No Rest for the Delinquent Duo's Holes, Part 1
Among adventurers, there is a rule.
In a duel, life and death do not matter.
And whatever the victor does to the loser is completely legal.
'In other words, if I win, whatever I do to those delinquent girls is perfectly legal.'
The delinquent girls were undoubtedly thinking the exact same thing. They probably planned to either cripple Ted or kill him outright because they didn't like his face.
"Prepare yourself! I'm going to take one of your legs!"

Delinquent A shouted as she swung her sword.
'So they aren't planning to kill me.'
Ted could have easily dodged the blade, but he chose to play along, pretending to barely escape by the hair of his teeth.
Whoosh!
"Whoa! Whoa! That was close!"
As Ted retreated with a masterful display of panic, Delinquent A and B smirked, their confidence swelling. Their faces practically screamed that they were certain Ted was a total pushover.
'Perfect. Now is the time.'
Seeing their smug expressions, Ted quickly raised a hand and made a proposal.
"Wait! I accepted the duel, sure, but we don't have any proof, do we? If I happen to die, you two will just end up as common murderers."
They hesitated. The two delinquents abruptly halted their movements.
"He's right... It's not like we have any witnesses here."
"It's a waste of a good item, but I guess we have no choice but to use a Covenant Enforcement Magic Scroll..."
Delinquent A pulled a small, magically inscribed piece of parchment from her inventory and ripped it in half.
With a soft glow, the Covenant Enforcement magic activated in midair, beginning its official recording.
"My name is Yana Airing! The loser shall submit in absolute obedience to the victor for eternity, and the victor shall hold the Power of Life and Death over them!"
"My name is Yasa Poyring. I agree to the same terms."
Delinquent A was Yana Airing, and Delinquent B was Yasa Poyring.
"Hey, you! Hurry up and make your declaration to the scroll!" Yana Airing urged, thrusting her sword forward threateningly.
"About that obedience part... does that mean anything goes? For example, becoming a slave?"
"Of course! It literally means absolute submission. What, are you scared of becoming our slave?"
As if. He was actually thrilled at the golden opportunity to turn Yana and Yasa into his personal sex slaves.
'I've been waiting so long for a moment like this...'
Ted was deeply moved.
He had occasionally heard stories of women who lost duels with submission clauses and ended up as sex slaves. Ted had always wanted at least one sex slave of his own, and now, the day to fulfill that desire had finally arrived.
"My name is Ted Isis. The loser shall submit in absolute obedience to the victor for eternity, and the victor shall hold the Power of Life and Death over them."
With his declaration complete, the Covenant Enforcement magic bound their words. Since the magic itself didn't possess physical binding force, one wasn't physically compelled to keep the promise. However, the terms were officially registered with the Covenant Enforcement Association, serving as absolute legal proof.
Therefore, a victor possessing the Power of Life and Death could track down the loser at any time and kill them on the spot without it being considered murder under the law. The records of Covenant Enforcement could be abused in terrifying ways. For instance, one could wait until the loser had completely forgotten about it, or track them down and slaughter them during the happiest moment of their life, and still remain completely innocent in the eyes of the law.
That was why people rarely staked the Power of Life and Death on a Covenant Enforcement scroll. Yet, the foolish delinquents, Yana and Yasa, had proposed those very terms first. They had crossed a point of no return.
"Heheh... looks like we're getting ourselves a male slave."
"In that case, let's not chop his leg off. Maybe we just rough him up a bit?"
The two delinquent girls were already giggling, anticipating their new slave.
"That's not enough of a punishment. I know! Let's pour a whole bottle of laxatives down his asshole! We'll make him spend a hellish eternity on the toilet."
"Ooh, I love it. Let's do that!"
Yana and Yasa smirked as they pointed their weapons at Ted. Since the condition of the covenant required a clear victor, they needed to force Ted to surrender.
"Hey, draw your weapon. We'll make this quick."
Though Yana Airing's mouth was foul, her face—framed by short brown hair and matching brown eyes—was actually quite pretty. Yasa Poyring was also a striking beauty, boasting long dark blue hair and deep blue eyes. As expected of adventurers, both possessed voluptuous, well-toned bodies with all the right curves in all the right places. They looked like they would be incredibly satisfying to handle.
"My weapon, you say? Well, the thing is... it broke."
