The Prisoner's Dilemma 1
Surrounded by a multitude of beauties. Twice that number of breasts swayed before my eyes.
"Fuck me too!"
"I'm first!"
"I... please..."
Treating the shout echoing in my head like an absolute law, I thrust my hips. But even after a day, two days, three days passed, the line of women waiting for their turn didn't shorten—it only grew longer. Eventually, I collapsed, withered away like a skeleton.
"S-save me... what the hell is this?"
I was shedding tears while looking at my drying-out cock when I finally opened my eyes. Coming to my senses, I found myself in the bed of my familiar room. Thankfully, it had been a dream. A happy dream, sure, but also a dream where I was drained dry and defeated by countless women.
"What a ridiculous dream... where did she go?"
The bedding felt fresh and crisp. My mother, who had slept under the same covers, was nowhere to be seen; she must have already left for work. I had gone to sleep with the expectation that she might wake her son up with a morning blowjob, so it was a bit disappointing.
"Ugh, stretch!"
I stretched lazily and buried my head back into the bed. Then, I greeted my cock, which was standing at attention—so lively it made the previous night's sex feel like a lie.
"You were ecstatic, weren't you?"
Ignoring my cock, which was twitching as if feeling lonely now that the pussy was gone, I reflected on the memories of the previous day.
"This Mama wants our son to be a spoiled brat. Coo at Mama plenty... because Mama will accept it all, okay?"
And the education that had been strongly imprinted on my mind. Among them, I thought back to the lessons I received from my mother. Just as she taught me, my mother loves it when I act spoiled. She was like that normally, but it was the same during sex. She would clench her pussy tighter when I acted spoiled than when we just did it normally.
However, in reality, she showed signs of feeling even more ecstatic when I whispered "I love you" and called her name. If that was the case, did she not tell me her true preferences? That couldn't be. Rather, there was a reason I could guess. It was a case of mistaking one's own preferences.
My mother said she hadn't had any male experience for hundreds of years, and the others for decades. Still, they must have thought, "I think I like this kind of thing." And that preference would be the result of a reasonably rational judgment, combining all their experiences, values, and personalities. But they hadn't had the opportunity to verify if that was truly what they desired.
Thus, in the case of my mother, who lost her virginity by having sex with her son for the first time in hundreds of years, it turned out she had a different true preference. She had educated me, hoping that her adopted son would please the family. But in reality, the preference desired by the brain and the preference desired by the pussy were two different things.
Normally, her heart melts at her son's spoiled behavior. In bed, her pussy melts thanks to her son, who thrusts his cock into her while calling her name as if it were the name of a wife. If that were the case, other succubi might be in similar situations. Therefore, I have a duty to make them realize their true desires. Of course, the preferences they mentioned while teaching me are still preferences, after all. It will be important to navigate well between those mental preferences and the preferences of their pussies.
While I was lying in bed, organizing my thoughts and enjoying the leisure, a knock came.
Knock, knock.
"Young Master, are you awake?"
Anna's voice came from outside the door.
"So, Mother entrusted you with Mina Noona's corporal punishment?"
"Yes, Young Master. Until the Mistress returns from work today, you are to use the young lady as you please..."
If she says "use her," it's obvious we'll be having sex. Isn't that a reward, not a punishment? Well, since it's what Mother said, I have to follow without complaint. It's not like I hate sex. Anna's tone as she answered was tinged with undeniable envy.
I finished a quick shower and headed to my sister's room with Anna. Inside the room, my sister was writhing on the bed, her limbs bound.
"Hey, Baek Jihan! Untie this right now, okay?"
She seemed very angry at the fact that she was in a humiliating position in front of me. My sister, distorting her face into a fierce scowl. Seeing her make that expression while tied up tight just turned me on. I felt like a fat, perverted aristocrat who had captured a pure knight and was training her through rape. Normally, I would have been scared and untied her immediately, but today was different.
"Prisoner Baek, obey the royal decree."
I am currently a royal secretary here to deliver the King's order. No one can stop me.
"...What kind of bullshit is that? You wanna die?"
However, when I met her fierce eyes, which were dripping with murderous intent, I instinctively lowered my gaze. And in that line of sight, I spotted a box placed quite close to my sister, who was writhing on the bed.
Swish.
