Volume 7 Chapter 13 Instruction for Cassandra (Night)*
Edited by: Kanaa-senpai
The duel ended, and after parting from Meta and the others, we headed for a meal. Since we had already talked about me dealing with them all together after the request, they returned to the Mirage Party with smiles on their faces.
It wasn’t a time to go sightseeing around the town, so I looked for a place for dinner and an inn. I secured a high-end short-stay inn¹, and for dinner, I chose a somewhat nice tavern—the kind of place that would be a Izakaya² in my Previous Life. Fashionable places require reservations, so that would be difficult in a town we just arrived in today.
Cassandra bought something at the item shop, but otherwise, she followed along quietly. However, Cassandra only replied with things like “Ah” or “I understand,” and unfortunately, the conversation was hardly lively along the way.
Cassandra isn’t opening her heart easily, but since we’re spending about a week (of nights) together, I want to get along. Her slightly prickly personality is unavoidable given her profession, and I find her seriousness likeable.
So, to get closer, I intend to increase the opportunities for contact and talk to her more and more. I wonder if her tongue will loosen a bit if she drinks some alcohol.
”Cassandra, you looked like you wanted to say something earlier. What’s on your mind?”
”…It is nothing of importance.”
Her guard is as firm as ever. Truly a Knight. (That was a joke, though. The Knight Class doesn’t have any unique Skills or aptitudes for alcohol resistance. Though Cassandra’s face was slightly flushed, she simply has a naturally high tolerance and isn’t opening up to me. It’s as I expected, but a little disappointing.)
”…You. In our duel earlier, you were holding back considerably, weren’t you?”
”Oh, so you’re going to mention it.”
Perhaps the noisiness of the Izakaya lowered Cassandra’s guard, as she surprisingly shared her feelings.
”I believed I had trained myself strictly, and I have actively hunted monsters to raise my Level. That is exactly why I challenged you to a duel, thinking there was no way I could lose to the likes of you, but…”
”I certainly felt your effort, Cassandra.”
The Level and Skill Levels I saw with Appraisal spoke of Cassandra’s hard work. If she stayed on rear-guard duty, she’d be safe, but since she couldn’t hunt monsters, her Level wouldn’t rise. Her spear work was relatively honest and easy to read, but I think that’s proof she trained seriously. She is strict with Mercedes and the others, but she’s likely even stricter with herself.
”But what was that? In addition to Swordsmanship, Grappling, and Fire Magic, you have Cudgel Techniques. Are your aptitudes really all ‘Average’? Individually, you were taking down B-Rank adventurers with a single blow. You could have ended our duel in a single strike too, couldn’t you?”
”Hahaha, I just worked hard.”
She asked with a displeased furrow of her brow, clearly frustrated that I beat her while holding back. Even so, it didn’t diminish her beauty. The gorgeous women of this world really are a treat. That’s all well and good, but since she was watching me closely as a witness, Cassandra is getting close to the truth. I was a bit irritated with Moritz earlier, so I guess I went a little overboard.
”Furthermore, that last move… wasn’t that ‘Ground Shrink’³? Almost no one can use that.”
”If you combine enough different Skills, you can pull off something like that.”
Ground Shrink is a bit too much, so I tried to play it off, though it wasn’t a total lie. Ground Shrink is a composite Skill of Flash Move, Stealthy Feet, Distance, and Slipping Through. If you use those four simultaneously, a Pseudo-Ground Shrink isn’t impossible. Though, depending on the Skill Levels, the distance, smoothness, and dust you kick up would vary. Regardless, it wasn’t good to be probed further. I’ll change the subject.
”Cassandra, from here on out, it’s a battle between ‘man and woman,’ but you seem to have room to spare?”
”Mugh… I am aware.”
Switching from her previous tone, she awkwardly looked away and downed her drink. She didn’t look like she had much knowledge or experience in this department. Captain Mary told me she “doesn’t know men”—I’ll take the opportunity to verify that on top of a bed (Scum face).
* * *
Having finished the meal—which, as expected, never really got lively—we headed toward the short-stay inn I’d secured. Even if she’s being treated as a slave, this is probably Cassandra’s first time. She might hate my guts, but I intended to at least pick a decent place for her. Still wearing armor, I checked in with Cassandra in tow.
”You’ve got that look on your face again… I haven’t really asked properly until now, but are you okay? If you really hate this, I won’t blame you if we don’t do it.”
”…I had no intention of losing, but I challenged you with the full resolution that this was a possible outcome. There is no need for you to be considerate.”
”I see. Well, even if it’s fine now, if you start to hate it later, just tell me.”
