Hotel Chaldea Ep. Tohsaka Rin

It's not really overly common that you meet with people who aren't worthy of your scorn, but it did happen sometimes. While for the most part well-meaning people rarely racked up debts with Chaldea that necessitated your intervention, there was the odd case where someone happened to incur a debt too large for them to pay, and it just grew, and grew, uncontrollably so.

Such was the fate of one miss Tohsaka, Rin by name.

And when she came into your office, having willingly arrived at Chaldea when summoned to discuss her outstanding debt, you had to blink and look at her once, twice, then three times.

She caught you staring. "You know me," she said, frowning a little. "I've never met you but you obviously know who I am," she accused.

You stopped for a moment. "Well, of course, I-"

She stopped you, standing firmly, crossing her arms. "No, not like that, obviously you've got a file on me - the moment you saw my face. You know me," she said, blue eyes narrowing at you.

"No, I know someone who looks just like you," you said, "I thought you were her playing a prank on me for a moment, but her eyes are red and yours are blue," you said, shaking your head. "Please, do come in and sit, Miss Tohsaka."

"Yes- right, apologies, that was the wrong foot to start with," she said, coughing. "I'm- well, you know who I am. You're the Debt Collector, aren't you?"

"Yes," you responded, "my name is-"

Your phone rang right then, and you frowned, taking it and responding to the quick message right away with an affirmative. With that, your assistant for the day would stand guard outside to make sure you weren't interrupted. Of all of them, the only one who could actually display any sort of discipline was the gynoid from another world, so she would be the one to do it.

"Where was I?" you started, but before she could respond, you continued. "Right, Miss Tohsaka, I'm sure you understand, the debt you've accrued is quite substantial," you explained. "We've started interdimensional manhunts for less, you realize," you added, tapping your finger against the surface of your desk.

"I- yes," she admitted. "But I'm so close- too close. It's just a little bit more, if- when," she countered, "when I crack the final barrier and become capable of recreating the phenomena of the Kaleidoscope, I'd be more than capable of accessing an infinity of resources to-"

"I don't think you understand," you interrupted her. "A simple promise of future payment only goes so far. And you're months behind on your last extension, which you agreed, I remind you, would be your last."

She looked down and brought her hands to her lap, clenching them into fists, her knuckles going white.

"Now, don't get me wrong," you said, "I'm not here to ruin your life," you explained, "I am here to find a method to resolve this matter, one that you, presumably, will prefer."

"I understand," she spoke.

"Now, the services you've requested from Chaldea..." you pulled up her file on your pad, which she seemed to be surprised to see. Not a very technologically capable person, but clever enough to learn as you showed her. "You've received significant amounts of financial support and you've had a subscription to the mid tier mana support system," you spoke, those were the two most outstanding debts, but she had also borrowed quite a lot of materials, primarily gemstones, but also pieces of mythical and phantasmal beasts of all kinds.

She seemed to slump a little. "Yes," she began, "I've-" she stopped, as if realizing there was no point in what she was about to say.

"Now, this is what you owe us," you spoke, tapping the option to show the full amount, and then putting the tablet on the desk, passing it to her as she observed it.

Immediately, she gasped and made a face of horror, clearly she hadn't been entirely aware just how in debt she was.

"But I'm here to help you. I am far more interested in you paying your debt back, than I am in punishing you for accruing them in the first place. And, more importantly, I'm not a bank so I'm not beholden to shareholders' interests."

She breathed a sigh of relief.

"I see now," she said, "it's like that, isn't it?" she asked. "I've been here before. After the phony priest emptied my family's coffers," she said, looking up with a fierce expression. "If you think even for a second I'm going to shy away from doing what I have to do," she leaned forward, sticking a hand out, pointing a finger at you, "you've got another thing coming!"

"Good, great even," you said. "You're willing to do whatever it takes to get back in the green, right?"

"That's right," she said, standing up. "I'm a Magus! I've walked with Death since I was a young girl, I stared death in the face and blew him the fuck up!" she called, "so bring it on, whatever job you need me to do, I'll complete it in a flash and-"

She stopped, bent over and slapped her face. "I'll show you just how serious I can get," she said, putting down her purse on the chair she had just been sitting on.

