Go with her

Takumi paused as he realized this was a turning point. What he decided here would likely determine how the rest of his trip turned out. Whether or not he’d succeed in finding Karua, or if this would be a giant waste of time and money. But, he couldn’t tell which path was the right way forward.

So, he bit his tongue, trusted his gut, and…!

Got in the car with Scarlett.

“Excellent choice.” Scarlett smiled devilishly as she crossed her legs, and Takumi closed the jeep door behind them. “Sue, get us to the Titanic Inn, pronto!”

“Aye-aye, captain!” Sue said with a diligent salute before hitting the gas pedal and speeding into traffic, miraculously avoiding any collisions.

“Now, I would begin discussing the terms of our contract, but Sue’s driving can get a little… bumpy,” said Scarlett. “So, for all our sakes, I suggest we talk once we reach our destination.”

Takumi gripped his seat as the jeep rounded a particularly tight corner. “Agreed.”

His grip only tightened as the ride continued, the blonde seated in front of him pushing every traffic law to its limits as they sped through the streets.

“Just what the hell have I gotten myself into?” he thought to himself as he closed his eyes to avoid panicking himself any further.

“Hey!” Scarlett’s voice said through the dark as she snapped her fingers loudly next to Takumi’s ear. “You can calm down now - we’re here!”

“Gah!” Takumi’s eyes snapped open and he released his grip on the car. “Sorry, I hadn’t realized we stopped moving. I’m glad we made it in one piece, though.”

“All in a day’s work!” Sue said, winking again as Takumi unloaded his luggage. “Call me if you need me again, okay, Scar?”

“I told you to stop calling me that,” Scarlett replied as she handed Sue some bills through the window. “But I shall. See you again soon.”

Sue saluted and sped off once more, leaving Takumi and Scarlett at the doorstep of a large hotel situated in the heart of the Red Light District. All around him, men and women were casually going about their day as if it were completely normal for most people to wear barely any clothing, trading sex for money, food, jewelry, favors… it was like he had stepped into another world!

It was all so distracting that Takumi almost didn’t notice the hotel itself, which was also very unusual in its own right. It seemed to style itself as half of the sinking ship that gave its name, and had a general ‘naval’ vibe to the place and its decorations. It seemed a bit out of place, but he did hear that this city was originally founded as a naval base. So, perhaps the design was partly inspired by that.

“Follow me,” Scarlett ordered as she headed inside. “Don’t worry, I’ve already booked you a room for 100 nights. Your payback will be discussed with our contract.”

“Er, right, of course!” Takumi said, following behind her to the elevator, which took him to the 10th floor. “So, uh, is there a reason why you chose this place in particular?”

“Simple; this was the cheapest place when you account for discounts from booking long-term,” Scarlette explained as they rode together. “I could have booked you in a luxury place, to be sure, but even if you were Midas, you’d be penniless within a week of staying at a high-end hotel.”

She led him to room 100 and opened the door. Inside, the room and accommodations were very plain - a simple king-sized bed, a work desk with a single chair, a mini fridge, and a small bathroom. Along with plenty of ocean-themed decorations, of course.

“So, this deal you mentioned before… what exactly did you have in mind?” Takumi asked as he sat down on his bed.

“It’s simple - I guarantee that you’ll find this ‘Karua’ woman by the end of your 100 day trip,” Scarlett said, sitting in the office chair. “And in exchange, you’ll live in this city as a John on vacation. During this vacation, I’ll plan out each and every day, down to when you sleep, when and what you eat, what activities you do, what places you visit, and when you rest. And of course, you will only have sex with women that I approve of, paying them at rates that I negotiate with the women beforehand. Any questions?”

“Several,” Takumi replied. “First of all, didn’t I tell you that I’m not here to have sex? Why bother with that at all when I’m searching for Karua?”

“Simple; because it benefits us both,” Scarlett explained.

“Benefits me?” Takumi gasped. “I’m not sure what you’re implying, but I’m not some sort of animal that can’t think if I don’t get my rocks off regularly.”

“Don’t be naive and think about this rationally for a moment.” Scarlett motioned to Takumi’s window and the Red Light District beyond it. “You said that you have reason to believe Karua is a sex worker here, right? Well, if you want to find her, then you’re going to have to talk with the other sex workers.”