"What? Haha! So what? You're not going to beg for mercy, are you?"
"Of course not. Since I don't have a sword, I'll just—fight you barehanded."
The moment the words left his mouth, Ted lunged forward. The Covenant Enforcement magic had already begun, and there was no turning back. There was absolutely no reason to hold back or play weak anymore.
"...!"
Startled by Ted's sudden burst of explosive speed, Yana and Yasa swung their swords in unison.
Whoosh!
But to Ted, their swings were clumsy and amateurish. Compared to the hellish, life-threatening training his grandfather had subjected him to, their attacks were so pathetic they made him want to yawn.
With acrobatic grace, Ted slipped between their blades by a hair's breadth, closing the distance until he was right in front of Yana Airing.
"Here comes a belly punch."
Thwack!
Ted drove his fist deep into Yana's lower abdomen without a shred of mercy.
"Hgheeek...!"
The sheer force of the blow sent Yana flying through the air, crashing hard into a nearby tree trunk.
Thud!
It was a display of monstrous strength. Yana's eyes rolled back, showing only the whites as she immediately blacked out.
"Yana Airing is down. That just leaves you, doesn't it?"
"Huh...?"
Watching her childhood friend get taken down in a single blow, Yasa stood frozen, her jaw hanging open.
"You know, if you freeze up like that in front of a monster, you'll die."
Even as Ted pointed this out, he showed no intention of holding back.
"You should join your friend. Ready for a belly punch?"
"W-W-Wait! Just give me a second to prepare myself...!"
Yasa Poyring instinctively hunched over, covering her stomach with both hands. Unfortunately for her, she was guarding the area above her belly button.
"But the place I'm aiming for is your lower abdomen."
In the blink of an eye, Ted closed the gap and delivered a brutal, upward punch.
Smack!
"Ogogogok...!"
Because she had been hunched over, the impact launched Yasa's body upward before gravity took over, slamming her flat onto the ground.
Flop!
"Oh-gok, ohhh-gok, ogogogok...!"
Yasa didn't lose consciousness, but she writhed on the ground in agonizing pain.
The moment.
The Covenant has been fulfilled.
Ted's victory over the two was now officially recorded. From this moment on, the Power of Life and Death over Yana and Yasa belonged to Ted for the rest of their lives. If they wanted to live, they had to obey him absolutely.
"Ugh... y-you bastard. You cowardly hid your strength...!" Yana groaned, waking up from her brief blackout. She glared at Ted, but her body still refused to move properly.
"You still haven't grasped the situation, have you? You lost, and I won."
"Ah..."
"Ugh..."
As the reality of their situation finally sank in, Yana and Yasa turned pale. With Ted holding the Power of Life and Death over them, he could end their lives at any moment, and no one would bat an eye. They desperately regretted setting such extreme terms, but it was far too late.
"From this moment on, you two are my sex slaves. I think it's time for some proper training, don't you?"
"Ngh..."
"H-Heh...?"
"Earlier, didn't you say you were going to give me a laxative enema?"
Ted pulled a massive syringe from his inventory. It was an adventurer's tool typically used to extract or inject large quantities of liquids during quests.
"I'm going to take that plan, make a few improvements, and test it out on you."
Ted snatched the canteens from the two delinquent girls and emptied them into the giant syringe. The contents of both canteens filled the syringe to its absolute limit.
Next, he rummaged through their inventories, pulled out a magic cleansing item, targeted their internal tracts, and activated it. Instantly, the magical effect purged all impurities from their bodies, leaving their insides completely empty and clean.
The preparations for their enema play were complete.
"W-Wait a minute. Are you really going to do this?"
"Yep."
Ted hoisted Yasa Poyring up and carried her over next to Yana Airing. He positioned her on all fours, forcing her hips high into the air.
Flip!
He flipped her skirt over her back and ruthlessly yanked her polka-dot panties down to her knees.
"Oh, this is a nice view. Very hot."
"Uaaah..."
Yana trembled as she was forced to watch her childhood friend's panties get stripped off right next to her, Yasa's rear thrust high into the air.
"Heh...?"
With her panties removed, Yasa was still too dazed from the shock of the belly punch to even speak properly.
'Her tight little pussy looks gorgeous from the outside, but I wonder what it's like inside?'
Ted parted Yasa Poyring's labia with his left fingers, spreading her wide open.