You looked her up and down again. She wore opaque black stockings, a pleated black skirt and a long sleeved red turtleneck with a white cross design on her chest, right between her breasts. Honestly, they all looked a wee bit small on her, like she had deliberately chosen clothes that fit her quite tightly.

Her body was at the peak of its development, she had wide, womanly hips and enticingly exposed thighs, slim shoulders and arms, and a modest, but definitely not at all lacking bosom, she was short as was expected of a japanese woman, but she was definitely on the upper end of their average.

Her hair was put up in twin tails with black ribbons, very long and with quite a bit of it spilling behind her back like an inky waterfall, especially as she took several strides around the desk.

You turned to her about to ask her what she was on about, only to see her reach for the side of her skirt, undoing a button or clip or something, and then pulling it away and throwing it off, revealing her sweater was actually a leotard.

"I came prepared for this," she said, standing in front of you, crossing her arms over her chest, looking down at you with a smirk on her face. "I've heard that you're an implacable man but that you're even more than that a womanizer," she said, "so I-"

"Oh, you want to pay with your body," you interrupted her. "Well, it's a start..." you glanced at her from the tips of her toes, up to her ankles raised by the heels of her shoes, and her black-clad legs up to her exposed thighs and hips, and finally, around her crotch and following the smooth red of her outfit to her breasts. "Can't say you're not beautiful."

It was true. She looked like a slightly older Ishtar. Perhaps the difference between a young adult, and a fully developed woman.

She then got on her knees between your legs, reaching for your crotch with her hands. Her slim fingers reached for your pants' button and the zipper holding them together, and within moments, she had fished your length out of your pants.

She didn't seem too terribly experienced, but, it was commendable how apt and talented she was as she began caressing and touching your length, using her fingers mostly, only barely applying pressure with her palms as you began to become aroused and stiff.

Rin's blue eyes almost twinkled in her concentration as she worked your length with slow and deliberate movements, slowly ramping up the speed and pressure and putting her palms into play more and more, especially as your girth became too much for just her fingers to handle, and her face began to turn a little more red and her eyes widened, more and more until you finally reached your full limit.

Her jaw worked a little as she opened her mouth as if to speak, but then closed it and swallowed.

"You look surprised," You joked, "first time?"

"I, huh," she blinked. "I've- I haven't seen one like this since my sister's boyfriend," she muttered, shaking her head. Her resolve seemed a little shaken. "N-No matter!" she breathed in deeply, shuddering a little, her cheeks turning pinker for a moment.

"Getting cold feet?" you asked. "You can back out any time, you know? If you perform manual labor for the next fifteen hundred years, you can probably pay back what you owe us," you joked. "Maybe."

She glared. "I came here absolutely ready for this," she said. "Besides, size isn't everything," she muttered, her hands, both of them, grasping your cock, as she stroked you to full hardness. It felt pretty nice, actually, not the best but, her handjob was okay.

"Why don't you tell me a little about your experience?" you asked.

"Experience? For what?" she asked, still stroking.

"You know... have you ever done this before?" you asked, relaxing into the backrest of your chair, letting your arms relax on the armrests, gripping the ends of them and spreading your legs a little more to give her better access.

She blushed. "What, do I look like a whore to you?" she asked, glaring.

"You were pretty ready to jump into this," you pointed out, raising one hand and letting your hand hold your face, putting the elbow of that arm on the armrest and smirking down at her. "And you're not bad at all."

She was getting more into it, and her cheeks were red like tomatoes.

Looking up at you, she opened her mouth and pulled your cock towards her face, then took you into her mouth. While her handjob was serviceable but a bit dull, she more than made up for it with her blowjob. Girl hadn't practiced handjobs much, but she wasn't shy at all with her tongue and saliva.

She was slathering you thoroughly, and being plenty generous as well, using her tongue to lather her sticky saliva all over your cock, and drooling all over it besides, making sure that her hands were spreading her saliva all over your cock even as she serviced your glans, which she could barely fit in her mouth.

Relaxing her jaw, she began to take you in deeper, while using her spit slick hands to stroke your shaft, she could only take about a third of your length into her mouth, but that was to be expected.

