An Adventurer's Stolen First Love and His Life's Very First Defeat Wank
Wh-What… What in the world is happening…?
When Linton laid eyes on Catherine panting atop an unfamiliar demon, his mind went utterly blank.
His very first thought was sheer, unadulterated bewilderment at an act he had never witnessed in his life. To his limited understanding, the extent of naked intimacy between a man and a woman amounted to scrubbing each other’s backs in a mixed bath. For a man to insert his rod into a woman’s sacred cleft seemed not only unimaginable, but physically preposterous. A man’s member was supposed to be a small, flaccid thing—completely unfit for thrusting into anything.
What are they doing?
To an innocent like Linton, it was a realm of behavior beyond all comprehension. Yet, one glance at her face made a single truth agonizingly clear: she was revelling in it. She craved it so desperately that she was boldly sliding his shaft in and out of her own body of her own volition.
I don't understand, but…
His heart constricted with a suffocating, violent ache. He could not put a name to the sensation, but watching her wear an expression of pure, melting ecstasy for another man—watching another man unite with her in raw physical congress—tore at his very soul. What was that depraved ritual? What profane bliss were they pursuing through such shameful acts?
“Oh, you’re awake?”
Noticing Linton stir, the demon drawled in a lazy, conversational tone. Linton snapped back to his senses and tried to spring to his feet, but a sharp clinking sound immediately arrested his movement. Cold iron chains bound him fast. Realizing he had been shackled while unconscious, Linton roared at the demon in fury.
“You bastard! What are you doing to Catherine?!”
“What does it look like? Can’t you tell with your own eyes?”
The demon paraded his debauchery without the slightest hint of shame. All the while, Catherine remained wholly absorbed in rolling her hips upon him. To someone ignorant of carnal pleasure, driving such a massive, wicked weapon into a maiden’s precious body looked like nothing short of gruesome torture. How could prying open a woman's most private depths and churning her insides ever be considered an act of love?
“St-Stop this instant! Can’t you see she’s in agony?!”
“Heheheh, agony? Does that look like the face of someone in pain to you?”
“Haaah, ngh… Cock… Master's cock feels so good~~♥ Aahn~♥”
As if deliberately shattering Linton’s delusion, Catherine cried out in unbridled bliss and wrapped her arms tight around the demon’s torso. She leaned down and locked her lips against his, trading breath and spit without an ounce of hesitation. A dizzying, sharp pain pounded in the back of Linton’s skull, and a hollow rasp slipped from his throat.
“C-Catherine… Why with that man…?”
“Chuuu, mmmph~♥ Haaah… Master’s kisses are heaven~~♥”
Pressing lips with another was supposed to be a solemn, precious vow, yet Catherine tangled her tongue with his, feverishly exchanging saliva. To Linton, the sight was nothing short of traumatic. But to the demon, it was merely everyday sport, his voice dripping with triumphant conceit.
“It’s a little hobby of mine, you see. Playing with her right in front of the wretched fools who fall in my dungeon.”
“Ah, Catherine… Catherine…!”
“Go on, Catherine. Show him who you really are. Show him how you squeal like a sow while I plunge into you!”
“Eeeek~~~♥ I’m coming from Master’s cock~~~♥♥♥”
With a series of thick, wet squirts, a surge of milky white seed flooded her womb and spilled over onto the sheets beneath them. Just watching it gave Linton the visceral sensation that something irreplaceable had been stolen from him forever. Yet despite his bleeding heart, Catherine’s features were entirely consumed by a dazed, melting euphoria.
“Heh, Catherine. How does that feel?”
“Ah, haaah~♥ It’s… it’s wonderful~♥ Master’s cock is the absolute best~♥”
“Kheheh, of course. Ask and you shall receive, as much as you desire. Now, clean up the very tool that satisfied your greedy little body with that pretty mouth of yours.”
“Haaah~♥ Thank you so much for your mercy, Master~~♥♥”
Sliding down from his hips, Catherine brought her face directly before the thick shaft, glistening wet with a blend of her juices and his semen.
“C-Catherine! What are you doing…?!”
Linton watched in horror as the lips that had once whispered such gentle, saintly words drew close to the filthy thing. But Catherine paid him no heed whatsoever, taking the shaft deep into her mouth to suck it clean of every last drop.

“Slurp, chump, glug, ngh~♥”
“Yes, quite the skilled tongue you have there. Truly a display worthy of my loyal plaything.”
“Gulp… Pwah~♥ Master’s seed, I swallowed every drop~♥”
Catherine proudly parted her lips, displaying the sticky remnants clinging to the roof of her mouth. Unable to stomach another second of this unspeakable vulgarity, Linton burst into ragged, despairing sobs.
“St-Stop it… Don’t show me this! Don’t let me watch her be ruined like this any longer…!”
“Gwahahaha! Don’t tell me you caught feelings for a woman you just met? Well, I suppose that’s only natural. After all, she showed you genuine affection, didn’t she?”
“What? Genuine? Then everything she showed me…”
“Indeed. She has a terribly kind, tender heart, you see. I figured I could put that to good use, so I took hold of her mind and put her through the wringer. Just like this.”