“I… I guess that makes sense,” Takumi reluctantly admitted.

“But, none of them are going to talk to you unless you hire them,” Scarlett pointed out. “You saw how things were at the airport - none of them, including me, cared about your existence until the possibility you might hire them entered into the picture. And then after that, they refused to talk about anything else. Things will only be even worse in the Red Light District proper, but if you spend a little cash, work with them regularly, and build up trust… they could become your eyes and ears. You would no longer be hunting for a needle in a haystack. You’d be the haystack, hunting for a sharp pain that grows clearer by the day.”

Takumi opened his mouth to try and argue against that logic, but try as he might, he couldn’t help but admit to himself that she was right. But something still didn’t sit right with him.

“And what do you get out of this, exactly?” asked Takumi. “You’re not getting a cut out of what I’ll be paying these women, are you?”

“Of course not. What do you take me for, a lowly pimp?” she asked with a glare. “No, I’m far closer to a travel agent. You’ll be reimbursing me for the cost of the room, plus an extra 10% so I can make a profit. But you won’t have to pay until the end, and only if you find your precious Karua.”

“That’s it? That’s what you broke a woman’s nose for?” asked Takumi.

“Of course it is. Do I need any other reason?” she replied. “People need money to survive, and you’ll be giving me quite the sum. And don’t bother feeling guilty about waiting until the end to pay; I have other clients besides you. I’ll have plenty of income until day 100. So, do we have a deal?”

Takumi could tell just by looking at her that Scarlett wasn’t telling him everything, but he ultimately decided against pushing further for now. He had other priorities, and he didn’t want to risk pissing this woman off any more than necessary.

“Fine. I’ll agree to your terms,” Takumi finally declared. “So, did you draw up a physical contract for us to sign, or we have to go to a bank to find a notary, or…?”

“I need you to kiss me,” Scarlett answered curtly.

Takumi nearly fell off the bed in surprise. “Kiss you? Why?”

“Oh, please; you didn’t actually think that there’d be an actual legal process to this, did you?” Scarlett rolled her eyes and sat on the bed next to Takumi. “Sex work is only legal in this city thanks to loopholes, so any legal document will be unenforceable. Instead, contracts in the Red Light District are all verbal, and are traditionally sealed with a kiss.”

“I see… so there’s no enforcement mechanism on this at all?” asked Takumi.

“Oh, there absolutely is. If you break any of my terms, or refuse to pay at the end, I promise to make your life a living hell even if you flee the city,” Scarlett answered as she scooted closer to Takumi. “But let’s not think about that now. I’d much rather be your angel than your devil, after all.”

“Right.” Takumi took a deep breath. “Okay, let’s do this.”

He turned back towards Hiruko, closed his eyes, pursed his lips, and leaned forward. He was not too familiar with kissing, but he liked to think he knew enough that he didn’t need to be handheld through what came next.

A moment later, he felt their lips touch. She was soft; much, much softer than he was expecting, and the taste of her lipstick was strangely intoxicating. He found himself lingering longer than he expected, pressing his lips deeper into Scarlett’s as the sweet smell of her perfume filled his nostrils. She smelled deeply of lavender , a scent seemingly designed to calm his unsteady nerves.

“And with that, our pact is sealed. Thank you, Takumi; I promise, you won’t regret this,” Scarlette said with a smile as she broke the kiss. “Now, I’m going to need your phone. Please, unlock it and hand it to me.”

“Uh, okay,” Takumi said, following her orders. “Are you going to add yourself to my contact list or something?”

“Yes, I will, but that’s not important right now.” Scarlett opened his internet browser and went to his history. “I’m doing this to look at your porn habits.”

“What!?” Takumi gasped, instantly regretting his blind obedience. “Why? If you want to know what I’m into, I could have just told you!”

“Yes, but would you have really been completely honest with me? As the Ultimate Vacation Planner, I need to customize your stay here down to the smallest detail, and in order to make it perfect I will need an accurate gauge of your likes and dislikes.” She scrolled through Takumi’s history for a few minutes, her other arm clearly at the ready in case he attempted to steal the phone back. “Alright, I think I’ve seen enough.”

“And… what did you think?” Takumi asked nervously.

“I think… you have very shitty taste,” she answered honestly. “You actually watch amateur porn? That stuff is so boring and low quality, it’d be more arousing to watch paint dry.”

