How to Ruin a Romantic Comedy

“Why am I the only one who has to be naked…? You take your clothes off too, Matsuda-kun…”

After her little outburst, Miyuki had calmed down a bit, making her firm demand while still wrapped in my arms.

She was practically tugging at my T-shirt. I soothed her and said, “I’ll take it off in a bit. Once you’re a little more comfortable.”

“Take it off now…!”

If I take it off now, your body will be against my bare skin…

But if that’s what you want, I’ll do it. Don’t regret this, okay?

I nodded, gently setting Miyuki aside for a moment to pull off my shirt.

Then, before she could even get a good look at my body, I pulled her back into a tight embrace.

The feeling of her still-hard nipples pressing against my chest was transmitted directly to me.

Miyuki must have felt a similar sensation, because…

“…..”

She squeezed her arms, which were tucked under my armpits, with all her might.

Her grip only intensified the feeling.

I savored the sensation of her soft breasts pressing firmly against me and patted her on the butt.

“Look at me.”

“No…”

“Look at me.”

When I coaxed her in an incredibly gentle voice, she lifted her face from my shoulder and looked up at me.

Her bangs were a messy tangle on her forehead.

As I started to tidy them for her, Miyuki shyly lowered her head and began to examine my upper body.

Did she like my toned physique?

Miyuki placed her thin, slender fingers on my chest.

As a bonus, she lightly scratched me with her slightly long nails.

It was the same thing I had done when I caressed her breasts earlier.

“That tickles.”

“…..”

“Stop it.”

“…..”

Miyuki pouted, completely ignoring my words.

With a warm smile, I gently laid her down on her back.

Then, I climbed on top of her, bringing my face close to hers.

When I lowered my head, she would peek her tongue out, ready to meet my lips.

But when I raised my head, she would quickly pull her tongue back in, playing innocent as if nothing had happened.

After teasing her a few times, pretending I was about to kiss her, Miyuki let out a whine.

“Oh, come on…!”

The serious atmosphere had, at some point, turned playful and boisterous.

I think it started when Miyuki began to thrash about before I had even tried to put it in.

Not that this kind of mood was a bad thing.

In fact, it was a good thing.

It would help Miyuki feel more at ease.

We’d eventually return to a more serious state anyway, but this was far better than her body being tense and rigid the whole time.

Letting out a low chuckle, I brought my lips to the prominent collarbone on her chest.

I stimulated the spot, making a soft sucking sound.

“Hahh…”

Just as a hot breath escaped Miyuki’s lips, I began to caress her breasts.

I started by gently cupping them from below, kneading them softly so as not to hurt her.

Then, I extended my index finger and brushed it past her protruding nipple…

“Hht…!”

As Miyuki’s body flinched from the sensation, I slowly licked my way up from between her breasts to the tip of her chin.

“Aahn…!”

The stimulating touch of my hands and tongue must have sent a wave of pleasure through her, because Miyuki let out a high-pitched moan.

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Then she quickly covered her mouth with both hands.

It seemed she never dreamed such a sound could escape her own lips.

She drew her legs up tightly, trying to cover the most shameful and beautiful part of a woman’s body.

I grinned at her instinctive reaction and took the tip of her breast into my mouth.

I flicked my tongue over the pink nub at the center of her firm breast.

“Hahk…!”

It was a lewd act that couldn’t even compare to the caresses before, and Miyuki’s body began to tremble, almost convulsing.

Her legs were shaking with no sign of stopping.

I slid my hand down between them.

Sliide…

I coated my middle finger with the slick fluid secreted from her vagina and stroked the outside in a counter-clockwise motion.

Her soft skin was being coated in the slickness she herself had produced.

Perhaps feeling a strange sensation from it, a sharp puff of air escaped Miyuki’s nose, tickling the top of my head.

“Hhhp! Hhp!”

Miyuki must be incredibly bewildered with herself right now.

After all, moans of pure pleasure—sounds she had never made in her twenty years of life—were spilling from her lips.

With every new wave of pleasure, the strength drained from Miyuki’s body.

Her gradually spreading legs were a clear sign that she was experiencing a significant orgasm.

Once I was sure Miyuki’s vagina was wet enough, I glanced at her, her head now thrown all the way back, and pulled my mouth from her breast.

Then, I placed one hand on her shoulder, looked at her with loving eyes, and lowered my hips.

“I’m putting it in, okay?”

Miyuki flinched at my question as I pressed my penis against her vagina.

Anxiously biting her lip, she mumbled in a tiny voice.

“I-It’s definitely going to hurt…”

“Should we rest a bit more then?”

“N-No…! It’s okay… I think it’ll be okay…”

Even though she was rambling, she was much calmer than when I had first tried to enter her.

I gave her a light kiss on the lips to reassure her.

Sliide… Squish…

I pushed my penis against her entrance, rubbing it gently to give her time to prepare herself.

The parted folds of flesh swallowed the head a little, and a hot, wet sensation shot through me, searing itself into my mind.

“Hhaah… M-Matsuda-kun… is it in right now…?”

The sensation of it slowly moving back and forth inside her must have been unfamiliar. One of Miyuki’s eyelids, which had been squeezed shut as if she’d seen a ghost, fluttered open.

