The Whipping Maid of House Calley - Chapter 55

“Answer me, Sheila.”

With not even a hair out of place, Cedric pressed Sheila for an answer.

“I’m giving you a chance to choose. Whether you’ll take the rest with the paddle, or take it with a cock.”

His voice, offering Sheila two choices, was overly kind.

That voice, which only made her uneasy, made Sheila hesitate.

Even though the answer was already decided….

Today, Judith got more than thirty problems wrong again.

There was no way Sheila, who couldn’t endure even ten strikes, let alone twenty, could withstand more than thirty strokes.

“C-c… c-cock.”

Sheila squeezed her eyes shut and barely gave her answer.

Since she hadn’t even entered the punishment room yet, it was even harder to put the word in her mouth.

That it was possible to do even crazier things than this in the punishment room was surely due in part to the atmosphere there, which felt like another world.

“Any cock?” he asked, raising his handsome eyebrows.

A reply had finally come out of the maid’s mouth, but to Cedric it was only a half-answer.

“You need to say exactly whose cock you want to take it with.”

‘Ha…, what a pervert…!’

But the curse in Sheila’s mind soon turned into resignation.

‘Fine. It’s not like my mouth will rot just because I say it…. I’ll say it fast and get it over with.’

She hadn’t even entered that room yet, so wasting time here was a loss.

“With Young Count Cedric’s cock… on Sheila’s pussy.”

When Sheila went a step further and gave a perfect answer, only then did Cedric rise from the seat where he’d been teaching Judith.

And, as Sheila knew, they headed to the punishment room to spend a full three hours.

The thirty-four problems Judith got wrong were exactly the number Cedric intended.

From the start, he had been adjusting the difficulty of the questions to match the number he wanted. It wasn’t hard.

Even if Judith got more right than expected in the first and second lessons, he could just naturally add a few more questions in the third.

Because Cedric always adjusted the number she got wrong so cleverly, even Judith herself didn’t realize her skills had improved.

So it was only natural that a maid who only checked the number wrong wouldn’t have any particular suspicions.

Besides, even if her skills improved, Judith still had a long way to go. That was because Judith was lacking in both knowledge and common sense.

Even though he’d adjusted it so she got a little more wrong than usual, Cedric stubbornly forced Sheila to choose, until the answer he wanted burst out of Sheila’s mouth.

“Sheila.”

“Yes, Master.”

At Cedric’s call, Sheila stopped and answered.

“Why did you come into this room with me?”

At the sudden question, Sheila made a flustered expression. No, maybe dumbfounded would be more accurate.

In any case, since Sheila couldn’t answer, Cedric answered for her.

“What are you hesitating over? You came in to do perverted things with me.”

He asked and answered himself.

At Cedric’s blunt remark, Sheila’s mouth fell open.

“If you came in saying you’d do perverted things with me, that makes you a pervert too.”

Huh…?

“Answer me, Sheila. Right, or not?”

“…Right.”

Fine, I’ll just say it is.

“That’s all I needed to know.”

Cedric shamelessly replied after forcibly getting an answer.

And the perverted thing he’d prepared this time was something Sheila hadn’t expected.

***

“Mmng, mm!”

Sheila’s muffled moans rang out through the spacious torture room, no, the punishment room.

‘A gag this time?’

With a gag in her mouth, the only things Sheila wore as she stood naked were a collar and the cords binding her wrists.

“Do it properly, Sheila. You’ve done it a lot.”

In a calm voice, Cedric made an unreasonable demand.

‘This is the first time I’ve done it alone like this……?’

The reason Sheila couldn’t say anything at all was because the gag wasn’t an ordinary strap.

The gag Cedric had put on her was a round ball. A ball with straps attached on both sides.

With a ball filling her mouth, she naturally couldn’t utter even the simplest words.

On top of that, saliva she couldn’t swallow dripped out in streams.

In that state, seated on the table, Sheila was masturbating with her own hands.

It was because he’d ordered her to roll the small nub he’d stimulated with various toys herself until she came.

From the start, she had no right to refuse his orders here. And trying to tough it out with a screw-you attitude wasn’t an option when there was still so much time left.

Left with no choice, Sheila knelt and spread her legs. Then she cautiously brought her bound hands forward to that place.

‘Ha… doing something I didn’t even do by myself….’

Doing it in front of someone else, and on top of that in front of Cedric, felt like death.

There wasn’t any special reason she hadn’t done it alone before. Other than always working until she passed out from exhaustion, leaving no time to explore her own body.

So until Cedric touched her, Sheila lived without even knowing her body had such a sensitive spot.

At Sheila’s awkward movements, Cedric spoke with an indifferent expression, “Today’s punishment should end here. If we keep going like this, it’ll just be a waste of time.”

Sheila’s hands froze.

‘He’s not the kind of person to just end it like this. Then what is he planning to do with the remaining time?’