“Wait, that’s the thing in my search history that shocked you?” Takumi blinked. “Uh, I hate to be the one to break this to you, but that’s really normal. Amateur is one of the most popular genres out there.”

“That doesn’t make it any less terrible. To think that porn used to be such a refined art form, with stories and artistic meaning…” Scarlett sighed. “Regardless, it seems that your tastes in smut are mostly pretty vanilla, but I was able to glean a few fetishes from them. You seem to be enticed by harems, reverse gangbangs, large breasts, dangerous sex, impregnation, femdom, and just a bit of ****.”

“I only watched those videos for the actresses, I swear!” Takumi insisted.

“Right, of course,” Scarlett replied. “Now, the only other thing I’ll need to start matching you with the right girls is your measurements. That’s going to include your penis size, ejaculation volume, stamina, and sexual skill.”

“And I’m guessing that you’re going to want to find all those out first-hand?” asked Takumi.

“Good to see you’re catching on.” Scarlett began taking off her clothes, starting with her black jacket and undershirt, revealing her lacy black bra underneath. “Come, there’s no need to be shy. I’m going to be seeing you have plenty of sex over the next few months, after all.”

“Right, of course.” Takumi began taking off his clothes, though his progress was somewhat hampered by his inability to look away from Scarlett. Her skin and her body were so flawless, lacking so much as a single blemish or anything that might diminish her beauty. Her breasts were two perfect handfuls and rested on her chest with perky pink nipples, and her hips were wide with just the right amount of fat and muscle. Naturally, Takumi’s shaft was already at full mast by the time he got it out into the open.

“Alright, let’s have a look here…” Hiruko reached over to Takumi and began examining his cock with an almost clinical efficiency. “Decent; not too small, but also not freakishly big. That opens a lot of avenues for you. Now, lie back on the bed and I’ll take things from here.”

“Sure thing,” Takumi said, blushing as he did as he was told.

Takumi watched nervously as he watched one of the most beautiful women he had ever seen straddle his hips and line up the tip of his cock with her pussy. The feeling of her labia pressing against his bulging head spurred his instincts to thrust his hips, but just before he could give in completely, his rational mind remembered something important.

“Wait! What about protection?” Takumi asked.

“What about it?” Scarlett answered. “All it’d do is decrease the pleasure for the both of us, and I know that risky sex and impregnation turn you on. Are you really going to tell me that the thought of potentially knocking me up doesn’t excite you more than anything you’d ever thought of before?”

“Well, no, but that doesn’t mean I actually want to impregnate you,” Takumi pointed out, sweating. “Are you at least on the pill or- ah!”

Scarlett interrupted Takumi by dropping her hips, sheathing his thick cock inside of her in one swift motion, wrapping every single inch of him inside her warm, moist walls. She then leaned close to Takumi with a glare on her face and placed two fingers underneath his chin to close his mouth shut.

“That’s none of your concern,” Scarlett explained as she began to grind and bounce her hips, eliciting moans from the college boy beneath her. “Birth control is, and always should be, the woman’s responsibility, and any woman who does otherwise might as well save time and head to the nearest adoption agency. So stop concerning yourself with that, and just lie back and enjoy yourself. Show me what you can do!”

Takumi grunted and reached his hands forward, caressing Scarlett’s sides and gently squeezing her breasts.

“Impressive… I can tell this isn’t your first time,” Scarlett observed, moaning a little herself. “Most virgins end up squeezing me far too roughly, but you are applying just the right amount of pressure.” Scarlette then squeezed her legs closer together, which had the effect of tightening her folds even more strongly around his cock. “Tell me; how many people have you been with before me?”

“Just… two women,” Takumi grunted, thinking back to his college freshman year.

“And were there any men?” Scarlett asked.

“... just one,” Takumi admitted. “But my preference is still mostly for women over men.”

“Ooooh, you were actually honest with me. Good boy.” Scarlett stopped her thrusts and gripped Takumi’s shoulders, carefully using her hips to guide his cock inside her until his tip was almost at her womb. There, she rocked her hips back and forth as she squeezed his cockhead with the single tightest part of her body, drenching it in agonizing ecstasy less than a centimeter away from her babymaker. “As a reward, I’ll give you one of my special techniques. Now, next question; how often do you masturbate, and what’s the most you’ve done in a single day?”