A mix of slight pleasure and immense curiosity colored her question. I shook my head.

“No. Not yet.”

“Not yet…? It feels weird…?”

“How does it feel?”

“Something hard… is, like… moving back and forth…”

“Do you like it? Or not?”

“I-I don’t know… I think I might like it… B-but anyway, it’s weird… You haven’t put it in yet, right…?”

“I told you, I haven’t.”

“Th-Then, wait a second…!”

Miyuki urgently placed her palms on my chest and pushed.

I looked down at her steadily and asked, “Why?”

“Um… before you put it in… can’t you make it a little smaller…? Just for when it goes in…”

“…You want me to make it smaller right now?”

“Y-You can’t…?”

She must have come up with some strange plan beforehand.

Was she going to tell me to put it in while it was smaller and then let it get bigger?

That was probably it.

I let out a small laugh at Miyuki’s absurd imagination and said, “No, I can’t do that.”

“Really…? Well, if you can’t, you can’t… B-But it’s not like I would know, so why are you laughing at me…?”

“I’m not laughing at you.”

“Fine… Hya!?”

Miyuki’s words trailed off as she let out a surprised gasp.

She had just become aware of it—the head of my penis, resting right at the entrance of her inner flesh.

It was poised to enter with just a single push.

“I’m doing it, okay?”

Did my kind voice reassure her?

The resistance I had been feeling from Miyuki’s vagina lessened.

Her eyes met mine, and she gave a silent nod.

In that instant, I tensed my lower body and pushed my hips forward.

With a feeling of being pressed deep inside, her vaginal opening slowly stretched. The head of my penis pushed through the tightness and was swallowed in one go. At the same time—

“Hak! A-A-A-Ah, ak!”

Miyuki let out a series of short, sharp, high-pitched moans.

Her back started to arch upwards.

As she began to tense her lower abdomen, I could feel her vagina clenching tightly around the head of my penis.

I quickly raised a hand to her cheek, stroking her slender jawline.

“Does it hurt?”

Miyuki shook her head.

I breathed an inward sigh of relief and, looking at her now-silent form, pushed my hips a little further.

As the shaft began to enter, I felt something elastic and flexible at the edge of her inner flesh give way, unable to resist the force.

That something, which had been squeezing the head of my penis, stretched and then—

Pop.

A subtle sensation, like a very thin membrane tearing, was transmitted through the head of my penis.

At that moment,

“Aack…!”

Miyuki cried out in pain, her face scrunching up.

Her back arched sharply before snapping back down onto the mattress.

Her feet, which had been planted firmly on the bedding, were now flailing in the air.

I stayed perfectly still, giving Miyuki time to compose herself.

A moment later, her gaze, which had been fixed while she trembled with clenched teeth, drifted down to where we were joined.

A thick, unfamiliar penis invading her vagina.

Miyuki’s eyes widened as she saw it for the first time, not even halfway in.

“It’s too big… No… I-I’m going to break…”

She uttered a line straight out of something a female knight would say upon seeing an orc’s massive cock, then pressed down on her mons pubis.

“Hnngh…!”

An act to check whether my penis was properly inside or not.

I found it both funny and adorable that she was trying to satisfy her curiosity even while giving me her first time. I asked, “How was it?”

“I-It stung…”

“Still?”

“Right now… a little… just a tiiiny bit…”

Miyuki actually looked surprisingly okay.

It seemed the pain wasn’t as bad as she had imagined.

Seeing her expression relax, I gripped her hips and pushed my penis in a little deeper.

“Heok…!”

She sucked in a sharp breath and grabbed my hands, which were resting on her waist.

Her whole body trembled as she looked up at me with a pitiful gaze.

I gave her a gentle smile and pulled my hips back.

With a wet, squelching sound, my penis slid out, leaving only the head inside.

The shaft, slick and glistening with the fluid from inside Miyuki, was now tinged with a little blood.

Seeing it, I let out a long breath through my nose.

I couldn’t even begin to process my feelings about taking Miyuki’s first time.

I was just endlessly happy that this long-awaited moment had finally happened, that I had now carved out a permanent place in Miyuki’s heart.

An incredible excitement washed over me as I imagined Miyuki, starting from today, gradually becoming lewder, dyed in my colors.

Calming my rapidly beating heart, I inserted my penis once more.

With a wet squelch, it slid in a little more easily than the first time.

“Heek…!”

A cute cry escaped Miyuki’s lips as she accepted my penis more readily this time.

I desperately wanted to bury my penis to the hilt, but I held back.

Miyuki’s first experience should be innocent and sweet.

Feeling the warmth of her insides, so hot it was almost burning, I leaned down and kissed her.

“Mmph!”

Miyuki let out a muffled cry, her mouth opening wide.

She pushed her tongue out to tangle with mine, and as time passed, as I slowly moved my penis back and forth, the kiss grew more intense.

Mwah, mwah, mwah.

Miyuki’s eyes began to glaze over as she sucked on my tongue like a piece of candy.

“Nngh… Hhae…”

I pulled my lips away as if to take a short break and looked at Miyuki, who was panting for breath.

“Aahng…♡”

I watched her as she began to let out sweet, coquettish moans tinged with a hint of pain each time my penis pushed into her, and I gently parted her vagina, her resistance fading away.