I Became a Scoundrel of a Chaebol Family-Chapter 335: 18+

“It’s in that drawer over there~.”

“...”

I swallowed hard and walked over to the drawer she pointed at.

Didn’t even have to go far—it was right next to the bed.

Clack.

Opened the first drawer—

And there it was. The anal plug I’d seen earlier on Talk.

It looked like a gemstone. Gleaming and transparent, almost too pretty to be what it was.

The idea was to lube up and loosen the hole with fingers or something small first, then slowly stretch it open by plugging it in.

Actually fucking it with my cock probably wouldn’t be possible until way later.

...Should I try making one of these out of RK-77?

The thought hit me out of nowhere.

I could put in a custom order with the processor that refines Sinabro.

Naturally, that company’s owned by Go Hayan.

And unless I explicitly request full discretion, word of the order would land straight in her inbox.

If she got a report saying I’d commissioned an adult toy—an anal plug, no less—made of Sinabro...

What kind of face would she make? What would she think?

Make sure she never stops thinking about me having sex with other women. Keep the push-pull going in her head.

I wasn’t 100% sure if this whole thing was her playing hard to get—

But honestly, it was the only explanation that made sense for how she’d been acting.

If I just make it obvious I’m fucking her stepmother Go Hayoung...

“What are you doing, not coming~?”

“Ah.”

Shit. I’d been lost in thought too long.

“Sorry. Just... took a look.”

I came back to the bed with the oil and plug she’d prepped.

The bed sank under my weight, and she shook her hips, once again spreading her pussy and asshole open for me.

She wasn’t completely shameless—but she was the kind of woman who’d suppress her embarrassment if it meant getting more pleasure during sex.

“Hayoung, have you ever had anything in your ass before?”

“What kind of question is that~? I haven’t even been trained by you, Muyeol, so of course not.”

“Thought so.”

She was spreading it pretty wide, but even at a glance, her asshole looked tight.

If I shoved my cock in raw, it’d probably tear.

That’s what the plug and prep were for—but to be honest, I’d never really done this either.

The only person I’d ever had anal sex with was Lee Na-eun, and with her, I didn’t bother with prep or training. I just jammed it in.

“So that means... I get to be the first to go in...”

I gripped the opposite cheek she wasn’t holding open and pulled, then slid a finger in.

It went in easier than I expected.

“Hah—?!”

But the moment she stopped holding herself open and let go, her asshole clamped down hard around my finger.

Especially tight near the entrance.

No way anything bigger than a finger was getting in like this.

Schlp.

“Haaaahng...!”

“Does that feel good?”

“N-Nooo... ahn...”

She squirmed her hips side to side like she was trying to shake her head no.

The more time I spent with her, the more I realized—

Go Hayoung had the most playful, clingy energy out of all the Go women I’d been with.

Go Minji’s the wild brat type.

Go Min-young wraps me up with those huge tits like some kind of mama.

And Hayoung’s that affectionate, teasing girlfriend type.

I mean...

We’ve only slept together twice, so I can’t say for sure—

But people usually have some consistency to their personality, right? You can get a rough idea pretty quick.

“Then... does it hurt?”

“Y-Yeah... but... I can still take it.”

I worked my finger in and out a few times. 𝗳𝚛𝚎𝚎𝘄𝕖𝕓𝕟𝕠𝚟𝚎𝕝.𝗰𝕠𝐦

Each time, she let out tiny moans and moved her hips slightly in response.

I pulled out—

Then tried inserting two fingers this time.

“Haahh?!”

She jolted and clenched up hard.

The hole squeezed my fingers tightly, like it was panicking.

“A-Ahh! It hurts...!”

Even the slightest bit of friction made her cry out in pain.

“This much...”

Well, of course it hurt. She’d never done anal before.

Still, this hole was really damn tight.

If two fingers were already pushing her limit...

This won’t be happening any time soon.

Even if she faithfully did her “homework” from here on out, it was gonna take a while.

Still gotta do it.

Eventually, I was gonna do everything with every one of them.

Three types of virginity show up in the sex stats: first time, oral, and anal. And they all have their own flavor.

It’s like achievement hunting, almost.

Gotta collect the full set under the Go Muyeol name.

And for that, I had to train the most enthusiastic of the Go women—Go Hayoung—properly.

Should’ve practiced with the secretaries ahead of time...

I pulled my fingers out—

And shoved the plug into her pussy.

“Haahk?!”

“I did bring the oil, but with how soaked your pussy is... I figured your juices would be enough.”

“W-What the hell...!”

Pop.

Squish.

Pop.

Squish.

“Hnnngh, haah, ugh!”

I moved the plug in and out.

It was shaped like an arrowhead, so while the insertion was smooth, pulling it out gave a strong jolt.

Every time I did, her body twitched and she moaned out loud.

After a few repetitions—

The plug was soaked in a mess of pussy juice and semen.

“Muyeol... j-just use your cock instead...!”