“I do it at least 5 or 6 times a week,” he admitted, so focused on avoiding orgasm at this point that he couldn’t lie even if he wanted to. “The most I’ve done in a day is… 3 times, I think?”

“Only 3?” Scarlett asked. “Tch, even I sometimes forget how less virile men outside this city can be.’

“W-what’s that supposed to mean?” Takumi asked, though his eyes were still focused on Scarlett’s chest rather than her face.

“It means that we’re going to have to improve that stamina of yours if you’re going to truly enjoy this vacation - and if you truly want as many women as possible looking for Karua with you,” Scarlett explained. “Fortunately for you, I have techniques and **** to help with that. But before I give you those, we’re going to need to set a baseline.”

Scarlett stopped her grinding and resumed her thrusts, bouncing up and down on Takumi’s lap as fast as she could as her cunt attempted to milk him dry.

“So go ahead and cum inside me,” Scarlett said, but it wasn’t a request. It was an order. “Show me what those balls of yours can do, unenhanced!”

Takumi grunted, the overwhelming stimulation around his cock finally getting to him. With one last gasp and powerful thrust of his hips, he hilted himself inside her body and sprayed his seed almost directly into Scarlett’s womb. The purple-haired sex worker closed her eyes and stopped moving the instant she felt him start to cum, as if she was concentrating deeply on something.

“... Your ejaculate is just above average in volume,” she announced as his orgasm tapered off. “And the consistency is just about average,” she added, moving her hips from side to side to feel him sloshing inside her womb. “Alright, I think I’ve learned everything I need to know about you.”

With that, Scarlett pulled herself off Takumi’s body and began cleaning herself up and putting her clothes back on. Though, notably, she did not attempt to remove any of Takumi’s semen, and her panties remained untouched on the bed.

“I suggest you spend the rest of today resting and preparing for tomorrow,” Scarlett said as she fixed her hair. “Between fucking me and spending all day on that cramped airplane, you must be exhausted, and you’ll need all the energy you can get for your packed first day tomorrow. I already have plenty of activities planned.”

“Activities and ways to find Karua, right?” Takumi asked, still naked and lying on his bed.

“Right, of course,” said Scarlett. “Call room service if you need your sheets changed before bed. Or you can keep them if you want to fall asleep to my scent; either is fine with me.”

She then walked to Takumi’s door and opened it. “See you tomorrow. Sleep tight.”

Scarlett shut the door before Takumi could respond, heading to the elevator and riding it back down to the lobby. Her face was once again one of pure concentration as she planned for her future, to the point where she either didn’t know or didn’t care that some of Takumi’s white seed was dripping out from under her skirt and onto the floor. And when she finally arrived in the lobby, she almost didn’t notice a familiar face sitting on a bench near the front desk.

“Ah… is that you, Hiruko?” an older, bald Japanese gentleman greeted her. He was wearing a fine black suit that contrasted hard against his pale, snow-white skin, and an old fashioned military hat that looked almost as old as he was. In his hand was a short black cane with a strange silver logo at the top, though you couldn’t tell that he needed it to walk just by looking at him. “It’s been too long! How have you been?”

“Greetings, Sirei-sensei.” Scarlett/Hiruko stopped in front of the man and bowed respectfully. “I am doing quite well, thank you for asking. How are things at Lust Discovery Academy?”

“Quite well! We managed to help five women find their Ultimate Talents in the last three months alone,” Sirei responded happily. “Still, I can’t help but feel nostalgic for my old stomping grounds. I do still regret selling this place sometimes.”

“Sacrifices need to be made to be successful,” said Hiruko. “You taught me that, remember?”

“Ha! That I did!” Sirei replied with a hearty laugh. “Say, you seem to be in an unusually good mood today. Could it be that you found yourself a particularly juicy whale for you to drain the pockets of recently?”

“Perhaps I have,” she replied. “But it might be more than that. Whale corpses are only useful until they’re picked clean by bottom feeders, after all - but I am far more ambitious than that.”

“Ha! You’ve got another one of your crazy plans, I see!” Sirei laughed and slapped his knee. “Well, I wish you the best of luck, then! Whatever ending this choice takes you to, I hope it’s a memorable one!”