"You're not a virgin. The hole is wide open. I guess you've had plenty of experience with men?"
"N-No, that's not it!" Yana answered in her stead.
"W-We're both not virgins, but... that's only because... we used dildos on each other out of curiosity... We've never actually been with a man..."
'Wow... so they lost their virginity to a dildo?'
Come to think of it, hadn't Yana tried to sexually harass the receptionist, Laila, earlier? She definitely had lesbian tendencies.
"A-Are you... going to have outdoor sex with us here...?"
"No."
"Huh?"
"Heh...?"
Both Yana and Yasa blinked in confusion at his unexpected response.
"Didn't you hear me? I said I'm going to give you an enema."
Since they were both his property now, sex could wait. Right now, establishing a clear hierarchy through strict training was the priority.
Pop!
Ted popped the cap off the massive syringe and gently rubbed the tip against Yasa Poyring's puckered asshole.
"Hih!"
Using the water droplets clinging to the tip as a makeshift lubricant, he aligned the syringe with her tight opening.
Squelch!
"Ogogogok!"
He brutally shoved the thick syringe deep into her anus. Yasa's body twitched violently. As the hose-like nozzle—nearly as thick as a thumb—stretched her tight rear, her pussy began to throb and spasm in response.
Savoring her reaction, Ted slowly began to depress the plunger, injecting the liquid into Yasa's rectum.
Ssssshh...
"Hyeaaah! I-It's... it's going in...!" Yasa shrieked, finally finding her voice.
Her lewd cries only fueled Ted's sadism. He had originally planned to inject only half, but now he decided to empty the entire massive syringe at once.
Slam!
"Hgeeeh...?!?!"
He pumped the remaining liquid deep into Yasa's bowels in one swift motion. The volume of two entire canteens flooded her lower abdomen, causing her belly to swell slightly.
"M-My stomach...!"
Yasa's pussy instantly began to drench itself in slick arousal.
'Oh? She's actually getting turned on?'
Seeing how easily her pussy soaked itself from being tormented made her usual habits painfully obvious. Yana and Yasa had likely indulged in similar play before. Ted quickly found proof of this; as he rummaged through Yasa's inventory, he pulled out a long string of anal beads.
"What a perfect plug you brought along."
Ted took the anal beads, which looked to be nearly a meter long, and roughly shoved the first bead into Yasa's stretched anus.
"Hgik!"
Without a moment's hesitation, he shoved the entire string of beads deep inside her, one after another.
Slide!
"Oh-gok! Ohhh-gok! Oh-gok! Ogogogok!"
Yasa let out a series of bizarre, breathless squeals, her hips and pussy twitching uncontrollably.
'Huh?'
Ted glanced over and noticed Yana, who was watching the entire spectacle from right next to them, her face flushed red with intense arousal.
'Are you kidding me? She's masturbating while watching her friend get her asshole played with?'
Yana was panting heavily, her right hand already busy rubbing her own pussy. She was clearly an absolute degenerate herself.
"It's..."
'Hmm?'
Just then, Yasa, with the anal beads stuffed deep inside her, let out a breathless, desperate whisper.
"It's so thrilling..."
'Well, look at these two.'
As it turned out, they were a pair of complete perverts. He had intended to punish them as a form of discipline, but they were actually enjoying it. This wouldn't do for proper training. Ted decided it was time to escalate to the next level.
"Your turn."
Ted flipped Yana over into the exact same humiliating position as Yasa. Still unable to properly control her body due to the lingering shock of the belly punch, Yana had no choice but to submit to the shameful posture.
Flip!
He flipped Yana's skirt over her back and stripped off her plain white panties.
"Kyaah!"
He parted her labia wide. Just as she had confessed, there was no hymen. Her vaginal canal stretched open like a deep cave, offering a clear view all the way to her cervix.
"Ngh...!"
"I'm going to fill you with something truly special. You should be grateful—this is Holy Water far too precious for a piece of trash like you."
Ted pulled out his own canteen. The liquid contained inside was none other than—Eileen's urine.
He had joked earlier about praying to it as holy water, but he obviously didn't mean it literally. Still, it made for a perfect descriptor.
'I was wondering what to do with Eileen's pee, and this turned out to be the perfect use for it.'
Ted drew Eileen's urine up into the massive syringe.