Side Story: Learning The Fundamentals with Kaede Akamatsu

It was a normal evening of work for Kaede Akamatsu, also known as Kae, The Ultimate Pianist. The night air was cool, but not too cold, the sounds of the bustling street echoed around her as Johns and escorts walked and drove by, and she was wearing her usual outfit with pink platform boots, red miniskirt, pink feather boa, and pink sweater vest.

She wasn’t looking for a client, though; at least, not yet. She had planned to meet up with one of her new friends, Komaru, before she got started, but for some reason the girl seemed to be running late. Kaede was about to take out her phone and call her when she suddenly spotted the brunette’s hand stick out from the crowd.

“Hey, Kae! Over here!” Komaru shouted as she walked towards Kaede, only stumbling a little bit in her sexy schoolgirl outfit and high heels. “Sorry I’m late! I got a little sidetracked on the way over here!”

“Oh, don’t worry about it! It happens to the best of us,” Kaede replied with a smile. “Can I ask what kept you? Did you do some window shopping again?”

“What? No!” Komaru paused. “I mean, I was window shopping, but that’s not actually why I’m here late. I’m late because I ran into someone I knew from high school! We started talking and caught up with each other, and one thing led to another and… well, maybe it’s better if I just showed you.” Komaru turned around and waved, prompting another girl to step forward from the crowd. She had short green hair, a blue shirt, brown eyes, and a long brown skirt.

“Hey there! My names is Ch- er, I mean, you can call me Moto. It’s nice to meet you!” the girl said with a respectful bow when she reached Kaede. “Ko-er, Mary told me that I should talk to you if I wanted to learn how to be an escort.”

“What!?” Kaede gasped in surprise. “Komaru, did you convince another one of your friends to become a sex worker? That’s the third one this week!”

“I know, but it’s not my fault!” Komaru replied. “I just… tell them the truth about my new job, and it just sort of… happens!”

“Don’t worry, I’m not a virgin, so I won’t be ruining my purity or anything,” the green-haired girl spoke up.

“Oh.” A flash of disappointment appeared on Kaede’s face but she quickly replaced it with her usual friendly smile. “Well, that’s good! A little experience is always useful for getting into the swing of things! So, have you ever been to the red light district before?”

Moto shook her head ‘no’.

“Well then, I guess we’ll start with the tour then! First, a little background information.” Komaru extended her finger in the air in front of her as she spoke, like a teacher. “Sex work, both for specific sex acts and escort work, is technically legal throughout the whole city. Brothels, however, are not since the government sees them as a kind of pimping, which is a felony. But sex workers still needed a place to congregate for both safety and visibility reasons, so eventually everyone just decided that this street was the best way to do it! Hence, the red light district was born! There are no official borders to it, but it’s roughly a mile long, and I would guess that about… two thousand sex workers work here every night, not counting the ones who only work indoors.”

“Two thousand?!” Moto gasped. “That’s… a lot of competition.”

“Well, that’s the world of being self-employed, I’m afraid.” Kaede shrugged. “That’s why a lot of women try to stick out by using gimmicks. Like, I advertise myself as the Ultimate Pianist, able to anyone sing using only my fingers~” Kaede smiled and played a song on an invisible piano in front of her. “And Mary… well, she’s still a work in progress I’m afraid.”

“Heheh, yeah…” Komaru rubbed the back of her head in embarrassment. “But even I still get customers thanks to Kae’s help!”

“Yep! A lot of the time the hardest part is just getting your foot in the door. Once you get some regulars and your reputation spreads, then it becomes a little easier,” Kaede explained. “Now to talk a bit more about the red light district itself. I’m sure you noticed that this particular block on the edge of the red light district has more women walking around it than most of the others.”

“Yeah… I did notice that, actually,” Moto responded, looking around at all the scantily-clad women around her. “Why is that?”

“Well, since this spot is the right on the edge of the district, and it’s the closest one to the highway, it’s usually the spot that Johns pass by first when they enter the district,” Kaede explained. “So, a lot of sex workers – especially the newer ones – like to show themselves off here to try and get attention. Because of that, a lot of Johns like to call this particular part of the district ‘Harem Street’.”

“Oh… I guess that makes sense,” Moto replied. “Should I start out here too?”

“Don’t worry, I’ll set you up with your first few clients so you can get into the swing of things,” Kaede replied. “Now, come on! There’s still a lot left to show you!”

