As I went about my work as an adventurer and entered into various relationships with prostitutes, they would sometimes ask me a few questions.
“Big brother, how are you so good at sex?”
I was only doing what I usually did, but to them, I was a sex expert.
How did I know?
“Can’t you stay for the whole day today? I already told the manager, you know.”
“You call him ‘manager’?”
“Oh, come on....”
If a prostitute wanted to have sex with me so badly that she had refrained from sex for several days and left the date open, that told me everything I needed to know.
It wasn’t that other men were incapable of having sex.
I had once briefly joined an adventurer party that leaned somewhat toward orgies, and when I saw them having sex there, it was clear they weren’t incompetent.
But how should I put it?
The prevailing style was extremely masculine, macho sex meant solely to relieve one’s lust.
But after the prostitutes had tasted the sex of a modern man—after tasting romantic sex, something different from the macho variety—could they possibly keep their eyes from being opened?
In other words, things like cunnilingus and caressing, caring about a woman’s pleasure instead of focusing only on one’s own release, were considered unconventional in this world.
The mainstream was simply shoving a cock in, pounding away, and ejaculating, in a world where women were treated as nothing more than living masturbation holes.
The relationships between married men and women might be a little different, but at least when it came to sex resembling one-night stands, the dominant culture was simply men indulging their own pleasure.
So, as a general rule, doing things in a macho manner was the norm in this world.
But even within this world’s mainstream, what I was doing was certainly not typical.
Using an aphrodisiac could be considered part of macho sex—practically an extension of rape, in fact—
“Ahh, huff, huuuuff...!”
But a woman being so overwhelmed by pleasure that she seemed on the verge of death, as she was now, was definitely not mainstream.
“Feels like you’re going to die, doesn’t it? Hmm? Ah, you don’t have to answer. Your pussy is answering properly right now.”
The female bandit couldn’t speak.
The only thing spilling from her mouth was a moan steeped in pleasure.
“You’ve really lost yourself. Where did the woman who was trying to escape by using her hands just a moment ago go?”
“Heh, hehng, heeugh...!”
The female bandit’s eyes went unfocused.
Her lips loosened, and so did her mind.
“Cock...!”
Her mind was filled with nothing but a desire for pleasure.
She clenched tightly around the cock already buried deep inside her pussy, continuing to crave even more intense pleasure.
“Eek, heehee...!”
A snicker burst from her.
It was the self-mocking laughter of someone who seemed to realize that her reason had been broken, yet still could not give up the pleasure demanded by her instincts.
“Heh, I... what am I doing right now....”
For a moment, her reason returned.
Lick.
“!!”
The instant I bent down and licked her stiffly protruding nipple, the female bandit’s back arched like a bow.
“Haaah!!”
Fine tremors traveled through her raised abdomen.
The aphrodisiac must have made her lower body burn fiercely, and with her erogenous zone being stimulated, the pleasure could only grow more intense.
“That’s right. Feels like you’re going to die from how good it is, doesn’t it?”
The hand that had been gripping the female bandit’s breast slowly slid along her collarbone before closing around her neck.
“Do you want to have more sex, or do you want to stop?”
“Ah, ahh....”
The female bandit couldn’t answer.
But I could tell what she truly wanted from the way her body moved.
Squeeze.
Her hands were restrained, but her legs had a certain amount of freedom.
Of the two legs spread apart, one wrapped around my lower back and tried to pull me closer. Did she really want me to stop?
“Hey.”
I gently gripped the female bandit’s neck with both hands.
“If you betray humanity and become a servant of the demons, you’ll be able to obtain even greater pleasure than this.”
“......!!”
The moment I applied a little pressure, strength returned to the female bandit’s hazy eyes.
“Betray humanity and swear allegiance to our princess. Then I’ll give you pleasure far more powerful than this.”
“Ah, kahk, haaah...!”
Had the pain of being strangled brought her to her senses?
No.
I was merely holding her neck with the utmost care, as though caressing a doll.
And yet, the fact that her mind, soaked in the aphrodisiac, was gradually returning like this meant that she had received a mental shock greater than the pleasure.