”Then I could not fulfill my duty as a slave. You also turned down the invitation from that adventurer… Meta, was it? You are doing this because you intend to follow through, aren’t you?”
”Well, yeah. That’s right.”
Since she knew I’d become lovers with Meta, she’d apparently thought about the meaning of me becoming alone with her. For the record, it might seem contradictory to do this with Cassandra after turning down Liese, but the circumstances are different. Based on age, I don’t think Liese became a slave by choice. I’m sure she had reasons beyond her control. Cassandra, on the other hand, brought that duel on herself knowing she would become my slave and that s*x was a possibility. Even if Captain Emily egged her on, it was Cassandra herself who decided. For that reason, no more confirmation is needed.
”Well then, shall we hit the shower? What about the order? We can go in together.”
”…I will bathe first.”
Too bad. She shot down the offer to join her. Sylvie or Meta would have happily let me in with them.
Cassandra’s shower was short; she was out before I’d waited very long. Maybe because she’s a soldier? I finished up quickly as well and returned to the room. Cassandra was sitting on the edge of the bed, wrapped in a bath towel.
”Alright, shall we start? Any requests?”
”…None in particular.”
She didn’t seem that tense; if anything, she looked like she found this a bit of a chore. Through the towel, I could see that her body was sturdy, but still possessed a feminine roundness. If I can handle the buff Gerta, Cassandra is a breeze. Plus, she’s quite the beauty. Naturally, I’m raring to go. Actually, I’m starting to look forward to breaking a ‘kill-me-now’ type of female knight like her.
”…What is with that grinning? Is something about me so strange?”
”No, no. I was just thinking about how beautiful you are, Cassandra. I’m looking forward to this.”
”…I see.”
Her face shifted from anger to that complicated look again. Maybe she doesn’t get praised very often. She’s at an age where people call her an ‘old maid,’ and she’s feared as a strict Vice-Captain, after all.
”Come here, Cassandra.”
”…Alright.”
I made her stand up and pulled her close, enjoying the sensation of her body through the thin fabric. Her physique, hardened by training, had a muscular yet supple, bouncy quality to it. Her breasts were surprisingly large, squishing softly. Her buttocks were firm but possessed plenty of softness. It was truly excellent. Cassandra didn’t hug me back, but she submissively let me do as I pleased.
”Can I kiss you?”
”…If you say it is a slave’s duty.”
I can say s*x is a slave’s duty, but a kiss is a gray area. Most slaves are fine with it, but if you’re on bad terms, they might refuse.
”That’s a shame. Then at least hug me back, will you?”
”…If that is all.”
It would be a lie to call her proactive, but she’s at least listening to my requests. I’ll settle for that for now. Maybe she’s just not used to men, or maybe she just doesn’t do hugs, but her embrace felt incredibly clumsy. That was actually kind of cute.
Since Cassandra is a bit taller than me, if she were more into it, she’d probably have a real sense of envelopment. I like just holding her, but I decided to start caressing her little by little. I stroked her hair and the nape of her neck, ran my fingers down her spine, and gave her bottom a light squeeze.
”How does that feel?”
”Ngh… There is no need to worry about me.”
Her words were the same as ever, so I ignored them. She wasn’t completely unresponsive. It didn’t seem like she was frigid; she just felt stiff and awkward. It was more like a simple lack of experience.
”Well then, I think it’s time for that towel to come off.”
”……”
Cassandra silently removed the towel. Seeing her naked, I could see she had solid muscle, with faint definition in her abs. She’d disparaged herself as an ‘Ogress’ and an ‘old woman,’ but she had a beautiful body.
”I knew it. You really do have a gorgeous body, Cassandra.”
”…Is that so?”
No sign she was particularly happy. But then again, that’s just Cassandra. By the way, it didn’t look like she’d done any grooming downstairs. To put it bluntly, it was a bit bushy. I suppose that’s very her. I brought my hands to her breasts, kneading them softly as I kissed her neck.
Again, I got a slight reaction, but it was faint. Her n**ples weren’t fully erect yet, feeling soft. After I massaged them gently for a while, they finally perked up. I moved my hands down her stomach, parting the thick pubic hair to reach her secret garden. When I gently rubbed her with my fingers, she gave a weak response.
”Ngh… Hah…”
”Is that all the reaction I get there…?”
Could it be that she’s barely even touched herself? Is her clitoris completely undeveloped? Also, the hair is really in the way. It makes finding the clitoris difficult. I’ll have to tell her to shave it later. If she hasn’t done it by tomorrow night, I guess I’ll just have to shave it for her. While my hand was busy, I moved my mouth to her n**ples. Sucking them in, rolling them, and grazing them with my tongue.
