Ch.33Naughty! : Jesse’s Story 2

#033

This episode contains sexual content.

Dexter, indirectly feeling Jesse’s voluptuous body in his arms, was still holding her with his right hand while his left hand was unbuttoning her top.

Unlike Dexter, who had his eyes slightly open, Jesse had her eyelids tightly shut, hiding her green eyes completely as she surrendered herself to him.

He was slowly warming up, enjoying the soft sensation of her tongue that retained the heat she was emitting, along with her saliva that was even somewhat sweet.

‘She’s cute.’

When Dexter finished unbuttoning and gently removed her top, he saw that her fair-skinned large mounds, now even more impressive than before, were hidden inside a white cotton sports bra.

Dexter, who had been gently caressing the skin around Jesse’s shoulders, turned her body directly and changed their position so that he was embracing her from behind.

Then, while still not removing his lips from hers, he slipped his hand inside her sports bra from below and began to gently pinch her nipple between his thumb and index finger.

“Mmh.”

Dexter knew well that this was only the second time Jesse was experiencing this.

With almost no pressure on his fingers, he began to caress her slowly as if tickling her, and Jesse’s nipple quickly began to harden.

“Hnngh…”

As he touched her softly but persistently, Dexter felt Jesse’s legs weaken slightly, if only for a moment, and he sat down on the sleeping bag while still holding her.

Dexter removed his lips from Jesse’s soft ones and began to trace her face with his lips, moving past her cheek toward her earlobe.

When he gently bit her soft earlobe, Jesse flinched as if she hadn’t expected it, trembling and letting out a short cry mixed with a moan.

“Hyah!”

“Pfft, hehe.”

Dexter couldn’t help but laugh.

“What was that ‘hyah’? It’s so funny I might lose my erection.”

“Sh-shut up and just keep going!”

With the brief interruption in their breathing, Dexter removed Jesse’s top completely and pulled down her bottoms that were connected to it.

In an instant, Jesse was in her underwear while still in Dexter’s arms, looking slightly flustered.

“S-seriously, you’re an expert at taking clothes off…”

“It’s a skill I only show to you.”

When Dexter whispered in her ear, Jesse nodded as if she couldn’t help it.

Jesse began to remove her bra, and Dexter, not to be outdone, started running both hands down from the sides of her breasts to her waist.

When he reached Jesse’s full hips, he slipped his hands inside her white panties and pulled them down.

With Jesse’s panties in one hand, Dexter naturally tried to bring them to his face, but a startled Jesse snatched them away and said:

“Why are you trying to smell them, you crazy bastard!”

“What? Don’t you like it?”

“Dexter, you really have some weird tastes…!”

Though she was looking at Dexter with her face completely flushed in embarrassment, still holding her own panties, Dexter laid her down on the sleeping bag.

“W-what are you doing?”

Jesse’s voice trembled with nervousness, but Dexter didn’t answer and moved to the opposite side, spreading her legs.

“S-say something before you do things!”

Ignoring Jesse’s protests, Dexter realized that as her legs opened, a subtle sound was made.

-Squelch…

That was the sound of the sticky wetness separating where their bodies had been touching.

Since they hadn’t engaged in enough foreplay, Dexter decided to make the most of their time with efficient foreplay.

As Dexter removed his work uniform top and bottom, his sturdy member was revealed hidden in his boxer briefs under a thin undershirt.

Seeing it from below, Jesse couldn’t help but swallow hard, just like when she had first seen Dexter’s member.

“R-really, it’s still big… even seeing it again.”

After spreading some laundry near the sleeping bag, Dexter knelt down and approached Jesse’s lower body, startling her.

“W-what are you doing? Don’t tell me you’re going to use your mouth?”

“…Just be quiet and take it.”

“A-are you really going to put your mouth there?”

Though Jesse generally had a low sex drive, she sometimes felt lonely at night.

