Chapter 2958: Second Squeeze *

Wrapped within Ryouko-san’s soft embrace, I felt the world outside the Guidance Counseling Room cease to exist. Even the mischievous teacher having a feast on my earlobe and binding me tightly could only provide supplementary sensation. With the intoxicating sensation of my cock sliding between Ryouko-san’s heavy, warm mounds of flesh, my attention was entirely focused on her.

Ryouko-san didn’t stop at a simple squeeze. She began to move her chest, sliding my length up and down against her skin. Every slide felt like a warm caress, the weight of her breasts pressing into me with a comforting yet demanding intensity.

Looking up at me to check my expression, her eyes became hazy with desire and a small, knowing smile played on her lips.

"Ruki-kun... Does it feel good?" She asked, her voice trailing off into a breathy sigh.

The question was a distraction I couldn’t afford, yet it only served to heighten the tension. I tried to speak, but Orimura-sensei chose that exact moment to bite my earlobe again, a sharp, playful nip that made me gasp. The sudden intake of air only made me more aware of the friction against my skin. Ryouko-san’s breasts were like warm velvet, and as she accelerated the pace, the sliding sensation became an all-consuming rhythm that drowned out the sounds of the school day.

Orimura-sensei sneered as she held me tighter. "Tsk. Look at him, Ryouko. Completely defeated by a little bit of attention. Where did all that confidence go, huh?"

"Confidence? Who said anything about confidence?" I inwardly shook my head as I replied. This woman is getting back at me for always taking control when we were together. "Sensei, isn’t this just a very thorough disciplinary session?"

Ryouko-san chuckled softly before glaring at me. "Alright, Ruki-kun. It seems this isn’t enough yet. You can still argue with Sanae."

As soon as she said that, she lowered her head at the same time as her breasts slid further down my length, capturing the head and a fourth of my cock in her mouth. The transition from the soft, broad pressure of her chest to the wet suction of her mouth was an absolute shock to my system. I hissed at the pleasure and my hips, despite being bound by Orimura-sensei, tried to surge forward.

The dual sensation was simply too much to process. Then, while Ryouko-san worked on me with a focused intensity, Orimura-sensei turned my head, taking my lips in a deep, commanding kiss.

It felt as though I were being pulled in two different directions, my consciousness splitting between the heat of Ryouko-san’s breast and mouth as well as the authoritative affection of Orimura-sensei’s kiss.

Like this, I once again surrendered to them, savoring this moment. Not like I had any other choice.

In any case, I also didn’t just passively take it. The kiss gradually shifted from one of submission to one of reciprocity, which Orimura-sensei unconsciously accepted. After all, she was always like this. Her strong front would always melt halfway through.

Meanwhile, my hips started cooperating with Ryouko-san. Instead of actively moving her bountiful pair that kept my cock snug, she simply held them from the sides while I thrust my pelvis forward. With her mouth keeping at least the head of my length captured, every forward motion felt like a plunge into a warm, wet sanctuary.

In less than five minutes, I was once again on the verge of another eruption.

The two women noticed it as my body trembled involuntarily. Orimura-sensei pulled her head back just an inch, her eyes shimmering with a mix of triumph and desire. And Ryouko-san doubled her efforts, her mouth and chest cooperating as she sucked and squeezed with a rhythmic intensity that pushed me over the edge.

"Now, Ruki-kun," Ryouko-san whispered before clasping her mouth tightly and holding my cock in place.

"Shameless brat, be a good boy and give it to her. I’m still waiting for my turn to discipline you." Orimura-sensei also whispered, her voice filled with a playful sort of greed as her hold on me tightened while biting my lower lip.

With the combined effect of their sweet and salty demands, the last of my restraint vanished. I let out a muffled groan as the tip of my cock erupted like a rekindled flame, shooting a thick, hot stream of my essence deep into Ryouko-san’s waiting mouth.

She hummed as she received everything, her cheeks puffing slightly from the volume. With an audible swallow, Ryouko-san pulled away slowly with a wet pop as a thread of white connected her lips to my cock for a brief second. She looked utterly content, her expression softening into that maternal yet sultry gaze that made my heart flutter.