”Ngh♡ Nnn…♡ Haa…♡”
”Don’t hold back your voice.”
She seemed to actually like that; I finally got a decent reaction. Even so, she covered her mouth with her hand. She really does hate me.
”Ngh♡ Do not mind me… It won’t end… until you finish… Hah…♡”
”Well, I guess that’s true.”
I wanted to keep caressing her, but it’s possible Cassandra just hates me touching her. That’s a bit of a downer, but there’s nothing I can do about the ‘Ordeal’ effect.
While I was faltering, lost in thought, Cassandra pulled away from me and climbed onto the bed. Wondering why she was being so strangely proactive, I watched as she took something from the side table and pressed it against her private parts.
”What’s that?”
”It’s lubricant. As you know, I’m inexperienced, so I bought this to ensure things go smoothly.”
What Captain Emily said was true; Cassandra was a virgin. She must have asked someone about s*x, as she was already applying the lotion inside herself. It was true that she wasn’t wet enough yet; if I was going to insert it now, you could say it was necessary.
Apparently, she’d bought the lotion at that item shop earlier. She said she’d even bought and taken some contraceptive medicine. Should I praise her for being so well-prepared? No, her motive was just “wanting to get it over with,” so I couldn’t really bring myself to do it.
”What’s wrong? A man just needs to finish, doesn’t he?”
”Well, yeah, but that’s not really it. Also, I won’t go so far as to call it an order, but I have one request.”
”What is it?”
”Don’t call me ‘kisama.’ Call me ‘Daisuke’.”
A name change doesn’t mean we’ll suddenly become close, but “kisama” puts far too much distance between us. To be honest, it’s just lonely.
”…I understand. Daisuke. Is this sufficient?”
”Yeah. Thanks, Cassandra.”
The way she addressed me changed, but the task at hand didn’t. When I climbed onto the bed, Cassandra got down on all fours.
”What? Is there a problem with this position?”
”…Fine, I get it.”
(Apparently, she disliked the missionary position where we’d have to look at each other. Well, nothing for it. If that’s how it is, I’ll just have to give it to her from behind.)
I checked her private area, partially hidden by her pubic hair, and found it thoroughly wet with the lotion. When I tried to insert a finger, it was narrow… no, it was stiff. After all, we’d barely done any foreplay, so she wasn’t relaxed at all—and she was a virgin. There was enough lubrication to make it possible, but that only benefited the man. There was a chance Cassandra wouldn’t feel any pleasure.
”Don’t hold back. Come, quickly.”
”I think it’s going to hurt quite a bit…”
”I don’t care.”
(Her tone was dignified, but I couldn’t feel happy about it.)
Still, my c**k was reacting to Cassandra’s sexy body. I guided it with my hand, letting the tip “squelch” against her opening. I rubbed it up and down a few times to get things acclimated, then grabbed Cassandra’s waist and pulled her toward me. It began to sink in… shuuu-luuuu.
”It’s going in… I guess.”
”Gugh…!”
It went in, but it was stiff. It’s a terrible way to put it, but it was the stiffness of a low-quality m**urbation sleeve. Cassandra also seemed to be in intense pain as her v**ina was forced open by the invading object. Just as I thought.
”Great Heal. Does that make it a bit better?”
”Haa, fuu… Mind your own business…!”
”Maybe so… but to me, you’re just a younger girl.”
”Hmph.”
(Since Cassandra can use healing magic too, her saying it’s none of my business makes some sense. But leaving her to suffer right in front of me goes against my principles.)
There was no sign of her affection for me increasing, but the physical pain should have been gone, so I began a slow piston motion. Fortunately, with the help of the lotion, I could move smoothly. The sounds of the wet squelching inside her and the “thwack-thwack” of my hips hitting hers echoed through the room.
At first, it was just narrow and stiff, but as I took my time to enjoy her, she gradually began to loosen up. It seemed she had sensitive points and weaknesses.
”Nnh! ♡ Nnh! ♡ Nnh! ♡”
”How is it, Cassandra? Starting to feel a bit better?”
”How could I… feel anything… from s*x with kisa—Daisuke… nnn! ♡”
”You’re stubborn…”
(She was clearly feeling it, yet she absolutely refused to admit it. Heh, in that case, I’ll just have to go all out.)
I let go of her waist and moved my hands to her breasts from behind. Her n**ples, standing firmer than before, were more honest than her mouth. While kneading her somewhat large and soft breasts, I gave her n**ples a gentle, sharp squeeze.
