I Need the True Ending to Graduate - Chapter 67

“Don’t spit it out. Swallow it, Ruby.”

“Ahhk, I can’t… it’ll break, it’ll break… hhngh…!”

I sobbed and pleaded, but Jeran Ennessy didn’t so much as flinch as he pressed the bead inside me with force.

The tip of the bead nudged its way in, and as the hole stretched to its absolute limit, it slipped inside smoothly.

“Haaah…!”

Jeran Ennessy used his index finger to push the bead deep against my inner walls. The pressure against my sensitive spot made me scratch the sofa’s backrest and twist my waist.

Finally, when his finger pulled out, the beads of varying sizes filled me completely. The one seated deepest seemed to be brushing against my cervix.

As I trembled below, barely enduring the dull wave of pleasure rising up, Jeran Ennessy gave me no chance to rest.

I felt the cool texture of leather brush my clit, then he calmly began to stroke that spot.

“Jeran…?”

A chill ran down my back as I called him. My voice was filled with a mix of fear that he might actually whip my clit, and excitement at the pleasure it might bring.

Jeran Ennessy didn’t answer. Instead, he flipped over the hourglass sitting on the side table next to the sofa.

In the silence, the soft sound of sand trickling down filled the room. It sounded like the very breath of my life slipping away.

Tapping my clit lightly with the whip, Jeran Ennessy said, “Ten minutes. You’re to endure with all the beads inside you until the sand runs out, Ruby. That’s your punishment for today.”

“…!”

Just as I gasped in shock at the command, the whip struck my most sensitive spot.

“Aahhh…!”

The pain was on a completely different level from being struck on the buttocks. It didn’t seem all that forceful, but the impact was so sharp that I couldn’t even scream properly.

Yet my body didn’t let go of the ecstasy that bloomed from pain sharp enough to make my hair stand on end.

Each time Jeran Ennessy whipped my clit, my inner walls twitched with arousal, and the beads inside shifted with a soft clatter, stimulating me further.

Thanks to that, even my screams, which had been full of agony, gradually became laced with pleasure.

“Haaah…! Hhn, aahk… haang, haaah…!”

The waves of ecstasy kept crashing over me, and I felt like I might come at any moment, but I forced myself to endure until the hourglass emptied.

I twisted my waist, writhed atop the narrow sofa, and clenched tightly below.

But the mounting stimulation from the whip was too much to bear.

On top of that, after having my inner walls stirred by the beads for hours, my flesh had become unbearably sensitive. I was in a state where I could feel pleasure just from getting spanked.

So when the whip began stimulating my clit, there was no way I could hold out.

“N-no… no, ah, hng, I’m gonna come, hhh, ahhk…!”

Even though I tried with all my might not to climax, I couldn’t stop what was coming.

The moment the dampened whip struck my clit again, I lost all control and reached my climax.

“…!”

My inner walls clenched so hard it was impossible to tell if it was from pain or pleasure, and my hole fluttered before everything I had been holding in spilled out in an instant, making all my endurance feel meaningless.

The transparent, smooth beads, soaked in my lewd fluids, slipped out through my opening with a slick sound.

At the same time, the liquid that had pooled inside flowed down over my perineum and soaked between my legs.

A beat later, a splash of clear fluid burst out from between my thighs, wetting the sofa again.

“Hnngh, haaah…”

I collapsed in place like a snake shedding its skin. I didn’t even have the strength to hold myself up. All I could do was tremble in the lingering waves of pleasure coursing through my entire body.

I was still floundering in the haze of ecstasy when Jeran Ennessy’s deep sigh suddenly brought me back to my senses.

“Haaah….”

Like soaked cotton, I lay there limp, and only then did I realize I had angered him. With difficulty, I pushed myself upright and glanced in his direction, even though I couldn’t see him.

The hourglass was still running, and I had failed to fulfill the task Jeran Ennessy had assigned me. Rather than properly receiving punishment, I had selfishly enjoyed myself and even expelled everything he’d put inside me.

It was obvious that an unthinkably dreadful punishment awaited me.

I swallowed the saliva pooling in my mouth. My body trembled in fear at what might come next, but strangely, my heart thumped with anticipation.

Torn between those conflicting emotions, I moved to realign my posture. Just then, Jeran Ennessy’s presence suddenly loomed close, and my chin was seized.

“Ugh….”

“Ruby.”

Jeran Ennessy called my name as he pulled my chin toward him. My head tilted all the way back, nearly to the point of snapping.

My neck hurt, but I couldn’t protest. His gaze felt so sharp it made my spine straighten involuntarily.