She was a human woman, not a servant.

Still, as she worked hard to service you, you couldn't help but feel like Ishtar would definitely be able to deepthroat you, but the image was dispelled quickly, sure, the face was almost the same, but she looked a little more mature, she was just a little bit taller, her breasts and hips were bigger, her ass- her ass was looking fantastic, framed by her red leotard.

That one looked almost identical, even more than their faces. Talk about a gloriously amazing calling card.

Artoria'd be jealous of that ass.

She began working twice as hard as the image of her ass made your cock throb, taking a little bit more of your cock into her mouth while stroking you harder and faster, until finally she pushed a little bit too deep and too hard, and she pulled back, coughing as she found out she couldn't throat you.

To her credit, she recovered swiftly, only clearing her throat, but still stroking your cock. "D-Damn, you're huge..."

You smirked at her. "I take it you've not had someone my size before?"

She huffed. "Excuse me for not being a talented prostitute!" she called out, "I'll show you... this always made the old guys go crazy..." she muttered, as she used one hand to stroke you while the other went to cup your balls, grimacing as she noticed that they were a bit bigger than most, and then leaning forward, opening wide and taking one of your testicles into her mouth.

She sucked at it, in a good way, and her tongue worked hard to pleasure your ballsack, stimulating the testicle within for a good little while, she wasn't hesitating at all, not even when it came to swapping which ball she was sucking, letting go of the first and then swallowing the second. She was much better than expected.

Even better, she was stroking you even harder while doing that, and using her hand to toy with the testicle she wasn't sucking, teasing your ballsack with just the right amount of pressure to make your body tense up from the sheer pleasure you were receiving.

Finally, she pulled back, smacking her lips and swallowing. "How's, how's that, huh?" she called, smirking a little.

"Good, not the best, but good," you said, "you've got talent. Do that a lot?"

She huffed. "Ugh," she seemed defeated. "You can be the school idol, with the top grades and perform well in all mandatory athletic activities," she lamented, "but you get caught sucking an old guy's cock once, and that's the only thing anyone'll ever remember about you," she spoke.

"You shouldn't feel too bad about it," you said. "You do what you gotta do right? Considering how much you spend for your magecraft, I can't imagine financing it was easy..."

She nodded. "Yeah," she admitted. "Especially since someone ruined my family and made me penniless- but I digress," she said, "I really- I'm gonna have to do it huh?"

"Yup," you said. "To tell you the truth," you added, as she stepped back and stood up to her full height, "there's really very little you can give of worth to the organization."

She nodded. "I knew it from the start. But I need this... With interdimensional Rayshifting, I've come closer than ever..." she said, sighing. "I'll do anything, whatever it takes, to finish the duty of my family," she finally spoke, "even if it means... this."

She reached to her crotch and moved the red leotard out of the way, revealing her pink, slightly moist pussy. She reached with her other hand and touched herself, making a face as she stimulated herself, a light glow heralding a spell being cast. Immediately, she began practically drooling from her pussy, and her body became a little more flushed, visibly so.

"Besides, I'm already used to pleasuring men for money," she said, chuckling a little bitterly. "Maybe you can even make me cum?"

She straddled your waist, and guided your cock to her snatch, lowering herself down and taking you into her body. "S-Shit," she muttered, "you really are bigger than him..!"

You weren't at your full size, but as a human, she wouldn't be able to take it. It was obvious, however, that she was forcing herself. If her only experiences were with people who didn't really have all that much care about her pleasure, or maybe someone who was gifted with size but not experience, she no doubt believed that sex and pain came together.

But that wasn't the case, or rather, it didn't need to be if one didn't want it to be that way.

Your hands moved and you put them on her hip and thigh, supporting her and slowing her down as she took more of your length into her, one hand snaking up her body and behind her neck, pulling her into a kiss, while the other went on to grab onto her ass.

She panted and hissed as you split her pussy wide open. She trembled a little as she managed to take your entire length into her, a really impressive feat, considering bigger women than her couldn't manage it, even at its restrained size.