”Nhee! Y-you!”
”It’s Daisuke, not ‘you’.”
Among the few weaknesses I’d found, this triggered the most obvious reaction. It seemed she liked having her n**ples pinched at the same time her portio was hit. That said, since it was Cassandra’s first time, I kept the stimulation fairly gentle. I also ground the ridge of my glans against the deeper part of her back wall.
”Nnn! ♡ Nnh-ii! ♡ Ah! ♡ Haah! ♡”
I shifted my angle slightly and struck the shallower front wall, her G-spot, from above.
”Nnh! ♡ Ah! ♡ Ah! ♡”
”How is it? Not bad, right?”
”Who would…! Ah! ♡ Ah! ♡ Nnh! ♡”
Anyone could see she was feeling it, but even so, Cassandra wouldn’t admit defeat. However, the initial lotion turned out to be the right choice. The piston motion against her mucous membranes, made slippery by the lotion, felt good even without an emotional spark. Because I intentionally moved slowly, Cassandra was gradually becoming aroused; eventually, her cute voice began to leak out, unable to be held back. Her insides were also pulsing and tightening, which felt incredible.
”Kisa—Daisuke! ♡ Isn’t it over yet? Nnh! ♡”
Cassandra, her strength gone as she slumped forward, looked back and glared at me. But her voice was breathy and uncontrolled, and her disheveled hair and flushed cheeks were erotic.
”I could keep going… but considering the strain on you, I’ll wrap it up soon.”
”Kuu! ♡ Hu-hurry… finish… ahhn! ♡”
(Making her do it for a long time on her first time might be too much of a burden.)
For the last spurt, I focused my attacks on her weak points. Cassandra pressed her face into the pillow, trying to hide her voice. It was completely obvious, but I guess it was her own way of showing her pride.
”Here, Cassandra, just let go!”
”Nnn! ♡ Nnh! ♡ Nnh! ♡ N-nnnn! ♡”
I hit her with her favorite stimulation: simultaneous pressure on the portio and n**ples, adding a lick to her neck. She seemed to have been trying to hold back from climaxing, but her body surrendered helplessly. Her v**ina tightened with exceptional force, telling me she’d reached her peak. Matching her, I came inside.
”Haah! ♡ Haah! ♡ Ha… fuu… nnn! ♡”
”You can relax until you’ve settled down.”
”Ah… ♡♡”
I spoke to Cassandra, who didn’t seem to be listening, and pulled myself out. It seemed she’d had another light climax.
* * *
Once Cassandra had calmed down, we engaged in some pillow talk. Since it’s supposedly important to women, I couldn’t afford to neglect it.
”I didn’t expect intercourse to be… like that. To be honest, it was unexpected.”
”It was good, wasn’t it?”
”If only it hadn’t been with kisa—Daisuke.”
She seemed to have given up on hiding the fact that she’d come, but she remained as harsh as ever.
”I was happy I got to hear your cute voice, Cassandra.”
”Hmph. You say the most foolish things.”
(Her tone was the same as always, but maybe, just maybe, she’d softened up a tiny bit. I hoped so…)
—
Summary:
Following a duel, the protagonist takes his new slave, Cassandra, to a tavern and then a high-end inn. Despite her cold demeanor, they begin a sexual encounter where her lack of experience becomes apparent. The protagonist notes her beauty and discipline while navigating her resentment.
Daisuke and Cassandra engage in their first sexual encounter. Cassandra attempts to remain detached and efficient, even bringing her own supplies, but Daisuke’s insistence on a personal connection and his use of healing magic to ease her pain leads to a more intense experience. By the end, despite her verbal barbs, a slight softening in her attitude is felt.
—
Trivia:
- Cassandra is significantly taller than the protagonist.
- The Knight Class specifically lacks inherent alcohol resistance skills.
- The protagonist’s ‘Ground Shrink’ is actually a combination of four distinct skills.
- Captain Mary previously claimed Cassandra ‘doesn’t know men’ (is a virgin).
- The protagonist previously refused Liese but accepted Cassandra due to her personal choice in dueling.
- Cassandra proactively bought ‘Contraceptive Medicine’ from an item shop beforehand.
- Daisuke uses ‘Great Heal’ mid-intercourse to fix the physical pain of her first time.
- The change from ‘Kisama’ to ‘Daisuke’ is a major plot point for the relationship dynamic.