As if reading Sheila’s thoughts, made obvious by the fact she couldn’t speak with the ball gag, Cedric continued, “To be fair, we’ll carry the remaining time over to tomorrow. If you still can’t manage it tomorrow, we’ll carry it over to the next day too.”

As soon as Cedric finished speaking, Sheila’s hands began moving busily, her eyes full of grievance.

‘Tomorrow…? I should just finish it here. What kind of ridiculous…! Huh….’

Spurred on by stubbornness, Sheila actively rolled the nub, and even in such an embarrassing and absurd situation, her body responded faithfully.

Unable to find anywhere to put her eyes, Sheila struggled for a moment before tightly shutting them.

Step.

Cedric, who had been watching from a few paces away, approached and grabbed Sheila’s collar.

“Hup.”

“Open your eyes.”

At his short command, Sheila opened her eyes immediately.

Damnable maid instincts….

The moment she opened her eyes, what she saw was his handsome face.

The arrogant gaze looking down on her as he held her collar, the sharp and refined bridge of his nose, the beautifully curved lips all filled Sheila’s vision.

And beneath Sheila, facing that face, slick wetness flowed out.

“Uhhp!”

Sheila’s hands moved faster. Along with that, her arousal climbed steadily.

Before long, making eye contact with Cedric as he held her collar, Sheila climaxed.

“Mmng!”

Watching Sheila come, Cedric couldn’t hold back and grabbed the back of her head.

“Ha…, fuck….”

Cedric spat out a curse whose meaning was unclear.

Feeling the sharp pain in her scalp, Sheila was driven to an even stronger climax.

Pleasure, humiliation, and pain mixed together, and a single tear slid down from Sheila’s eye.

Cedric released her hair and stroked her tingling scalp as he said, “Good job.”

When he loosened the strap of the ball gag connected behind her head and removed the ball, the saliva pooled in Sheila’s mouth spilled out.

“You still drip well.”

Speaking as if she was hopeless, Cedric took a handkerchief out of his trouser pocket. Then he wiped away the saliva running from the corner of her mouth.

“How was it, Sheila?”

Cedric gently asked how it felt to masturbate in front of him.

Embarrassment? Shame? Humiliation?

All sorts of feelings stormed through Sheila’s head. But from everything she’d experienced so far, there was only one answer she was supposed to give.

“It felt… good,” Sheila replied, panting. She couldn’t ask whether there was something like a coffin left here.

After finishing something so shameful in front of him, Sheila thought it might be fine to close her eyes forever at this point.

At that moment, Cedric’s finger slid straight into the gap between Sheila’s spread legs.

“Hah!”

Sheila’s body arched back helplessly. It was fortunate he was supporting her back.

Looking at the woman leaning against his arm, Cedric said, “Judging by how you’re dripping, you weren’t lying.”

Cedric deliberately thrust into her pussy so that the wet, squelching sounds would be loud. Not only that, he bent his long finger and stimulated the sensitive spot on her inner wall.

Sheila’s inner walls, having just come by her own hand, were extremely sensitive.

“Hah, ah!”

Unable to hold back her voice, Sheila twisted her body in his arms.

She tried to push him away with her tightly bound hands, but it only made his touch more relentless.

The obscene splashing sounds, the continuous stimulation, the firm arm supporting her back, the handsome face filling her vision, and his breath felt so close, and Sheila ended up coming once more.

“Ahh! Aah!”

The hole gripping his finger tightened completely. Inside her spasming hole, Cedric held on without pulling his finger out.

When Sheila finally went limp in his arms, only then did Cedric pull his finger out and hold it up in front of her panting eyes.

When he spread his fingers, a thin string stretched long.

“Look. Your pussy juice.”

Feeling the lingering afterglow of her climax, Sheila forced her reddened eyes to stare at Cedric’s finger. Seeing the lewd fluid connecting his two long fingers, another flood burst out below.

Getting aroused by a sexual sight was as natural as drooling at the sight of someone squeezing a sour lemon.

Sheila knew that much now. But she didn’t know how to take what he did next.

Without thinking anything through, Sheila sucked the fingers that had entered her mouth.

The same fingers that had just stirred her up below.

Since the second time she’d done it with him, after she’d sucked the cock that had been inside her, this kind of thing had already happened many times.

So sucking fingers stained with her own fluids was nothing now.

“You suck well.”

He praised her. Then he asked, “Is it delicious?”

“Yes… Master. It’s delicious.”

She’d also gotten much better at giving answers that suited the perverted master’s tastes.

It was true that anything was hardest the first time. Now she could even say worse things here without trouble.

The problem was that when she went along with his rhythm like this, she got aroused too, and being praised by her perverted master started to feel pleasant.

‘At this rate, even normal me will turn into a pervert.’

She was starting to feel a sense of crisis, but realizing it didn’t change anything she could do.

There was only about a month and a half left on the contract anyway. She just had to endure it like this.

While Sheila worried about herself and thought about how much time was left on the contract, he suddenly yanked hard on the collar.

Cedric brought his face close while locking eyes with her.

‘Is he… trying to kiss me?’