Ch.162Naughty! : Judy’s Story 2

# Episode 162

This episode contains sexual content.

If you’re not interested, you can skip to the next chapter without missing any important story developments.

‘Hmm?’

Dexter was slightly taken aback.

He tried to slowly insert himself into her entrance, but it wasn’t going in easily.

‘Could it be that the size doesn’t match?’

Though she was smaller in build, Judy was an adult woman a year older than Himena, so Dexter hadn’t anticipated this difficulty. He embraced Judy tightly to help her relax more while applying a bit more pressure.

“Nngh…!”

Judy winced, awakening from the pleasure Dexter had been giving her as she felt a pain stronger than expected.

It wasn’t so much that there wasn’t enough lubrication making things dry, but rather it felt like the difficulty of forcibly breaking through virgin territory where no one had entered before.

As Dexter was contemplating whether to apply more force, Judy, still grimacing, bit her lip and slowly lowered her hips toward Dexter’s member.

Surprised by Judy’s unexpected action, Dexter soon squeezed his eyes shut.

Unlike the difficult entrance, her inner walls gripped Dexter’s member perfectly, as if they had been waiting for him.

However, as Dexter’s large member entered a place that hadn’t even allowed her own fingers before, Judy shed a few tears at the unfamiliar pain.

Seeing Judy in more pain than the other three women, Dexter stroked her face with one hand as she lay in his arms.

“Are you alright?”

“I-I’m fine…”

Seeing Judy forcing a smile through the pain, Dexter thought this might be too much for her.

“We can do this later if it’s difficult.”

“No… just give me a moment to adjust…”

With those words, Judy brought her face close to Dexter’s and kissed him.

Since Judy wanted this, Dexter had no choice but to comply.

All Dexter could do was hold Judy while slightly turning to the side, hoping to alleviate her pain even a little, and give her the deep French kiss she wanted.

During their lingering, intense kiss, Judy’s pain subsided enough that she felt comfortable continuing, and she moved her hips down a bit more while embracing Dexter.

“Haaah… ahh…”

As the pleasure gradually overtook the pain of Dexter entering her, Judy’s breathing became rougher.

It was no different for Dexter.

Each time Judy’s soft, slick walls wrapped around his member as they moved, he felt sensations he’d never experienced before.

As Dexter pushed himself all the way in, feeling the comforting embrace of her walls that were neither too tight nor too loose, Judy gripped his forearm tightly.

“Does it hurt?”

“No… hnn. It doesn’t… Just… hold me…”

This request was so different from Judy’s usual caring demeanor toward Dexter that, for some reason, his member involuntarily stiffened.

“Eek!”

Feeling Dexter suddenly grow larger inside her, Judy startled.

‘It feels good, but it also feels somewhat like I’m committing a sin…’

As Dexter found himself at a loss for what to do, Judy noticed his subtle expression and glanced down toward their lower bodies.

“At least… it’s all in now, isn’t it?”

“Are you not in pain?”

“Not so much anymore… It’s just, very strange… To think something so large could fit inside me…”

Judy’s embarrassed but gentle voice tickled Dexter’s ear.

“Thank you.”

“Huh? Why suddenly?”

“I just feel grateful somehow.”

After saying this, Judy stroked Dexter’s head.

The gesture seemed like she was comforting him as if he were the one being childish, which made Dexter feel embarrassed this time.

“Now I feel like I’ve done something wrong.”

“Dexter hasn’t done anything wrong.”

With Dexter still inside her, Judy spoke to him.

“When I first met you, I never imagined we’d be lying in the same bed like this.”

“What did you think at first?”

“Just that… you probably didn’t have any of the worries someone like me would have.”

“I was actually smaller and weaker than others my age when I was young.”

“Oh, come on, that’s a lie.”

“Huh? You don’t believe me. Everyone thinks I was born healthy and tall. I wasn’t that kind of person. I used to be skinny and short.”

As they spent time talking about Dexter’s childhood stories he had never shared before, Judy’s body gradually adjusted to him.

Dexter believed that for a couple’s first time together, it was better to take things slowly rather than rushing.

After all, even if one person is experienced, everything is new with a new partner.

There needed to be consideration, respect, and acceptance.

What made Judy’s situation different was that she was the one showing acceptance toward Dexter.

Judy, cradled in Dexter’s arms, was actually worrying about him and concerned that her mistakes might be making things difficult for him.

“Um, Dexter. I think I’m okay now… You can start moving a little…”

At Judy’s request to start moving from this point, Dexter chuckled and pressed his lips against hers, saying:

“As you wish, teacher.”

Dexter slowly pulled his hips back, then began to push back into Judy’s entrance.

The outline of Dexter’s member was faintly visible through Judy’s abdomen, showing how deep he reached.

Judy’s breathing grew rougher.

If earlier the pain and pleasure had been evenly matched, now pleasure was clearly dominating Judy’s body.

Every time the tip of Dexter’s member touched her cervix, every time his member and hands touched her clitoris, Judy’s moans gradually emerged.

“Ahh, hnn, nngh… Dexter, it’s good, so good…!”

When a partner says it feels good, it’s permission to increase the pace.