When she met my gaze again, her beautiful and satisfied smile blossomed. She leaned in to lick the remaining traces on my cock, cleaning it with a gentle sweep of her tongue that made me groan from pleasure.

Before I could say anything, Ryouko-san fixed her sports bra and shirt, then zipped up her track jacket. Following that, she stood up, cupped my cheek and dropped a peck on my lips before joining Shio outside and leaving me alone with Orimura-sensei.

Right. No matter how I think of it, they did plan this, right? I wonder who proposed this kind of arrangement? Shio? Or Orimura-sensei?

No. Ryouko-san must’ve brought it up but knowing she wouldn’t be able to punish me by herself, she brought the other two in.

On one hand, Shio, being someone who could come and stay at our house if she wanted to, didn’t mind going first to pave the way for Ryouko-san. On the other hand, Orimura-sensei clearly took advantage of the fact that Ryouko-san would still not choose this situation for us to cross the final line.

Hence, this final boss got this privilege to have me all to herself while I would’ve been slightly weakened by the consecutive releases.

While my thoughts swirled around that, my body which had just squeezed for the second time, was still reeling from the sensation.

Do I feel weak? Probably not. I mean, Fuyu also squeezed one out before coming here and although Marika didn’t succeed in trying to do something during our bus ride, she still managed to get my blood pumping. She demanded stealthy kisses and had my hand caress her smooth thighs for over thirty minutes.

That’s why when this punishment was brought up, it didn’t take long for Shio and Ryouko-san to get me going.

Now, despite the slight weakening, I’m still confident in taking down this final boss.

Orimura-sensei didn’t move from her position on the table but her hold on me loosened, allowing me to turn around and face her.

Pressing my hands on either side of her, I smiled at Orimura-sensei.

Her lips curved into a sneer before her arms dropped on my shoulder and her legs tightened around me again.

"I really hate that smug look on your face, shameless brat."

"You mean you love it? Don’t worry, I know it, sensei." I shamelessly replied, matching that sneer with a look of pure confidence.

Orimura-sensei clicked her tongue before pressing her forehead against mine. "Shut up... don’t forget, you’re being disciplined. No talking back. Use that shameless thing of yours to apologize for being late."

Her eyes drifted down my cock. Although it had already softened slightly, just inhaling her fragrance alone was enough to bring it back to full attention.

"I will. But sensei, I need to catch my breath, you know? Otherwise... how can I satisfy you?" I teased as I pressed forward and pulled her closer to the edge of the table, letting my cock rest against her crotch.

Unlike Ryouko-san, who was still in her tracksuit, Orimura-sensei was actually wearing office attire -- a white blouse and a pencil skirt with a slit on the side. And with her current position, that skirt had long been pushed up, revealing a pair of black stockings that gave her image an additional layer of mature charm.

If I could tear them open later, wouldn’t that be more exciting? However, if I did that, this woman would definitely bite me to death.

Ah. The struggle.

"Stop making excuses. You’re shameless enough to lay a hand on your teachers, so you can certainly handle a little breathlessness," Orimura-sensei retorted as she gave my lip another bite.

Although she tried her best to sound stern, her actions were enough to show how much she was craving this.

Instead of answering, I put on a meaningful smile as I bit back. Then it turned to pecks and eventually to a deep, greedy kiss that mirrored her own. Orimura-sensei let out a muffled sound of surprise, yet her arms simply crossed behind me. Then, it didn’t take long for her hand to press the back of my head, guiding my movements to her exact liking.

While we were locked in that heated exchange, my hand found the slit in her pencil skirt. I slid my palm upward, feeling the smooth glide of her stockings against the warmth of her thigh.

Slowly but surely, instead of appearing like a disciplinary session, we fell into a passionate rhythm. Her hips began shaking slightly, letting my cock rub against her sacred place.

At the same time, our lips separated and I began my journey down to her neck while taking down the buttons of her blouse one by one.