Kaede then took the girl by the hand and led her down the street with Komaru following closely behind them.

“Now, as you can see, there’s a pretty wide variety of sex shops here that you can visit if you ever need something to spice up your act,” Kaede explained as they walked. “Several of them also have gloryholes in their bathrooms and ‘private viewing areas’ if you ever need a spot for a quicky. Here, let me show you one of my favorites.”

“Ah! I see that God is feeling especially generous today!” A dark-skinned woman with white hair and a white bikini greeted from behind a cashier’s counter as the Kaede and her friends walked into a sex shop and flashed their identifications. “It’s so nice to see you, Kae! Have you finally come by to convert?”

“Uh, I’m afraid not, Angel,” Kaede replied. “I’m just showing a new girl around the area.”

“Wooooah…” Moto started up with a blush at a foot-long pink dildo that was mounted to the wall. “Do… Do women actually use things like that?”

“I’m afraid only an act of Atua could make something like that fit. That one is mainly just a novelty,” Angel replied. “But, I’ve got all sorts of reasonably-sized dildos here too, all hand-crafted for pleasure! In fact, I made a new model a few days ago that I am quite proud of! Here, let me show you!” Angel reached underneath the counter and took out a fake cock that so strikingly realistic that Moto and Komaru half expected it to start oozing precum.

“Hmm… wait a second… that one looks weirdly familiar…” Kaede rubbed her chin in thought. “Ah, I’m probably just imagining things. See you around, Angel!”

“Bye-yonara, everyone!” Angel replied with a wave. “I eagerly await your first purchases!”

“Alright, a little further down the street and you can see the strip clubs,” Kaede continued as they approached several buildings with large neon signs depicting dancing women. “The women who work in there aren’t technically supposed to have sex, but it’s common knowledge around here that the girls are almost guaranteed to take you to a ‘VIP’ room if you tip them enough. The pay there in those places is nice, but getting in is a little hard. The Titty Typhoon is probably one of the most popular, and the front doors are a good spot to pick up any guys who leave disappointed.”

“Do those guys still have money on them when they leave?” Moto asked.

“Eh, usually not, but sometimes you get lucky!” Kaede replied. “A little bit further we can see a few buildings that look like normal offices, but don’t be fooled; despite their boring appearances, they’re actually some of the most active adult video and modeling studios in the country. There’s one studio in particular called ‘Focus’ that’s known for making really high-quality stuff. I wouldn’t recommend going there if you’re just starting out, though; porn’s high expectations for actresses can make even the most beautiful woman feel self-conscious.”

“Wow, seriously? That sounds so stressful,” Moto commented.

“Yeah, but still… if your porn does well then you’d be famous, right?” said Komaru. “I mean, yeah, you’d only be famous because millions of guys jerked off to you, but still!”

“I suppose that’s one way to look at it,” Kaede replied semi-encouragingly. “Anyways, in this next spot, we have a few massage parlors and a soapland. Those places are actually pretty good if you’re just starting out since you would only do outercourse and blowjobs, but they’ve been slowly dying out because of how popular street escorts are.”

“I heard some girls the other day say they’re going to tear down some of them and build a fancy new restaurant,” Komaru cut in. “Some people think it’s going to be a fancy hostess club, but I also heard someone say it’ll be a bar where none of the waitresses wear panties.”

“Oh my!” Moto gasped. “Well, I guess that would be one way to get tips…”

“Alright, next we have one of the staples of the red light district; The Wilted Rose,” Kaede announced as they approached a white building with lingerie on display in the windows. “Just about every sex worker in the city goes here to get their work clothes. Now, there are some rather nasty rumors going around about the owner, Pandora, being some kind of cruel sadist, but she’s actually the nicest person you’ll ever meet! I think people are just jealous of her talent. Here, why don’t we head in and get you some new clothes now?”

Moto nodded and the walked inside, where they were greeted by seemingly endless racks of clothes and lingerie.

“Gasp! Kae, my darling! It’s so good to see you!” a woman with long blonde pigtails, black shirt, red micro-mini skirt, and long red nails greeted. She dropped quickly hung the clothes she was holding and pulled Kaede into an incredibly tight hug. “It’s been too long, girl! How have you been?”

“I’ve been doing just swell, Pandora!” Kaede replied with a laugh. “Listen, I’ve got a new friend with me here today, and I was hoping you could help her get ready for some… work on the street.”

“Oh?” Pandora pulled away from Kaede and looked Moto up and down curiously. “And what would your Ultimate Talent be?”

