Chapter 139: Defeat
Chapter 139: Defeat
"Do you actually have any intention of winning?"
"Of course... I'll win... and go back..."
"You realize that looking at the state you're in, you're not being very convincing, right?"
Even the desperate measures he’d taken to win the bet had ended in failure, yet the Hero, Bill, still refused to give up.
It had been a week since the bet began. Bill had not won a single round of the '5-Minute Handjob Endurance Challenge' against this purple-skinned demon.
The day before yesterday, and yesterday as well—forget five minutes, he hadn't even lasted three before ejaculating into the demon's large, muscular hands.
As time passed, instead of building a resistance to the handjob, his endurance plummeted. What started as lasting four minutes had gradually sped up, and now he couldn't even make it to three.
"Pathetic. Your comrades are waiting for you, and you can't even endure this much? And you call yourself a Hero."
Seeing the Hero's utter inability to win, Veled barked at him, sounding as if she were losing interest herself.
Bill couldn't muster even a short excuse in the face of her reprimand. Having traveled the United Kingdom and shared beds with several women—though he wasn't quite a womanizer—and now being in a relationship with two female comrades, he had been brimming with masculine pride.
But the sight of himself, unable to hold back for even five minutes before cumming, filled him with a sense of humiliation that was hard to bear.
"It's because... you used Charm... like a coward..."
It was a weak excuse, squeezed out with what little energy he had left after ejaculating. Hearing such a pathetic remark, Veled burst into laughter.
"Cowardly? Is it my fault you fell in love with my muscular body and different skin color? Huh? Answer me, you lecher."
When Veled gripped his dick, which was still sensitive, Bill arched his back and groaned.
To Veled, the sight of him squirming on the bed like a newborn fawn, unable to even steady himself, was quite an entertaining spectacle.
Bill had etched her body into his mind so vividly that he could remember it even with his eyes closed. Her frame, forged through countless hours of training, was packed with muscle, yet strangely, it wasn't so bulky that it felt excessive.
Rather, her breasts didn't sag or feel like hard pectoral muscle; they were well-shaped teardrops, held in place by a small scrap of fabric.
Even though she clearly visited the training room in between their sessions, her body odor wasn't a foul smell of sweat, but a fragrant scent that reached him first.
At this point, he could no longer tell if it was the influence of her Charm or the natural allure of her body.
"It can't be helped. If we keep dragging this out, you won't win even if we take months. Let's try something different next time."
She left, promising a next time, and Bill fell asleep right where he was, his body limp from lethargy.
The next day, when the bet resumed, Veled's proposal was to change the position.
"H-how am I supposed to do such an embarrassing pose...!"
"Well, since you're so, so weak, I'm trying to find a solution for you, aren't I?"
Bill was speechless at the absurdity of it, but he had to admit there was logic in her words about finding a solution.
By taking a more humiliating stance during the bet, the shame might help him forget the pleasure. Humans are creatures whose sexual desire decreases when they are tense or preoccupied with other thoughts, so it wasn't a bad strategy.
"But still, this is... I am a Hero...!"
"I assume the great Hero knows he has to resort to such methods because he can't even endure a five-minute handjob?"
"Attacking me with the truth like a coward..."
Because Veled was consistently right, Bill grumbled but followed her instructions. He took a position on the bed as if crawling on all fours, exposing his private parts to her.
"Ah, I can certainly see everything clearly now. Well then, the five minutes start now, so try your best to endure. ♡"
With a demonic smile, Veled gripped his dick, which hung down between his spread legs. As she rubbed the semi-erect member, it quickly reached a respectable full erection.
She began milking him, stroking from the base all the way down to the glans. Bill grit his teeth, trying his hardest to withstand the pleasure.
It was embarrassing. It was shameful. For someone who had met the kings of various nations, the Emperor of the Empire, and even the Pope and Saintess of the Holy Kingdom, to be in such a humiliating position, being fondled by a demon, was unthinkable.
"Ogogok... Oh..."
Every time she made a downward stroking motion, as if milking a cow, moans he had never heard before escaped his lips.
This shouldn't be happening. He shouldn't be moaning like this or feeling this way, but his body was hot, and the sensation was irresistible.
"You... what are you... doiiing..."
"What am I doing? I'm giving you a handjob much slower and more relaxed than usual. What's wrong? Are you feeling it even more?"
"No... way..."
When Veled's grip tightened and she squeezed his dick downward, Bill had to bury his face in the pillow to stifle his groans.
Bill had to deny his body, which was trembling from this faint pleasure. He had to deny the fact that today felt even better than yesterday—that this was the best handjob he had ever received.
