the stuff I am contracted to do already! My poor butthole! At least nobody noticed... Right? But still... There's no way I can bring myself to sign yet ANOTHER contract already, is there?!
She spends the next hour ruminating. Maybe she really should take the queen of diamonds offer? But then again... No way... Surely no way... But... Maybe she really should?
"Blowjob delivery service!" Amy chirps out politely in front of her supervisor.
It's an hour later, and Amy is in her uniform, performing her scheduled degrading blowjob.
No way. She thinks to herself as she gently gags on his bulbhous cockhead. This is awful enough, once a day. And the Queen of Spades thing will be getting me in enough extra intimate sitautions on top of that. I can't add any more contracted sex to my schedule. That's just insane.
But then she's walking back to her dorm, with the used condom dangling from her microshorts, turning bright red at all the amazed and judging looks she's getting. So humiliating... And imagining doing this while nearly naked every day... Going to class nearly naked every day... No way! Just no way, right?! I can't do that!
Amy unsurprisingly struggles to sleep that night. She just lies in bed, the impossible dilemma stuck on loop in her head.
Eventually she drifts off, and in her dreams, she's completely naked, and repeatedly **** to sell her body to older men for cash. The men are all unpleasant to look upon, have huge cocks, and ejaculate huge quantites of thick, bitter spunk.
What's next?
High Stakes Strip Poker
Law students gambling with sex contracts, and risking a decade of enforced nudity
In the near future, a law college runs a game of strip poker where the women who lose their outfits, bras or panties are contractually obliged to never wear those items again until they turn 30! Furthermore, the contracts they have to sign to earn the poker cards they want to use in the game will make their law college experience very X-rated and extremely humiliating.
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Updated on Jun 18, 2025
by aika092
Created on Aug 7, 2024
by aika092
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