From her perspective, as someone who occasionally relieved herself with her hands, the thought of something other than her hands or Dexter’s member touching her was embarrassing.

“Ah, ahh…”

Jesse ended up covering her face with both hands, unable to watch.

Before approaching, Dexter touched his chin.

It was smooth.

‘At least she won’t feel the sting of stubble.’

Dexter didn’t attack the entrance directly but began to slowly explore the surrounding area.

There was almost no odor; rather, the subtle scent of shower soap still lingered.

Dexter was pleased to see the fluid flowing down from her entrance, whether it was because she was aroused by the fact that he was looking at her or from their previous activities.

Like anyone, she preferred gentle touches at first, barely-there caresses rather than intense ones.

Instead of aggressively using his tongue, he began to lick carefully, as if touching fragile glass.

“Ahh… oh my…”

Jesse bit her lip, trying to suppress her moans.

Using not just his tongue but also his lower lip, Dexter licked as gently as possible while stroking Jesse’s luscious thighs up and down.

“Mmh, hnng… ahh… Dexter… just a little more…!”

After spending a long time diligently continuing to lick, Jesse finally couldn’t hold back and began pulling Dexter’s head toward her lower body.

-Slurp, suck…

Under the relentless attack, Jesse unconsciously began to move her hips slightly.

Even though lesbian sexual activities were common in women’s prisons, no one could force an unwilling woman.

Jesse, who appeared rough, wasn’t particularly popular among lesbian inmates, so this was the first time anyone had performed oral sex on her.

Naturally, she was gripping Dexter’s head, forgetting her intention to control herself as she was overwhelmed by the intense pleasure.

Though surprised by Jesse’s strength, Dexter paid no attention to it and began to increase his speed and intensity.

“Ahnng… hng! W-wait… I, I… I’m going to go cr-crazy… hnng…”

Jesse tried to stop, making sounds that were closer to wails than moans as she couldn’t bear the continuous waves of pleasure.

But seeing the fluid continuously flowing from Jesse’s entrance, Dexter had no intention of stopping.

Seeing the fluid that was soaking not just his chin but even the sleeping bag beneath them, Dexter thought it was time to begin in earnest.

When Dexter briefly stopped his oral ministrations and lowered his boxers, Jesse was still looking at the ceiling with half-closed eyes, unaware of what Dexter was doing as she was still overwhelmed by pleasure.

“…S-stop… D-Dex…”

“Sorry, but I’m just getting started.”

Dexter had prepared condoms in advance, ready to use at any time, and he immediately put one on his member, deciding to prepare for proper penetration.

Lying down, Dexter carefully aimed his member, which he held with one hand, toward Jesse’s entrance.

And as Dexter carefully pushed in, he felt as if his member was being tightly squeezed by a warm, slippery towel.

“…Ah, ah… ugh! Hnng, D-Dex, ahnng…!”

Jesse was feeling less pain than before and was actually feeling joy from Dexter’s member filling her insides.

Dexter began to move slowly, like starting an engine.

-Slap, slap, slap…

As Dexter’s lower body and Jesse’s lower body began to meet vigorously, lewd and sticky clapping sounds dominated the boiler room.

“Hic, hnng, hng…”

Watching Dexter begin his back-and-forth motion faster than before, Jesse was experiencing for the first time what felt like being on the verge of passing out.

‘So last time he was going easy on me because it was my first time…’

But she could only think this; she couldn’t speak to Dexter.

She couldn’t say anything due to the pleasure that was so intense it invaded her brain, making it difficult to even think.

All Jesse could utter were death-rattle-like moans.

“Hng, hnng, ngh, no… hng, more…”

Regardless of Jesse’s short moans, her inner walls were gripping Dexter so tightly that he felt he might ejaculate if he wasn’t careful.

Unlike before, Jesse’s technique had also improved.

Of course, Jesse wasn’t doing this intentionally; it was a natural action led by her body.

Dexter also began to feel his climax approaching.

“…Hnng.”