"It's about time, then. Come on, let it out. My, my, even with the stage set so easily for you, you've set a new record for the shortest time. You're not a Hero; you're actually talented in this area. ♡"
And regardless of his will, as her index finger and thumb formed a ring around the base and squeezed downward in a milking handjob, his dick sprayed semen.

Splurt. Spurt. Though Bill didn't realize it, this was a declaration of surrender mixed with defeat, pleasure, and shame, clocking in at just over two minutes—faster than any previous ejaculation.
Veled, who had placed a glass between Bill's knees as they rested on the bed, watched with a smile as the thick, concentrated semen filled the glass completely.
"Not... yet..."
"Still acting tough, you pathetic Hero? Then I'll test you as many times as it takes. ♡"
Naturally, Bill had no way of enduring any more milking handjobs on his own. His ejaculation time grew shorter and shorter, barely reaching a minute, let alone two.
In reality, it was no different from saying he couldn't resist at all and was drowning in pleasure, accepting Veled's touch.
"I didn't know a Hero would have such a trashy fetish. ♡ Hey, masochistic Hero. Say something. Ah~ this guy is completely intoxicated."
Veled, who had been patting the Hero's buttocks while talking, realized it was over when she saw his completely vacant expression.
Now, no matter what shame he felt, he would accept it as pleasure and find joy in being defeated by her hand.
"This isn't much of a contest anymore, so I have no choice. I'll have to carve some awareness into you, won't I?"
Veled placed her hand between his dazed thighs. It was the exact same action that blonde Lust Demon would take, but she, like Bill, had to admit the truth.
The act of making a man submit through sex, as Lust Demons do, was incredibly enjoyable.
Before the Council, she had spent her private life merely keeping body servants for amusement to relieve stress.
But now, having taken on the nature of a Lust Demon herself, she realized it clearly. There was no entertainment more fun than this. It was frustrating, but the Lust Demons were right.
"I'm going to count. If you don't get up, I'll take it as consent. 5, 4... I'm really going to mark you, you know? 3, 2... get up, or there's no turning back. 1, zero. ♡"
As she finished the count, her fingertip pointed at Bill's testicles. Slowly, as her finger traced a circle, a Lust Crest was being etched onto his balls.
"Ahaha, a Hero getting a Lust Crest from a demon. You're a total failure as a Hero. Hahaha."
Amidst the blissful pleasure, Bill heard Veled's mocking voice. It was so sweet and mellifluous that he didn't even notice his prisoner uniform becoming too large for him.
The thirty-year-old man, who had reached the peak of his abilities through accumulated experience, muscle, and fighting spirit, was undergoing a regression, vomiting out everything he had built up.
"Hey, if you don't get up now, you're going to be completely drained by me, you know?"
But Bill heard nothing. He was focused only on how good his dick felt, preoccupied with the prospect of another ejaculation.
"Getting a Mark of Subjugation and not even thinking of running away. Who would ever look at this and think you were a Hero?"
A contract that, once conditions were met, would overlay a Master-Servant Contract, eventually dragging the victim down to a place they could never escape by normal means.
Those who knew the effects of this double-edged sword—which could even reverse the master-servant roles if conditions weren't met—would all struggle desperately to escape it.
Bill certainly had enough knowledge to recognize the danger, yet he showed not the slightest sign of resistance.
Over the course of a week, the Hero Bill, having defeat etched into his body, was learning through his flesh the warped values that defeat feels good and that whatever Veled did was right.
And now, from the depths of the Charm that had discovered the pleasure of unlocking the shackles of shame, came a twisted feeling of love.
Splurt. As if expressing this through his actions, Bill ejaculated, and Veled felt a surge of ecstasy.
"Ahaha. ♡ The great Hero, ejaculating in submission. Life is truly unpredictable."
Veled looked again at his shrunken body. The body of the brave warrior was gone, replaced by a completely pathetic figure.
"With a body like that, you'll never be able to step onto a battlefield again. Of course, you still have one more chance left..."
There was indeed a chance remaining for him. A Hero is one who gropes for even the faintest possibility, the slimmest thread of hope. However, the Hero chose slavery over heroism.
"I lost... Since I lost... please touch my dick..."
"Ah, are you broken? Over a mere handjob? You've thrown away even the chance to turn the tables on an enemy commander."
"I was foolish... My feelings for Lady Veled are overflowing..."
From the moment he had been teased and his genitals fondled for a week by someone who had Charmed him, the outcome had been clear. In fact, the fact that he had lasted a week made him quite remarkable.
However, there was one more bet that Bill didn't know about. It was another act of mercy from Veled, who never made a bet she couldn't win.
"So, what do you think? I won, didn't I?"

At her words, two women entered the room. An orange-haired girl with tears in her eyes and a black-haired girl whose face was flushed with unvented anger.
They were looking down at the Hero, pinned beneath Veled, as he had his final ejaculation.