Chapter 68 - Chapter 64

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Problem.

Can I take two middle school girls and check into a love hotel?

Answer.

Yes.

Because Anzu-chan was acquainted with the hotel staff.

"Oh, Anzu-chan! Long time no see. Did you break up with that boy from last time?"

"No, we're still together. Today's just a bit of business—I'm here to have sex with this guy."

The person at the front desk had an ambiguous, almost eerie aura—I couldn't tell if they were an uncle or an aunt.

The fact that they knew Anzu-chan meant she'd been using this hotel for a while. Middle schoolers these days are something else.

"Huh. You look like your average late-20s salaryman."

Exhaling a puff of smoke, the hotel employee stared intently at me. Then they noticed Ayaka-chan, the other middle schooler, and their eyes widened.

"Well, a lolicon fetish is part of the Japanese male psyche, I suppose. Fine, I'll cut you a deal—two middle schoolers for the price of one adult."

I had no idea love hotels even had a "three-person rate," but I guess the world is full of people with all kinds of kinks. Catering to those needs must be part of the job in this line of work.

"By the way, Anzu-chan, have you thought about that underground video offer? You'd be a total star."

Without changing their expression, the employee dropped that bombshell. Were they seriously trying to recruit Anzu-chan into the adult industry?

"No way. I have a boyfriend. Plus, if I knew people were watching, I wouldn't be able to enjoy sex honestly."

Anzu-chan dismissed the offer purely on personal principles, completely ignoring the illegality of underground videos. Though, if one of hers ever hit the market, I'd probably buy it in a heartbeat.

"What a shame. At least let me film you two going at it."

Ayaka-chan shuddered under the ambiguous employee's scrutinizing gaze. The thought of being watched by someone like that must've been terrifying for a middle school girl.

As for me, well, my hardcore sex video with Anna-chan had already been leaked worldwide, so it wasn't exactly new territory.

"Come on. Room 3◯2—you've already got cameras set up, don't you? Behind the TV and inside the vent."

"Oh? You noticed?"

The employee's widened eyes sent a chill down my spine. They really had cameras installed?

"How many years do you think I've been coming here?"

Anzu-chan kept her smile intact, unfazed even by this shady employee. A true Yamato Nadeshiko never loses her composure.

"About five years, right? Since fourth grade? Still sleeping with that lolicon teacher?"

A middle schooler who'd been frequenting love hotels since elementary school—what kind of life was that?

I remembered Anzu-chan had lost her virginity to her homeroom teacher back then. That teacher must've brought her here too.

"We barely talk anymore. Maybe once every three months. And he's got a wife and kids, so..."

What a scumbag, preying on a middle schooler despite having a family. But I wasn't about to judge—I wasn't much better. Anzu-chan probably kept seeing him because she wanted to. Still, I couldn't help but pity her current boyfriend.

"Just make sure the cameras are off. I don't need another video of me titled 'Shocking Fourth-Grader's Compensated Dating Exposed' circulating online. And it wasn't even compensated dating!"

Wait, so Anzu-chan had already debuted in an underground video? I'd have to search that phrase later.

"That video was pretty popular, you know. Lots of demand for a sequel."

Ah, so the test footage had done well, and now they wanted a proper video. If they ever released one, I'd have to ask the employee to let me know.

"Have some shame! I was in fourth grade—my boobs and pussy were all over the internet! Think about how I felt!"

The whole thing was insane, but Anzu-chan didn't seem genuinely upset. If she were, she wouldn't still be a regular here. Maybe a video release wasn't entirely off the table.

"No filming during sex! Let's go, Ayaka-chan, Kasahara-san!"

Bright red, Anzu-chan grabbed my and Ayaka-chan's arms. I'll ignore the fact that her bouncy, voluptuous chest was pressed against my arm for now.

This was the real deal—explosive breasts on a whole other level compared to Ayaka or Anna-chan.

◆◇◆◇◆

"...An, are you really doing it with him?"

"Yeah. That's the plan."

From the bathroom, the voices of the two girls and the sound of running water reached me.

Ayaka-chan and Anzu-chan.

As soon as we entered the room, they'd hopped into the shower. From the outside, they looked eager, but in reality, Ayaka-chan had dragged Anzu-chan in under the guise of a "strategy meeting."

Honestly, Ayaka-chan was just swept up in the moment—she didn't seem mentally prepared to lose her virginity to me.

And I got it.

For a normal girl, crossing that line with a guy who wasn't even her boyfriend would be daunting.

"It's fine. He doesn't seem like the hardcore S&M type. He'll be gentle with you."

Anzu-chan, on the other hand, was a pro.

This wasn't her first time in a love hotel with an older man.

With that body in middle school, it was no surprise adults couldn't leave her alone.

"...Then I'll go first. You can watch, and if it seems okay, you can join in."

Like an older sister soothing her younger sibling, Anzu-chan calmed Ayaka-chan down. The words "let's have a threesome with an older man" somehow sounded wise coming from her.

"...Okay. I'll watch."