Snap!
With a sharp flick of the demon’s fingers, Catherine’s movements instantly froze. Her glazed, unfocused gaze snapped back into sharp clarity, and utter bewilderment washed over her face as she looked down at her bare, glistening body.
“H-Huh? Wh-What is this? Why am I…?”
“Catherine.”
“Eeeek!”
The moment he spoke her name, Catherine trembled violently in terror. She shrank back as though consumed by dread for the monster before her, her mind drowning under the weight of his cruel malice.
“M-Master, what is the meaning of this…? D-Don’t tell me… again?”
“Why, of course. That was our contract, was it not? In exchange for the chance to aid adventurers by offering clues to conquer this dungeon, you agreed that should they fail, you would yield your body to me.”
“Th-Then that means…”
Her quivering gaze slowly drifted toward Linton. In those eyes, where only warm kindness had once resided, there was now only hollow despair—and an unmistakable shadow of disappointment.
“You… failed, didn’t you?”
“C-Catherine. Don’t tell me… this is because of me…?”
“N-No! It isn’t your fault, Sir Linton! Th-This is solely because of my contract with the Master… Eek!”
Before she could finish her desperate plea, the demon yanked her into his arms. Squeezing her soft flesh without mercy, he began licking along her neck and collarbone, resuming his carnal indulgence right before Linton’s weeping eyes.
“Gwahaha! In truth, I owe our friend here my gratitude! The contract forbade me from tasting your flesh without cause, but he showed up just when I was growing bored and suffered a splendid defeat!”
“Ah, Master, please! I was wrong, I’m sorry, please don’t do this…!”
“Do you imagine you have the right to refuse, Catherine? If you understand your place, spread those legs and present your secret flower to me.”
“Ah, ugh… Y-Yes, Master.”
Reluctantly, Catherine parted her thighs and exposed her dripping entrance to him. Linton’s breath caught in his throat at the sight of that luscious, crimson fold timidly revealed, but the demon showed not a shred of restraint as he rammed his shaft straight back inside.
“Ah, aahn, ahh…♥”
A pained, breathless moan slipped past her lips. Paying no heed to her whimpers, he slammed his hips forward again and again—slap, slap, slap. Wet flesh crashed against wet flesh, and ragged, weeping gasps tore from her throat.
“M-Master, it’s too rough… Please, a little slower… A-Ahhh~♥”
“Kheheh, your inside is already soaking wet, yet you still try to lie? Look over there. Can’t you see the man you tried so hard to protect? Go on, show him the filthy little creature you truly are inside!”
“Ahn, wait, no! S-Sir Linton, please don’t…!”
Even as she bucked against his thrusts, Catherine frantically covered her eyes with her hands, as if desperate to hide her shame. Yet her slender frame trembled and shook with every brutal plunge, and the sickening sense of guilt only compounded with every passing second.

“Ngh, a-ahhh~♥ Sir Linton, d-don’t look, I beg you! I don’t want this… I don’t want you to see me being ruined like this~♥”
“Hahaha! What are you acting so modest for now? You were screaming for it only moments ago! You’re nothing but a lewd slut who twitches at the slightest touch!”
“N-No, I’m… I’m not a slut…♥”
Slap, slap! Squish, squelch!
“Ahn, o-oooh~♥ N-No more… If you hit that spot again, I’m going to come~~~♥♥”
Her head snapped backward as she was dragged over the edge once more. In that very instant, another thick eruption of semen blasted into her deepest recesses, leaving her quivering, sweat-sheened body to collapse limply in his embrace. The demon leaned down, unhurriedly licking the tears from her flushed cheeks, his voice dripping with an insatiable, possessive lust that a powerless spectator like Linton could never hope to challenge.
“Ah, Catherine. You truly are the greatest treasure I possess. No one else will ever have you. In the past, and for all eternity to come, your sole purpose is to serve beneath me.”
“N-No… Please, no more of this…”
“Now, now, Catherine. You know what you're supposed to say.”
Snap!
Once more, fingers snapped. The resistance drained from her eyes, and the glazed, dazed look rushed back into her irises. Tilting her chin up toward him, she beamed with shameless, euphoric adoration.
“Haaah… Master’s cock… it feels so good…♥ Please, break me even more~ Paint every single inch of my body in your colors~~~♥♥”
A single gesture had transformed her back into a completely different creature. Witnessing that abrupt transformation, Linton finally understood: from the moment she fell into that monster's clutches, her entire existence had been thoroughly, irrevocably destroyed.
“Ah… Catherine… I… I…”
While Linton gnashed his teeth in helpless self-loathing, the demon looked down at his bound prisoner and offered a thin, mocking sneer. His gaze was fixed on Linton’s lap, which had begun to mirror his own.
“Gwahahaha! Don't tell me you got hard watching her get ravished?! You're quite the pervert yourself, aren't you?”
Hard? Was his own member truly swelling up like the demon’s? As Linton spiraled in confusion, the demon nudged Catherine’s back with a wicked grin, barking out a fresh command.