Not too intensely, but maintaining an appropriate speed, Dexter moved for Judy’s pleasure while tasting her plump lips with his tongue and mouth.

For Judy, who had barely even properly touched herself before, her head was ringing with pleasure before she could even marvel at Dexter’s persistent and expert movements.

“I didn’t know, I didn’t knooow…!”

Judy cried out with moans tinged with lament.

Forgetting all pain, intoxicated by the dopamine Dexter was helping her release, waves of pleasure washed over her until her mind flashed white.

Judy was screaming with happiness at discovering such pleasure that she had lived without knowing until now, pleasure she might never have known if not for Dexter.

Dexter didn’t want to compare her with other women, but he could tell that Judy was definitely showing different reactions than his three women.

Her responses, as if experiencing sexual pleasure for the first time in her life, were surprising even to Dexter.

That’s why Dexter wanted to please Judy wholeheartedly.

So he changed positions.

Judy was now on her hands and knees, with Dexter facing her buttocks from behind.

As soon as he saw the line running from Judy’s pelvis to her buttocks and thighs, Dexter gently placed both hands on her rear.

Though more modest than Himena’s or Jessie’s, it had its own beauty—closer to pure innocence than seductive allure.

After admiring the view before him, Dexter slowly entered Judy’s entrance again.

“Ah, ahhh…!”

As Dexter’s member smoothly entered Judy, she trembled slightly and smiled with pleasure.

“I think… I might get… hnng! Addicted…!”

“I wouldn’t mind if you did.”

Judy took his words as a joke, but Dexter was serious.

Even Jessie had mentioned deciding to exercise more because she ran out of stamina when with Dexter.

That meant Dexter wasn’t satisfied until his partner was completely exhausted.

But just as you can’t fill your stomach with the first spoonful, he decided to go easy today to be considerate of Judy’s seemingly fragile body.

Though “easy” by Dexter’s standards was still pushing Judy to her limits on her first time.

Judy’s delicate, soft voice filled the room with moans, and her white fluids that belied this being her first time were dripping onto the bedsheet.

Occasionally using his fingers to tease her clitoris, or taking advantage of Judy’s relatively small build to cover her completely while fondling her breasts, Dexter gradually made Judy’s state more and more dazed.

“Hah, haahh…! No, no mooore! I can’t, hnngh…”

Though she had recently strengthened her weak body with a physical correction device, Judy’s recovery rate was slower than most people’s.

So, it was about time to finish.

Dexter glanced at a place he rarely touched.

Like her entrance, her light pink anus was cautiously exposed as if inviting Dexter to touch it, so he grabbed Judy’s pale buttocks with both hands and lightly touched it with his right thumb.

“Eek! Th-that place is, n-not allowed… If you touch it, hnng, no…”

The moment he touched it, the pressure from Judy’s inner walls suddenly increased.

It was also intriguing how Judy covered her face in embarrassment while moaning.

As Dexter teased Judy comprehensively with his fingers, her walls not only wrapped around his member but seemed to press against it insistently.

“Judy, you’re quite naughty.”

“Sh-shut uuup…!”

Though small in stature, Judy had often seemed more mature than Dexter, but now she was whining like a child, pushing Dexter to his limit.

But wanting to see Judy’s face when he climaxed, Dexter paused briefly.

Then, reaching for Judy’s arm that was still covering her face, he lifted her up and changed positions so that he was kneeling with Judy sitting on top of him.

Judy looked at Dexter with a dazed expression, confused, but Dexter slowly moved his hips while still inside her and kissed her.

Seeming to understand Dexter’s intentions, Judy gently stroked the back of his neck and head while moaning and clinging to him.

In this intimate position, as Dexter approached his limit and thrust faster, Judy also trembled several times, reaching her climax.

“Ngh…!”

“Good, so gooood…!”

As Dexter’s fluid began to pour out, Judy realized that something hot was filling her body.

Breathing heavily and silently, Judy finally managed to say:

“Today is… safe…”

“Ah, the condom…”

With that, Judy’s inner walls contracted strongly, as if determined to squeeze out every last drop of his seed.

* * *

After their passionate midday encounter, Dexter and Judy went into the bathroom attached to the bedroom.

After a quick shower, the two filled the bathtub—large enough for both of them—with warm water and embraced each other inside it.

“Dexter, you’re really amazing.”

“In what way?”

“Just, everything.”

Still dazed from the pleasure they had experienced on the bed, Judy was speaking whatever came to mind.

“It’s amazing that you like me this much, and you’re the first man to cherish me like this… Mmm, I don’t know. I just feel like it would be nice if time stopped right now.”

In response, Dexter answered with a gentle kiss on Judy’s lips instead of a hundred words.

The two stayed in the tub until the water became lukewarm, then laughed lightly at their wrinkled hands.

However, as Dexter got out of the tub, one thought crossed his mind:

‘What do I tell the three women?’

Faced with this new problem, Dexter pondered deeply before deciding to leave the decision to Jessie and Himena.

‘Whatever I say, it will change according to what those two say anyway.’

Although it was Dexter who had committed the act and should take responsibility, the most important aspect of this relationship was ultimately Jessie and Himena.

Until Jessie and Himena met Judy, Dexter decided to treat Judy well.