Some time later, while Jason was reading through a psychology textbook that had been abandoned under the bed for quite some time, a soft knock sounded on his door, once then twice. He glanced at the door calmly and grinned, already knowing who it was.
Closing the textbook and sliding it back under the bed, he said gently:
"Come in."
The door opened, and Catherine stepped inside, just as he had asked her to. She walked further in and folded her arms while standing near the doorway, which remained open. Jason's eyes were instinctively drawn to her chest, the way her folded arms lifted her breasts making her look even more enticing. Through her thin lingerie, he could clearly see the outline of her pink bra.
Catherine looked down to where his eyes were fixed, and noticing it was on her breasts, her face instantly flushed red.
"What do you want to tell me, pervert?" she barked, clearly pretending to play hard to get.
Inwardly, the beauty was also drawn to him and wanted to know what he would feel like, but because they were family, she couldn't bring herself to act on it. Whenever the thought crossed her mind, she would immediately dismiss it as something shameful.
...How could she possibly have sex with her younger stepbrother?
Still, it had been quite some time since she last felt a man, and she couldn't forget that one time she had caught a glimpse of Jason's member. Even when it wasn't fully hardened, it had been impressively large, and she couldn't imagine its size when aroused.
Shaking her head to chase away the thought, she looked back at Jason, who had remained silent, seemingly lost in his own thoughts.
"Hey!"
Jason flinched out of his mental captivity and smiled at her to put her at ease.
"Sorry. I trailed off in my thoughts. Please take a seat on the bed and close my door; I don't want anyone hearing what I'm about to tell you."
Catherine frowned, then looked back at the open door. After a moment, she sighed, closed it, and walked over to sit on his bed. She surveyed his room briefly before meeting his eyes.
Calmly this time, she asked:
"So what do you want to tell me?"
Jason lowered his head for a moment, then stood up from where he sat and walked to stand in front of her, towering above her as she sat. She slowly lifted her head to meet his gaze, suddenly filled with... desire.
'I'm the kind of guy who hates beating around the bush, so I'll just get straight to the point. Besides, she actually wants me. And... honestly, we're not related by blood. Pfft. Even if they consider me family, I just got here today, and I don't. I'm not the Jason of this world...' he told himself, his confidence growing tenfold.
What he said was the honest truth; he had just arrived in this world and thus felt no familial closeness with them, unlike the original occupier of this body. Right now, he was simply a stranger blessed with luck. Of course, they didn't know that, and he intended to make sure they never would.
However, what would happen if he were to voice what was on his mind so directly? Well, he was about to find out.
He placed a hand on the beauty's shoulder, making her flinch, and she narrowed her eyes at him.
Unfazed, he spoke his mind:
"Let's have sex..."
Catherine's eyes widened in shock as she tried to convince herself that he hadn't said what she thought he did, but the words replayed clearly in her mind.
"...What?"
***
Catherine recoiled in disbelief at the words that had just escaped his mouth. Her gaze dropped to his erected member, now straining insistently against his sweatpants. It was enormous — if she were to estimate, perhaps around seven and a half inches in length.
Before she could even wonder whether he might be joking because they were "family" and such a thing was forbidden, her first thought was whether she could possibly take something that massive inside her. Back in college, she had been with more than five men, yet none of them had possessed anything like this.
But her brother had all this time...?
She swallowed hard and forcibly banished the thought from her mind.
"...Are you joking with me now? Come on, fuck off and tell me why you really called me here," she said slowly, praying it was nothing more than a cruel joke.
Though she ached for him, she couldn't summon the will to cross that line, so...
'Well, I thought she would be pleased, but of course, that would be mere wishful thinking.'
Jason took her hand and placed it on his penis, allowing her to feel his massive cock before releasing it. She gasped, her mouth wide open as she felt the firmness of her brother's dick. Her heart raced, and a flicker of amazement appeared in her eyes as she imagined how it would feel inside her.
He grinned broadly.
"Does it seem like a joke, Catherine?"
She quickly yanked her hands away from his cock and decided to stand up. It was better that she leave the room now, before her need causes her mind to go blank and she rapes her younger brother. Jason shoved her back into the bed, smiled, and drew out his cock from his jeans. Her eyes widened even more in awe as she saw its entire shape outside the fabric.
Although she had seen it before, this was her first time seeing it erect. Her thoughts rattled, and she could feel her pussy getting moist just staring at it. It had been a long time since she had sex, and seeing a man's cock, especially one she secretly desired, sent her pink cave wild.
Her gaze was fixed on the dick, immovable.
Jason's gaze shifted to the wall clock. He still had a lot of time, but he wasn't going to waste it by hoping to try again later.
Why would he do that?
Why can't he just fuck her right now and let her avoid him the next day?
He knew he'd have sex with her again after fucking her pussy the first time. There was no escaping it.
He was overjoyed.
Catherine swallowed hard and looked at him hesitantly. Her facial expression darkened as she felt a strong desire to take this cock and couldn't resist.
"I... Okay. I'll fuck you as long as you promise Mom, Daisy, and Angela don't find out and don't have sex with them. In exchange, I promise to fuck you whenever you want." Catherine concurred, deepening Jason's almost maniacal grin.
He unconsciously licked his lips while looking down at her boobs. The beauty couldn't believe her brother had suddenly expressed an interest in having sex with her, but she had forgotten about the idea of not having sex with family and felt compelled to make her brother and herself happy.
She was convinced he had never tasted a woman's honeypot and wanted to offer him the experience, as long as he did not fuck the others.
After a moment's thought, Jason sighed and grabbed her boobs, stunning her.
"Okay, I won't fuck them. Now suck my dick, Cathe."
Jason, of course, made a false promise. He knew he'd never stop fucking the others. In fact, his goal was to fuck all the Milfs, and the system was built around that, so he would drill everyone, no matter who they were.
To his soul, they were all strangers with free pussies to screw. It was time for him to get rich from pleasure. Catherine took a moment to gather her strength and dispel any negative ideas. Lust seized over, and she swiftly grasped his manhood and gently stroked it, sending shivers down his spine.
This was his first time being stroked by a lady, and the hands were so gentle that he felt like releasing his sperm.
He tightened his grip on her boobs, causing her to groan, before quickly pulling her lingerie down, inserting his hand inside her bra and fiddling with the boobs in his hand. She moaned slowly while caressing his cock.
And then, when the lust had completely consumed her, she carefully slid his cock into her mouth, gagging as she took the monster.
She couldn't swallow it properly due to its size, causing tears to well up in her eyes.
He supported her head and inserted it himself.
"Nrmmghh~~," she exclaimed with a mouthful.
Jason experienced greater pleasure from her saliva than when she stroked him.
'...This is so good.'
She began sucking his member slowly, choking and forcing it all the way down into her throat.