He stared coldly into the eyes hidden behind my blindfold. Even in the darkness, it felt like I could see the gleam of his piercing green eyes, and the hairs on my neck stood up.

“Didn’t I tell you to hold out until all the sand had fallen from the hourglass?”

“….”

“Not only did you climax during punishment, but you also managed to spit out everything I had put inside. What the hell do you call that?”

“I-I’m sorry….”

“What do you think should be done with a disobedient little cat, hmm? Ruby?”

He cut off my plea coldly and posed the question. It didn’t feel like he was asking for an answer, but rather contemplating how to tame this unruly creature so she would obey his every word.

There was only one thing I could do in this situation. Beg.

“…Hng, I was wrong, Jeran. I was wrong….”

If I could, I would have pressed my palms together and begged with all my heart, but I was still pitifully bound to the sofa’s backrest.

Jeran Ennessy looked silently at my desperate plea. Then, as if he’d finally decided on the punishment to deliver, he released my chin.

The moment I slipped from his grasp, my head dropped like a puppet with its strings cut. In that short time, my stiff neck had already started to throb.

But there was no time to rest. Jeran Ennessy gave a new order.

“Get back into position, Ruby.”

Following his command, I did my best to straighten up and get back into position.

Each time my knees pressed into the sofa, my whole body shook like it was screaming, but thinking this might be my last chance to be forgiven, I moved on instinct.

Once I’d gotten into position again, a short silence followed.

Suddenly, I heard Jeran Ennessy’s footsteps approaching, and then multiple layers of fabric and warm accessories, heated from the room, touched my back. Beyond that, I felt a firm body wrapped in solid muscle.

Jeran Ennessy had draped himself over me.

But the surprises didn’t stop there.

I heard the sound of a zipper being pulled down from somewhere, and then something thick and blunt pressed against my soaked entrance.

“….”

I squeezed my eyes shut in the dark. I already knew what was pressing against me below.

There was no mistaking it. It was a cock.

In other words, Jeran Ennessy was now pressing his thick, fully erect cock against me.

Just from the way it felt down there, I could tell the size was incredible. Compared to the only dildo I’d ever used, it was definitely bigger.

He hadn’t even put it in yet, but its sheer size alone was enough to make me freeze in terror.

However, Jeran Ennessy calmly pressed his body tightly against mine, locking me in his arms so I couldn’t move, and whispered into my ear in a voice that was soft yet chilling.

“From now on, I’m going to put mine inside you.”

“….”

“But you must not come before I do. No matter what happens this time, I won’t go easy on you. I’ll continue your training until you follow my instructions perfectly, Ruby. Do you understand?”

“….”

“If you understand, nod.”

At the cold command that struck through me in a low voice, I held my pounding heart and quietly nodded.

The moment he confirmed my answer, the cock that had been lingering at my entrance thrust in all the way to my cervix in one motion.

“Haahk…!”

The sensation of my inner walls being stretched to their limit hit me like a crashing wave. The excitement that had momentarily cooled surged again, knocking the breath out of me.

It was a completely different kind of pressure than when I’d taken in seven beads. My belly felt so full, I thought I’d split in half. It was like being skewered through the groin by a massive harpoon.

“Hhng, ugh… haaah…!”

I tried to steady my breathing and twisted my hips slowly. I was trying to adjust to the size, but even the slightest movement caused pressure on my sensitive spots, sending sharp pleasure shooting through me.

‘No… this is dangerous….’

It felt so good it scared me. At this rate, I was going to fall apart from the overwhelming pleasure and lose all control.

“It’s too big. Hng, Jeran… It’s too big… Just a moment, wait….”

Clinging to the back of the sofa, I carefully tried to pull him out, but no matter how I pressed my body close against the backrest, the feeling of being skewered didn’t fade.

“Is it painful because mine is too big, Ruby?”

“Yes… my belly’s so full… I feel like I’m going to break.”

“But for all that, your inner walls are gripping me so tightly, begging me to thrust deeper. As if you’ve forgotten you’re being punished.”

Jeran Ennessy whispered right beside my ear, pointing out my shameless reaction, then pressed his body closer against mine. At the same time, the shaft that had withdrawn slightly was pushed back in deeply again.

“Haaah… ngh, haa. Je… ran…!”

“Punishment is supposed to be painful. What I’m giving you right now isn’t a reward, it’s a punishment.”

Then he added, “Don’t forget this, Ruby. This is a punishment, and I won’t stop until you follow every one of my commands.”

The moment the cold warning left his lips, he began to move his hips roughly.