You hugged her body to yours and kissed her deeply, your tongue exploring her mouth and teasing hers, as she clung to you, shuddering and trembling, until the kiss broke, and she panted heavily, brought to her limits just by penetration alone.

"F-Fuck..." she muttered. "I've- ngnh, I've never had- this much, trouble," she panted, "and, and, why's it feel- so good..!?" she muttered.

It didn't only feel good for her, of course, she was incredible to fuck, humans could scarcely compare to servants but you felt she didn't have much to envy them at all, she was exceptional to say the least, and her pussy was even more exceptional than the accomplishments on her file.

She was a thoroughbred Magus, and she definitely had a high class pussy to match.

"Gentle, you need to be gentle," you said, "you don't like pain, do you?" you explained, "if you're rough and hurried of course it'll hurt."

Her face was red and she was sweating, staining her outfit and making it clear she was trying not to feel so good. You began stimulating her more, playing with and kneading her firm yet pliable cheeks, and grinding your cock inside her, while at the same time, moving your face to her chest and latching onto her breast through her leotard, but the fabric was too thick, so instead you used your hand to play with one of her breasts, and with the other, you supported her as she let her back fall, moving her hips.

Rocking your own, you met her movements, and began to fuck her slowly, softly, in earnest.

"Whyyy...!?" she mewled, "why's it feel so good!? It shouldn't..!" she moaned, throwing her headback, her arms grabbing onto your shoulders. "Why's- it so- so much," she groaned, gasping for air as you thrust into a sensitive spot.

Her pussy was a sopping wet mess, she was no virgin but she was so tight, narrow and stiff that she might as well be, and trying to ignore it wasn't even helping, there was something deeply satisfying about stretching a pussy like that, but you couldn't concentrate on it.

Not if you didn't want to bust too quickly.

"Are you alright Rin?" you asked.

She leaned forward and clung to you. "No, no I'm not, fuck you," she hissed, "damn- dammit," she groaned. "A-Alright, I'm better, let's-"

"Hup!"

You thrust up and she crashed, like a computer, crying out in ecstasy and actually starting to shake uncontrollably, her pussy suddenly constricted around your cock, contracting and strangling you like a coiled serpent, and then she was clinging desperately to you as she came with all she had.

Her orgasm was so potent that it actually served to kick you over the edge, and you stopped resisting the impending orgasm, exploding inside her, painting her insides white.

It was an instant and potent orgasm, but not an overwhelming one, it was... satisfying to just lie there, and feel her cumming repeatedly on your cock as each spurt of your semen exploded inside her.

She really had a lot of natural talent.

"You know, you might just have talent to make it in the Hotel," you said, as you grabbed both of her ass cheeks and began kneading them again. "How are you with anal?" you asked.

She blushed.

"A-Anal!?" she asked, scandalized.

She tried to move but when she did she felt your cock still inside her, still hard. "Ngnh, fffuuuuck, if you shove that up my ass I'll break, I really will break."

"I'll discount twice as much from your debt if you let me-"

"You had me at discount," she said, in a flash, she managed to get up off of you, and bent over the desk, reaching behind herself, one hand moving her leotard out of the way, the other, spreading one of her fat cheeks to expose her winking, defenseless anus.

"Damn," you chuckled.

The girl really would do anything to clear her debts, huh?

You were captivated by your thick, sticky milk as it dripped out of her twitching snatch, rivulets of semen riding down her thighs, staining her stockings.

"Come on, what are you waiting for?" she asked, shaking her ass at you.

You got up ready to fuck and...

Your phone rang. And since they got through to you, it had to be important. Unfortunately, fucking Rin's defenseless anus would have to wait, which she seemed surprisingly dismayed by.

"Oh come on, for the first time since I slept with my sister's boyfriend someone's actually made me cum, and you're going to leave me unfinished?!" she complained.

"Sorry babe," you called, grinning at her, "it's my wife," you said. "Medea, love, what do you need?"

"Suddenly I don't feel like making a fuzz anymore," she said, her face white.

You'd have to ask what that was about later, as it was, Medea started a video call to show you as your daughter cast her first spell, alongside Circe's guidance, a rather simple light show, but one that was being done by Hekate so that automatically made it the best light show in the whole world.