“Wh-what....”
The female bandit’s speech returned.
“You fucking...!”
Anger and astonishment, fear and disgust began to color her eyes.
She openly displayed hostility toward me, while fleetingly revealing disgust and self-loathing toward herself for having been steeped in pleasure, even if only for a moment.
“You...!”
She bit her lower lip and struggled, but she couldn’t resist with the magical handcuffs still locked around her wrists.
“Why? Do you feel like dying because you’re being fucked by a traitor to humanity? Is it humiliating?”
“Y-you traitor...! How can someone wearing a human face be...!”
“Then do you want to die?”
The female bandit flinched at my words.
“Will you betray humanity and survive, or will you willingly sacrifice your life for that oh-so-great humanity and die?”
“.......”
Betray humanity.
Join the demons.
Those were the common sense of this world—common sense that could bring her instantly to her senses even while she was losing herself under the influence of the aphrodisiac.
It was a sensibility I couldn’t understand.
She had probably been taught and raised to believe that not following the demons was only natural from the moment she was born. But although this world was the one I lived in, my judgment was different.
Life was important.
I knew that because I had died before.
“If you don’t say it yourself before I ejaculate, I’ll simply let you die.”
“......K-kahak?!”
I tightened the hand gripping her neck.
At the same time, I moved my hips in a slow, gentle rhythm.
I wasn’t simply pounding my cock into her.
As though caressing the inside of her pussy, I stimulated her inner walls with the tip, pressing firmly against the ridges inside her.
“How about it? I’ll give you pleasure even stronger than this. Who knows? You might even be paid more than a hundred times your current assets.”
“Kr, kahak, haaah...!”
“The only thing that changes is the target you have to kill. Just as you’ve cut down demons in dungeons until now, this time, the blade’s target will be humans. Ah, of course, you don’t necessarily have to kill anyone. You only need to turn them into ‘slaves of the demons.’”
“N-no, ngh...!”
“Or, yes. That sounds good, too.”
I lifted my upper body and shoved my cock as far inside her as it would go.
“How about becoming pregnant with the child of the slave trainer who betrayed humanity and sided with the demons?”
“W-what, what...?!”
“Do you think I’ll let you simply eat, sleep, and squirt out your fluids? You’ll need to be productive. One child every ten months should do.”
“Ah, ahh....”
Terror consumed the female bandit’s face.
“You, a-ah, demon...!!”
“Demon? Well, I wonder.”
I was still human.
I wore a human face, and even if my actions resembled those of a demon, I was still human.
“Do you want to become that? Hmm?”
“N-no, I don’t want to—!!”
“It’s all right, it’s all right. Once you give birth, the demons will raise the child. They’ll raise it from infancy and turn it into a demonic hero who kills humans.”
“......!!”
“If you don’t want that, then cooperating with us willingly seems like the better path.”
I reached toward the female bandit’s abdomen.
“You have three choices in total. One: become a human production plant that produces heroes for the demons. Two: even if you don’t become pregnant, devote yourself to the demons and enjoy wealth and glory.”
I gently rubbed above her slit with my index and middle fingers.
Her mind was functioning rationally now because of the shock, but pleasure continued surging up from below, strong enough to erode that reason.
“And the last.”
I reached toward the bandit’s neck once more and lightly gripped it.
“You die by my hand.”
“......!!”
Whether she died of cardiac arrest from the pleasure or suffocated from the pain of being strangled.
“At least it won’t hurt. From now on, all your pain will become pleasure. Right?”
When I turned my head toward the succubus secretary, she extended her hand toward the bandit’s slit as though she had no choice.
“How merciful.”
“Even if you’re going to die, wouldn’t it be better to die feeling good?”
“Ah, ahh...!!”
The female bandit screamed.
“I’ll curse you! The goddess will never forgive you! You—you’re not even human!!”
“I am human.”
I spat at the female bandit as she began hurling insults and curses at me.
“Because I’m human, I’m doing this so I can survive, aren’t I?”
I tightened my grip around her neck.