I walked over softly and reached out. As my hand approached, my sister, who was about to scream, looked dumbfounded at the items in the box I had lifted.
"Ha, you... you're not planning to use those on me, are you? You want to get beaten?"
Inside were tools that could be used for various types of play. A blindfold, handcuffs, a vibrating dildo, love gel, and so on. There were no overly maniacal items, so it seemed Mother had considered my tastes.
"Anna, inform the prisoner of the punishment handed down."
Since Mina Noona is someone I can't tease unless it's a time like this, I teased her to my heart's content.
"Regarding the crime of disobeying the Mistress's orders and attempting to take Young Master Jihan's virginity, the Mistress has entrusted Young Master Jihan with the punishment of the young lady."
"What? No, does that make sense? Do I have sex by myself! She clearly liked it too, you know?"
Even at her protest, which sounded like a rapist rationalizing their actions, Anna continued.
"The content of the punishment is... for the Young Master to 'use' the young lady as he pleases. The deadline is until the Mistress returns from work today. I have been assigned as the Young Master's assistant."
"...W-what..."
My sister was gasping like a goldfish.
"As Mina-agassi knows, if you try to evade the punishment... you know what will happen..."
As Anna said that, the sparks flying from Mina Noona's eyes gradually died down.
"Oh, and the Mistress also asked me to convey this: 'Whether it becomes a reward or a punishment depends on your behavior.'"
While my sister was racking her brain to understand the meaning of those words, I caught the drift. My sister tied with rope, Anna sent as an assistant. A proud sister and a submissive Anna. Is that it? I think I understand the meaning.
"Ahem. Then, I will now begin the execution."
I cleared my throat and said solemnly, "Anna, undress her."
Anna, who stood by my side ready for any unexpected situation, immediately took off my clothes, folded them neatly, and placed them aside. I gave her a thumbs-up for her quick and precise work and pointed my chin toward my sister.
"Undress the prisoner as well. The punishment will be carried out in the nude."

Mina Noona, watching Anna undress her, twisted her body, resisting instinctively. Each time she did, the ropes binding her pulled taut, but they didn't break. 'Oh.' To withstand my sister's superhuman strength. It must have been an item prepared personally by Mother.
Soon, Mina Noona was naked. "Hmm." I scrutinized her carefully, as if appraising a prostitute doing a striptease. I had seen her yesterday, but she had an amazing body and face. She looked like a delinquent who would mug you on the street, but that delinquent was so pretty that I felt like giving her my own underwear. It would be great if I could take her semen while I was at it.
"Hmm."
To think I could use this Mina Noona as I pleased. Even though I feigned as much of a poker face as possible, my cock ignored its master's will and stood rock-hard.
"Hmph!"
Seeing my cock, my sister snorted. It was a laugh that contained the meaning: 'You have an eye for things.' But.
I held out my cock, which was fully erect while looking at my sister, to Anna.
"Anna, suck it."
"...E-excuse me?"
Anna, who had been standing next to me with a solemn expression, was flustered. And it was the same for my sister. She swallowed her saliva as if regretful, then pretended to be indifferent when our eyes met.
"Do I have to say it twice? Suck it."
Only then did Anna kneel before me and meet my cock with her gaze. Her slightly flushed cheeks and ragged breathing told me just how excited she was.
"Seeing it yesterday, Anna's mouth-pussy was pretty good too. If you do well, I'll give you a load too."
Encouraged by my support, Anna tried to take off her clothes to do it properly, but—
"No, don't take your clothes off. That's pretty hot too."
Anna's maid outfit, a black dress with a white frilled apron. The body that boldly revealed its true nature inside that clothing was incredibly hot. It was an erotic outfit that seemed more suited for cleaning cocks than cleaning an employer's house. Because it clung tightly to her body, revealing Anna's magnificent figure without any embellishment, it was a violent visual even though it was a modest outfit with no extra exposure.
At my request, Anna only unbuttoned a few buttons below her ribbon tie, revealing her breasts. The sweat droplets flowing between her overwhelming, massive breasts—which could rival even Mother's—made my mouth water. Anna's gaze was fixed on the glans, which stood erect and was dripping with pre-cum.
I looked at Anna's breasts and her approaching mouth. While my sister looked at my face and my cock. The second day since the ejaculation ban was officially beginning.