- Cassandra is a magic user herself but refuses help out of pride
—
Character Insight:
Cassandra shows a ‘warrior’s resolve,’ accepting her fate as a slave as a consequence of her defeat, though her pride and resentment remain high. The protagonist displays a mix of tactical observation and predatory opportunism.
Cassandra’s pride is her strongest trait, manifesting as a refusal to admit pleasure or accept help, even while her body betrays her. Daisuke shows a mix of empathy and a desire for control, wanting to be recognized as an individual rather than a tool.
—
Lore And Worldbuilding Context:
The author noted this chapter was ‘difficult to produce,’ likely due to balancing the erotic elements with the character dynamics.
The use of ‘Item Shops’ for sexual health items is a common trope in adult fantasy isekai to streamline logistics.
—
Glossary:
Notes:
• Meta – Mature, divorced priestess with long blonde hair and a curvy, well‑endowed figure, she now radiates a pink aura of gratitude toward Daisuke, her lover and fellow adventurer. Ally of the Mirage party, she fights beside him, but is currently taken hostage by Moritz.
• Cassandra – 175 cm tall, short brown hair, muscular and sturdy; calm beauty with a stoic, unyielding aura. Former Vice‑Captain of the Royal Knights, niece of Günther, once called ‘The Ogress’ for her strict ‘Iron Claw’ discipline. Lost a duel to Daisuke, became his slave and neutral Guild witness, now leads the Third Unit, despises adventurers, and undergoes his sexual conditioning, remaining emotionally distant.
• Mercedes – Mercedes—also called Mel—is a brown‑haired, white frilled‑dressed noble, Home Secretary of Maultasche, and mother of Patrizia. She is Daisuke’s talkative, gluttonous Knight Order ally, loves sweets, fears Vice‑Captain Cassandra, despises goblins, feeds him intel, seeks a Reincarnator boyfriend, views dungeons as divine trials, and often breaks walls.
• Moritz – Mid‑30s deer‑type Beastman, Level 50 B‑Rank Magic Swordsman of the ‘Shining Horn’ party, serves as Vait’s instructor, guard and sycophantic attendant. Proud and resentful, he broke his own horns in a duel with Daisuke, then took a hostage, only to be brutally beaten by Daisuke.
• Emily – Thirty‑year‑old Captain of the Knights’ Order, expedition leader and Ability Faction member. He has striking purple wolf‑cut hair, wavy and tied back, a powerful aura, wicked smile, and an “older‑sister” vibe. Married, he leads the Third Unit, chaperones a high‑school girl party, and is often late because the Knight Commander overloads him. Professional yet slightly haughty, he teases his subordinates and Daisuke.
• Liese – Standing 170 cm tall, she has grey‑blue hair, thick horns and grey scales on her neck and limbs. Once a Grünewald guild trainee and spear‑user, she is now Daisuke’s disciplined, loyal vanguard and his first slave. Polite and hardworking, she guides the other girls, her tail thumping to betray emotions as she serves her master—a deferential slave girl struggling with self‑assertion.
• Sylvie – Elf, 140 cm, petite loli‑like with pointed ears, long wavy blonde hair and a fairy‑like smile. Usually in a white blouse and embroidered yellow skirt (forest‑scented); for dates she wears a gothic‑lolita dress with lace‑up boots. Top‑ranked Gale adventurer, Daisuke’s spirit‑magic teacher, scout and trap‑expert who drinks MP potions. Motherly, observant, mediator of the household, and older‑sister figure to girls like Camilla. Playful, assertive about her crush on Daisuke, ears twitch with mood, cheerful, recently left her village.
• Gerta – B-Rank adventurer and former opponent of Daisuke, once leader of the Beast Fang, a towering 190 cm muscular beast-woman with golden-brown flipping hair, jagged teeth, a lion-like tail, and a wild predatory aura; wields a greatsword and commands Maten, Magic Blade, and Roar, thriving on strength and exhibiting masochistic tendencies in combat and intimacy, valuing power above all—her rough, intense dynamic with Daisuke cemented his martial arts legacy.
• Daisuke – Mid-40s Japanese reincarnated adventurer, youthful face, B-Rank (Lv69) blessed by the Green God as an Onanist. Wields one‑handed sword & buckler, uses Earth/Wind magic, stealth, speed, transformation, Item Box. Manages slaves Ilse, Liese, Camilla; mentors Rin & Cassandra; dates Ines; pursues Regina & Dietlinde; runs a harem, cooks expertly, coordinates Royal Knight missions. Former college student turned traveler, now leads a party with a mace, healing magic, ‘Massage’ skill, and an ‘Ordeal’ effect.
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Edited by Kanaa-senpai.
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