Eventually, the shower stopped. I regretted not sneaking a peek at Anzu-chan's bra size earlier, but barging in now would just mean running into two naked girls.

Not that I'd complain.

"Sorry for the wait, Kasahara-san."

Soon, the two emerged wrapped in bath towels.

I'd already seen them naked in the outdoor bath, but their figures were unreal for middle schoolers.

Even through the towels, their curves were obvious—full breasts, plump hips.

Anzu-chan's proportions were especially otherworldly. Her chest and rear were so voluminous, they threatened to spill out of the adult-sized towel. She wasn't tall or broad, yet the towel barely contained her—proof of her precocious development and the impressive growth spurts of modern middle schoolers.

Ayaka, Anna-chan, Anzu-chan—what were they feeding girls these days?

"Like I said earlier, we're here to put you in your place. But two-on-one feels unfair, so I'll go first."

Whether she knew we'd heard their conversation or not, Anzu-chan faced me head-on.

Ayaka wouldn't get a turn. Anzu-chan would finish this alone.

The determination in her eyes was unmistakable.

"Shouldn't I shower first?"

"Don't worry about it. I don't mind."

In a way, she was impressively businesslike. Whether I showered or not didn't matter to her.

She'd just use her experience and skills to make me finish. That detached professionalism seeped into her demeanor.

If I let my guard down, she'd have me done in seconds. The handjob she'd given me on the bus in Kyoto had been unreal—nothing like Ayaka or Anna-chan.

Her refined technique, the perfect pressure, the way she milked me—if she went all out, I'd be finished in no time.

"Then start with your hands and mouth?"

But I didn't back down.

I needed to gauge her skills. That was priority one.

"I'm already ready."

Dropping my pants and underwear, my erect penis sprang free. The moment I knew I'd get to defile Anzu-chan, I'd been at full mast.

"Eek!"

Ayaka-chan hid her face in embarrassment at the sight of my throbbing member. Anzu-chan, however, didn't flinch. How many dicks had she taken before?

But her past didn't matter. I was the one fucking her now.

"Then here I go."

Standing before me, Anzu-chan casually let her towel drop.

The untied fabric slid to the floor with a soft thud.

And there they were—her massive, voluptuous breasts.

The sheer presence of those twin mounds was overwhelming.

Melons? Watermelons? No metaphor did them justice.

This was my second time seeing them up close, but I still couldn't believe they belonged to a middle schooler.

Their perfect shape and firmness defied their size.

Her areolae and nipples were just the right size, still a soft pink—undeniable proof of her youth.

How did she maintain such miraculous breasts?

Anna-chan and Ayaka's were impressive, but Anzu-chan's were on another level.

They reminded me of Claire and Mireille from France—explosive curves on a middle schooler.

And it wasn't just her chest. Anzu-chan's ass was unreal too.

Her slender waist, arms, and legs were perfectly proportioned, yet her hips matched her chest in sheer volume.

People throw around terms like "huge ass" or "giant booty," but hers was in a league of its own.

It wasn't just size—it was the perfect shape, balance, and allure. Everything came together to create that masterpiece.

And the single slit between her legs.

Despite having taken multiple men, it looked pristine—not virginal, but close.

"What's are those?"

I couldn't help but ask.

I'd never seen tits like these.

No middle schooler had these. Even high schoolers rarely did.

Maybe less than 1% of adult women reached this size.

"I'll tell you if you can make me cum."

Unfazed, Anzu-chan smiled confidently and knelt before me.

A blowjob?

A handjob?

As I braced for either, she surprised me.

"No way..."

Anzu-chan pressed her massive breasts around my penis.

The overwhelming softness enveloped my lower half. Her pillowy mounds wrapped around my shaft, her nipples brushing against my thighs.

A titfuck from god-tier tits.

The warmth, the softness—I'd never imagined a middle schooler's chest could fully engulf an adult man's cock.

"Every guy I've been with asks for this. Men really love boobs, huh?"

She rocked her breasts up and down, squeezing my shaft between them.

Normally, titjobs are more visual than pleasurable, but Anzu-chan's were different.

The bounce translated directly into mind-blowing stimulation.

"Anyone would react like this to your chest."

Already close to climax, I managed to reply.

While her tits massaged me, she gently cupped my balls, clearly intent on making me finish.

"Don't talk about me like some sex symbol. I'm still in middle school."

Right. She was only a second-year.

Thanking the gods for their "unfair" gift, I savored every second.

"Mind if I take the lead now?"

Trying to sound calm, I pulled my dick free. I wanted to keep going, but I'd have blown my load any second.

"Huh? W-wait—eek!"

Grabbing her under the arms, I pinned her to the bed.

Her massive tits jiggled from the impact. Honestly, they felt heavier than Ayaka's or Anna-chan's—probably due to her chest and ass combined. (I'd never say that to her face, but carrying her in a standing position would take serious stamina.)

"What's the plan, Kasahara-san?"

Beneath me, Anzu-chan seemed slightly flustered.

She'd probably intended to keep control with the titjob.

But I'd turned the tables.