“Well, this is far too amusing to ignore. Catherine, why don’t you go over and satisfy him with your own hands? He did fight on your behalf, after all. The least you can do is show him a little charity, right?”
Catherine rose and began stepping toward him. Was she going to perform the same sacred acts upon him as she had with the demon…? Linton still did not fully understand what it meant, but perhaps this was a way to share his true feelings with her. To have her mouth cherish him, to have her body comfort him…
I-Is Catherine really going to…?
A fragile spark of hope bloomed within his chest. Yet, when Catherine finally closed the distance and looked down at him, her eyes were cold, dead, and utterly devoid of warmth. It was the disdainful glare one might cast upon an insignificant bug.
“Ah, this is impossible.”
“Wh-What?”
Linton froze in disbelief as she turned her back on him without a second thought. Ignoring his stunned reaction entirely, Catherine threw herself straight back into her master’s arms, laying bare her vulgar desires without an ounce of shame.
“How could I ever be satisfied touching something so tiny and pathetic? The only thing that can satisfy me is Master’s magnificent cock~♥”
“Gwahaha! Indeed! The only one who can fill that filthy, greedy hole of yours is me. Come, lay back on the bed.”
“Yes, Master~ Your little pussy-slave will serve you with everything she has~~♥”
Catherine spread her thighs wide once more, shamelessly welcoming the demon’s thick shaft back inside. It was monstrously thick and ferocious, while Linton’s own felt hopelessly puny and pitiful by comparison.
Why… What is that thing? Why is it so different…?
It was a spectacle he still could not comprehend, yet the entranced woman craved only that monster’s flesh, crying out in rapturous delight. Crushed beneath the absolute weight of his own inadequacy, Linton stared at her trembling, panting form until darkness claimed his consciousness.
Some time later, awareness crept back to the surface.
“Gah?!”
Linton bolted upright, panting heavily as he scanned his surroundings. Only then did he realize he had been expelled to the dungeon’s exterior. It was true what the rumors said: those defeated in this dungeon were never killed, merely teleported back to the entrance. But that did not matter. What mattered was what had become of her after he was thrown out.
“C-Catherine… Catherine!”
Without pausing to mend his armor or check his gear, Linton sprinted straight back into the dungeon. Recklessly barreling past the traps and ignoring the patrolling golems, he threw himself back into the safe zone he remembered so vividly. And there she stood. Looking at him as if meeting a stranger for the very first time, completely stripped of whatever affection they had shared.
“Oh, a guest! Welcome. My name is Catherine.”
“Catherine, have you forgotten me?! It’s Linton! We shared a bond, don't you remember…?”
“Pardon? Ah, um… I am so sorry. You seem to remember meeting me, but my memories are rather unstable, so I’m afraid I don’t recall.”
“Ah… Catherine… How could this be…?”
It made bitter sense. That fiend had completely rewritten her personality with a single snap of his fingers. Resetting her memories would be child's play for a monster like him, all to keep her working here forever as his convenient, compliant toy.
His teeth ground together with a violent crunch.
Fury surged like molten lead through his veins. That such a pure, innocent maiden had been defiled so thoroughly… and that he was too weak, too pathetic to save her. A venomous self-hatred burned deep within his chest.
I will never forgive him. That monster… I will make him pay, no matter what it takes…!
“Um, are you all right?”
Her memories were gone. Pouring out his grief and wrath to this blank slate would accomplish nothing. Accepting the bitter truth, Linton slowly turned on his heel to depart.
“…I am leaving.”
“Oh? But…”
“In my current state, I am far too weak to conquer this dungeon. But mark my words: I will build my strength, I will return, and I will strike that demon down. One day, I swear I will liberate you from this prison.”
“Um, I don’t quite understand what you mean… Ah, wait!”
Ignoring Catherine’s bewildered protests, Linton marched out of the dungeon. Memories of the depraved acts he had witnessed after his defeat flooded his mind, and he gnashed his teeth in a burning, unprecedented surge of hatred.
I will never forgive you. Treating her like a toy… I will slaughter you with my bare hands…!
How could he ever forgive him? He had touched her pristine body with such brutal irreverence—a body Linton had never even dared to dream of brushing against. He had stolen her kisses, tasted every inch of her flesh…
“Ugh… What is this? Why is it…?”
Just recalling those vivid images sent a sudden, strange heat pooling between his legs. Descending the forest path, Linton collapsed onto a mossy tree root, staring down at the bizarre change taking place within his breeches. It was swollen. Still far smaller than that monster’s, but hardened just like his had been. And that man had thrust such a thing deep inside Catherine. He had used it to batter his desires into her very core.
“Damn it… Damn it all…!”
It was a vile, abominable act that treated a woman like nothing more than a plaything. Yet, unable to quell the fiery arousal blooming within his loins for the very first time in his life, Linton envisioned that man's weapon plunging into her glistening cleft—and began pumping his hand around his own rigid shaft.
“Ah… Catherine… Catherine~~~!”
The more he screamed her name, the more frantic and violent his grip became. And there, hidden deep within the shadows of the silent forest where no soul could see, the grief-stricken wank of a defeated man dragged on into the afternoon.