“Just wait a bit.”

I pulled the dripping plug out and rubbed it against her asshole.

I swirled the tip in circles to lube it up, then slowly started pushing it in once I felt her loosen a little.

Just in case, I added a bit of the oil too.

“Hnn... ahhh—!”

“Does it hurt?”

“A-A little...!”

“Then...”

I slid my cock into her empty pussy.

Schlk.

“Huuek?!”

As my tip pushed into her pussy, both her holes twitched at the same time.

With one hand, I gripped her hips and lower back—

Then pushed my cock and the plug in together.

“Kyaaahhhhnn...♥”

“You okay?”

“Nnngh... y-yeah...!”

I pushed a little deeper.

My cock was about halfway in, and the plug had gone about that far too.

“I’m putting it all in now.”

“Mm-hmm...”

For the sake of “safety,” I went ahead and pushed my cock all the way in.

I shoved the now fully hardened shaft to the root inside her and turned my attention back to the plug.

But the resistance was stronger than I expected—I couldn’t push it in any further.

I could force it all the way in by applying pressure, but if that caused any damage, that’d be a problem.

Alright... let’s try moving it in and out a bit first.

I started lightly thrusting the plug in and out.

At the same time, I kept working my cock in her pussy—pulling out and thrusting in, not too rough since I had to focus on her ass, but even that much seemed to hit the spot for Go Hayoung.

Her pussy walls contracted around me with a satisfying, delicious grip.

Schlk,

schlek,

I kept talking to her softly as I moved inside her.

Thankfully, her asshole gradually loosened.

Eventually, the plug began sliding in deeper.

And then, suddenly—

Sluurp—

“Huhh!”

“Oh?”

I barely pushed, but the # Nоvеlight # plug suddenly popped inside.

Her anus took in the thickest part, then clenched tight around it again—leaving only the ringed handle sticking out.

“Whoa. It’s all in, Hayoung.”

“Mmh-hmm...”

“You okay?”

“I-I’m fine... b-but this... this thing...”

“Yeah?”

“H-How do we get it out...??”

“....”

“....”

...Right.

It’s shaped like an arrowhead.

Which means it’s going to resist more coming out than it did going in.

“Well, we’ll figure it out, right?”

“You’re so—so irresponsible!”

“But this was your fantasy, Hayoung... and in exchange, I’ll fuck you really hard.”

“That’s not an answer at a—”

Schlunk!

“Kyahk!”

Now that the plug was in, it was time to let go.

I’d held back for too long, too focused on the details.

Time to cum.

“Let’s try it while the plug’s still in. Might feel different?”

“O-Okay...!”

With both hands free now, I grabbed her narrow waist and began to thrust.

Every time my cock slammed into her, both her pussy and asshole twitched—

And the plug jiggled visibly outside, bobbing up and down with each stroke.

“Haahk, ahng, aaahhn♥.”

Maybe I should time pulling the plug out right when she’s about to cum. That might dull the pain just enough.

With that in mind, I started pounding her hard, like I was letting out every pent-up urge.

Each time I bottomed out, her pussy let out a loud squelch as it sucked me in—

And Go Hayoung moaned, arching her back uncontrollably.

After going at it like that for a while, her body gave off a clear signal.

She started trembling. Her pussy clenched erratically.

She was about to cum.

“Hayoung, you about to finish?”

“Y-Yeah! Just—just a little more...!!”

I drove my hips deep and pressed down on her back with one hand while the other gripped her waist.

“Kyaaah!”

With her pinned flat against the bed, I rammed into her over and over, and slipped my fingers into the ring of the plug—ready to pull.

“Hah! Haah! I-I’m gonna—!!”

The moment she threw her head back with a loud cry, I yanked both my cock and the plug out at once.

“KyaaaaaaaaaAAANG!!!”

It was beautiful.

She squirted like a fountain.

++++

“How was it? Do you think it’d feel good with my cock next time?”

“Mmm... mmmgh...”

We lay side by side on the freshly made bed after showering together.

It hadn’t even been that long, but by the time we came out, the sheets and comforter had already been replaced.

“...Not sure.”

Go Hayoung burrowed into my chest.

“I still don’t really know... It just kinda hurt... felt weird more than anything.”

“Yeah...”

I mean, she probably doesn’t have any nerve endings there that trigger pleasure.

Even that dopamine-addicted masochistic freak Lee Na-eun used to scream like the world was ending when I fucked her ass—

And not in a good way.

Is it even possible to make this feel good?

“B-But still... I have to do it at least once!”

“Well, obviously. Who knows? Maybe my cock will feel better than the plug.”

“Mm... that’s true. You’re special, Muyeol.”

Let’s put faith in my sexual dominance trait.

Even a faint hint of pleasure should get automatically amplified—

If it works, I might be able to awaken a whole new erogenous zone in her.

And if that happens...

Go Hayan... she’s got Sadist traits. Should I turn her into a masochist?