"Same as all the other guys."

"Nngh..."

I groped her breasts with both hands.

The sheer volume, the bounce—her softness pushed back against my palms as I kneaded them.

"Men really do love boobs..."

As I fondled her, Anzu-chan seemed to lose her composure. Maybe her nipples were erogenous zones despite their size.

"Anyone would want to do this to yours."

I let my inner pervert out, squeezing and pulling at her tits.

Her nipples hardened under my fingers, drawing out sweet moans.

Soon, her pussy grew wet too—I could tell because my tip was teasing her entrance.

Once you find a girl's weak spots, sex becomes easy.

I kept attacking Anzu-chan's tits while slowly pushing into her.

I wanted to bury my face in her chest forever, but that'd mean losing.

We weren't parent and child—we were man and woman, male and female.

"Here I go, Anzu-chan. Watch closely, Ayaka-chan."

Pressing my cock against her slit, I made my declaration.

Ayaka-chan had been frozen in shock, unable to speak. But from her spot behind us, she had a front-row seat to my dick plunging into Anzu-chan.

"Nngh... Ahh!!"

As I slid inside, Anzu-chan let out a moan far too mature for her age.

Her pussy was a masterpiece—the enveloping warmth of an adult combined with the tightness of a teenager.

Her slick walls clung to me, squeezing rhythmically. I'd never felt anything like it. Maybe this was what they called a "legendary pussy." I'd never been this close to cumming just from insertion.

"You're amazing, Anzu-chan... This is my first time feeling a pussy like this."

As I admired her tightness, I studied her delicate face.

She looked like the epitome of a proper Yamato Nadeshiko—yet here she was, taking my cock.

It was beyond perfect.

"Watch closely, Ayaka-chan. See how my dick goes in and out of Anzu-chan!"

I knew how sleazy that sounded, but that's what made it hot.

Ayaka-chan couldn't look away from where we were joined. Everyone here was on the same page. Who were we hurting?

"Ahh! No!!"

I thrust deeper, making Anzu-chan's tits bounce wildly. Her pussy clenched around me in response.

After savoring the squeeze for a few seconds, I slammed into her again.

The sound of flesh slapping, a middle schooler's moans, her tight walls gripping me, her massive tits swaying before my eyes—it was avant-garde art.

Sex with her was high art.

"Ahh! N-no! My nipples!!"

Twisting her hardened nipples mid-thrust, I drew out a high-pitched squeal.

Her swollen buds betrayed her weak spots.

I kissed her to muffle her moans. When my tongue met hers, she eagerly reciprocated.

Her bountiful chest pressed against mine, her soft flesh quivering under my weight.

"Ngh—!"

As our tongues tangled, I increased my pace. Anzu-chan wrapped her arms around my back, pulling me closer—then locked her legs around my waist.

It was okay to cum inside.

That's the signal I got.

"Ngh! Nngh!!"

We fucked harder, our moans muffled by the kiss. The wet slapping of skin grew faster, fueling my arousal.

"Nngh—!!"

Finally, my cock unleashed a flood of cum deep inside her.

Right in front of her best friend, I'd knocked Anzu-chan up.

"That was... incredible..."

Behind us, Ayaka-chan sounded dazed.

From her angle, she'd seen everything—not just our joined parts, but even our assholes. Not that it mattered anymore. I could hear her gasp as my cum spilled out.

"That's one down."

Pulling out, I declared victory. After a climax like that, she't be out of commission for a while.

Next target: Ayaka-chan, still shell-shocked from watching us.

At this point, breaking in a virgin would be child's play.

I'd taken Ayaka's, Anna-chan's, Mizuki's, Suzuka-chan's, and Charlotte-chan's virginities—what was one more?

"Not yet... I can still go."

Turning, I saw Anzu-chan—breathless but determined—standing on shaky legs, presenting her ass to me.

Her spirit was admirable, but was she really up for more? In my experience, girls who came that hard would cum again after just a few thrusts—overstimulated to the point of delirium.

And in this position—doggy style or standing—I'd have total control. How did she plan to fight back?

"You sure? I won't hold back."

"That's my line. I underestimated you, thinking you were just another lolicon."

It was a draw.

Anzu-chan's grip and hip movements were insane, but I'd barely held on.

At least I'd saved face as an adult.

"Is sex... always this intense...?"

Ayaka-chan, meanwhile, was thoroughly traumatized.

Seeing that as her first time would shake anyone.

"I-It's okay, Ayaka-chan. That was advanced-level stuff. I don't even do that with my boyfriend."

I felt bad for the poor guy, but I agreed with Anzu-chan.

Normal sex was much gentler.

Like what I usually did with Ayaka.

"U-um, Kasahara-san, could you go shower? You're all sweaty—it'd be hard for Ayaka-chan otherwise."

Anzu-chan still intended for me to take Ayaka-chan's virginity.

While I showered, she'd rebuild her friend's confidence.

Honestly, I was satisfied after that round with Anzu-chan, but "never look a gift horse in the mouth," so I headed to the shower for a break.