The female bandit’s face gradually reddened, while the color of her slit began to deepen from pink to red.
“Your way of trying to survive is simply different from mine.”
“Kr, kah, hng...!”
“Secretary. Can you cast the pain-into-pleasure spell on me, too?”
“Pardon?”
“She’s squeezing my cock pretty hard. I feel like I’m about to burst. I’ll need to turn it into pleasure. And before that....”
With those words, I—
“Let’s first plant the seed inside the human hero production plant for the demons.”
Spurt.
“Ah, ahh...?!”
“Heh heh....”
I ejaculated inside the female bandit.
“Ah, no...! No!! I—ahh...!”
“Why? Is it your dangerous day? Wow, you might get pregnant today.”
“Ah, ahh.... Ahhhh...!”
The female bandit shook her head violently.
But thanks to the succubus secretary’s sexual magic affecting both of us, physical pain was transformed into pleasure, and she could only cry while laughing.
“Hoo. Secretary.”
“Yes, Instructor.”
“Go and bring that priestess over here yourself.”
“Pardon?”
“This bitch doesn’t seem to be of much use after all.”
I lightly tapped the female bandit’s cheek before pulling out my cock.
“I should try persuading a woman who’s despaired of humanity. This one should simply be killed.”
“You mean, kill her....”
“Ah. Before she goes, I’d like to have a little more fun. Can you remove these handcuffs?”
“The handcuffs....”
“It’s fine. She won’t die.”
In fact, she might die.
“Do you have the key?”
“...They work by entering a number. 8925. Press the buttons there.”
“All right. Bring her quickly. In the meantime, I’ll send this one straight to the goddess’s side.”
“......Understood.”
The succubus secretary left the room, tilting her head in confusion.
She had been unable to leave for quite some time because of her unease, but after meeting my gaze, she finally went outside.
“Hoo.”
A considerable amount of time passed as the afterglow following ejaculation subsided.
“Hey.”
I reached toward the female bandit’s handcuffs and entered the combination the succubus secretary had given me.
“You, you were going to caress me with your breasts—”
Baaam.
A powerful impact slammed into my abdomen.
No.
Beneath my abdomen, toward my cock, a ferocious pain—no, pleasure—surged through me.
Thud. Thud.
I collapsed sideways, and something slammed violently into my head.
“Die! Die, you traitor to humanity!!”
She slipped the unlocked handcuffs over her fists like knuckles and swung at my face.
When I remained still, unable to move—in truth, my strength had left me—she soon began strangling me with the hand that had been freed.
“Die, you piece of trash!! Someone like you...!!”
“Kr, heh heh...!”
In an instant, the situation was reversed.
But.
*I believe in the possibility.*
The pain of death would become pleasure and lead me to a new timeline.
*Either I die, or I obtain a weapon more valuable than anything else.*
If—
If my gamble succeeded, it would bring a result more valuable than any lottery prize.
But if I died like this—
*I don’t know. Fuck it.*
With the mindset of a beast, I was going all in.
If this gamble with death succeeded, I would no longer have to fear death.
To live, I would die now.
“You, you...”
I resisted until the very end.
So that the female bandit could kill me for certain before the succubus secretary returned.
“Traitor to humanity—!!”
Squeeze.
As the world turned white, I lost consciousness amid a bizarre ecstasy unlike ejaculation.
* * *
And then.
“.......”
Amid the intense sensation of post-ejaculation emptiness, I regained consciousness.
“.......”
Where was my cock buried?
Not inside the female bandit, but inside the female knight lying straight on the bed.
And the female bandit who had killed me using the handcuffs I had removed—
“Ha.”
She was bound by the handcuffs, watching only my expression.
Before my eyes, I could see the image of the prison.
If so, this moment was—
*The second.*
The moment when I had first realized my regression and ejaculated inside the female knight.
“Secretary.”
“Yes, Instructor.”
“Kill that non-virgin.”
Now that I had obtained the information, there was no choice but to kill her.
“Forget the pleasure and everything else. Execute her outright.”
Creampie Regression.
If only virgins were eligible, then there was no reason to keep non-virgins alive.