Having prepared a condom in advance, Dexter felt at ease as he began to pour himself inside Jesse.

Not just from the pleasure, but also from the sudden feeling of something hot and soft inside her body, Jesse, who had been passively receiving everything, raised her head.

“Ugh… w-what…?”

Seeing Jesse unable to properly string words together, Dexter removed himself from her body and said:

“Whew, round one is over.”

“I-it’s over…?”

“I said round one is over.”

Dexter wiped his forehead with the back of his hand as he spoke.

“R-round one… Round one? W-wait… you’re saying we’re doing more…?”

Dexter showed her the condoms from his pocket.

There were still 4 left out of the 5-pack.

“Today, I’m going to use all of these.”

“Wait, wait wait wait… are you crazy? E-even though I like you…”

“It’s okay. I have the stamina.”

“I don’t. I don’t…!”

“I’m telling you I can do it. You just need to take it.”

“Th-this is insane! I, I need to get out of here!”

Just as Jesse was gathering her clothes to put them on and leave, Dexter smiled.

“Where do you think you’re going?”

“Can’t you… can’t you go easy on me…?”

Even though it was the first time Dexter had seen Jesse plead so earnestly, he couldn’t stop here today.

When Dexter shook his head, Jesse decided to give up early, already anticipating her future.

With that, Jesse flopped back onto the sleeping bag and said:

“Fine, do it…! Just ravage my body completely.”

Seeing Jesse lying spread-eagled on the sleeping bag with an attitude of “do your worst,” Dexter nodded and said:

“That’s my girl.”

After cleaning his member thoroughly, Dexter put on another condom and said:

“When else will we get to spend time like this?”

“That’s true…”

Jesse already understood Dexter’s feelings in her heart.

Both of them were continuing a relationship where hardships and adversities were guaranteed with each meeting.

Jesse didn’t know how this story would end, but for now, she decided to just enjoy this moment.

Feeling the still hot sensation inside Jesse’s body, Dexter began round two.

This time, they started in an unusual position where Jesse’s lower body seemed to be crushing Dexter.

“A true cowgirl.”

‘If Jesse had red hair and wore a cowboy outfit… oh, I shouldn’t think about that anymore.’

Thinking that if he continued this train of thought, his existence might be in danger, Dexter decided to just enjoy the moment.

In complete contrast to the first round where she had been almost helplessly passive, this time Jesse was taking the initiative.

She was lovely, breathing heavily on top of his lower body, diligently moving her hips, and looking at him with half-lidded eyes.

“D-do you like me…?”

“Mmm. Of course I do!”

Dexter was also responding by bouncing his hips in rhythm with Jesse’s pelvic movements.

“When, when you weren’t there… ahnng! I, I couldn’t even th-think… hnng!”

Jesse tried her best to speak properly, but she was starting to tremble all over, and her eyes were about to roll back, making it difficult for her to string words together.

Still, Dexter understood her feelings completely and poured everything into Jesse without holding back his stamina.

As time passed in hours rather than minutes, Jesse could no longer even make short moans, and Dexter was essentially moving his hips mechanically.

After being subjected to what Jesse would later describe as “orgasm hell,” she pleaded during a break:

“Enough, enough… this is only my second time, are you crazy…?”

Nevertheless, Dexter used all five condoms, exhausted his daily quota of semen, and continued until he could no longer get hard.

Even after it was all over, Jesse staggered and half-knelt, unable to stand on her own legs, and said:

“I’m tough, but you’re… incredibly tough too…”

“You did well, Jesse.”

Dexter kissed Jesse’s lips and spoke.

The two decided to enjoy this moment, cooling their hot bodies while catching their breath, and listening to old jazz music playing from their mobile phone.

“I never thought I’d enjoy such a comfortable moment in prison.”

“Neither did I.”

Jesse, also nestled in Dexter’s arms, took a brief rest period, and both of them had a good time to a satisfactory level.