“I, uh… don’t have one yet,” the girl replied.

“Ah! Another normie! I swear, they’ll just let any woman have sex these days!” Pandora joked with an exaggerated eye roll. “Well, don’t worry, dear, we’ll get you fitted into something perfect for you ASAP! Just follow me, and we’ll get started!”

Pandora took Moto by the hand and led her to a changing booth in the back of the store.

“Alright, take off all your clothes and I’ll be right back with some options,” Pandora instructed. Moto did as she was told, removing every scrap of clothing and revealing her small breasts and shaved pussy to the changing room mirror, and Pandora came back a minute later with a pile of clothes in her arms.

“Let’s see…” Pandora held up a yellow bra in front of her vision to imagine it on the girl. “No, too out of season. How about… green?” She held up another bra. “Yes, perfect! Here, let me help you try it on!”

“Thanks, Pandora,” Moto said with a blush as she put on the green bra and a matching pair of panties. “It means a lot to me that you’re helping me out like this.”

“Yeah, don’t worry, it’s no problem at all!” Pandora replied as she kept looking through the clothes she brought. “Say, did you know that after you die it takes several hours for your brain to stop working completely?”

“… what?” Moto asked. “No, of course I didn’t. Uh, why do you ask?”

“Oh, I was just wondering. I’m random like that!” Pandora replied as she gave Moto a pair of white high heels and tight black shorts for her put on. “But isn’t it kind of freaky to think about? Like, you could be stabbed in the heart or something, with your body already starting to rot, and yet you’d just be trapped inside your doomed brain, unable to do anything but think your last futile thoughts until it all goes away to nothing.” Pandora then took out a pink tube top and handed it to the girl. “Oh my god, this would look absolutely perfect on you! Quick, try it on and we can show your friends!”

Moto shivered but nodded as she put the tube top on and walked back outside.

“Oh my goodness!” Kaede slapped her hands to her cheeks the moment she saw Moto. “You look so gorgeous! Amazing job as always, Pandora!”

“Well, what can I say? It’s all in a day’s work for the Ultimate Fashionista!” Pandora struck a proud pose before turning to the cash register, where a girl who looked almost identical to Junko aside from her flowing red hair. “Hey, Ryu! Do you mind helping this girl check out?”

“Huh?” The redheaded girl looked up from the notebook she was writing in and looked around in confusion. She looked back at her notebook and flipped to one of the front pages, at which point a confident smile appeared on her face. “Yes, I believe I can do that.”

Pandora took all the tags off Moto’s clothes while Ryu quickly tallied up the price.

“Alright, that will be three-thousand yen, please,” Ryu announced. Moto just nodded in response and moved to give the girl her credit card, only for Ryu to stop halfway through reaching for it. “Is… is something wrong? You look so scared.”

“Scared? W-what?!” A frown flashed across Pandora’s face before quickly being replaced by a saccharine smile once more. “Haha, silly little sis! Always imagining things! This girl isn’t scared, she’s… really happy that she’s getting these nice new clothes!”

“Really? Are you sure about that?” Ryu asked, looking Moto in the eye.

“Yes, totally! I mean, I am the one who picked out her clothes, after all!” Pandora leaped across the counter and pulled her sister into a tight hug. “And there’s absolutely no reason for anyone to be scared of me, right?”

Ryu wiggled out of the hug enough to get to her notebook and flipped to a page towards the middle.

“No… it says here you’re the nicest, most generous sister in the whole world,” Ryu replied, smiling. “Yeah… that sounds right.”

“Of course it does!” Pandora laughed and ran Moto’s credit card without even looking at the cash register. “Alright, see you later, sweetie! Good luck out there!”

“Y-yeah,” Moto replied, taking her card and a bag full of her old clothes with her. “See you later.”

“Huh… that was a little bit unusual, even for Pandora,” Kaede said as she, Moto, and Komaru stepped back outside. “Oh well. At least she still picked out a perfect outfit for you, right?”

“Yeah… I guess she did.” Moto looked behind her and saw just how perfectly her new shorts showed off her ass. “I can see why she’s so popular here.”

“I know, right? She really was a godsend when I first started out,” Kaede replied. “Anyways, just past here we have the two nightclubs of the area. On the right, we have ‘The Moon’, and it’s the town’s BDSM club, which is where you can find most of the dominatrixes in town. It’s not technically a brothel, but the membership fee for men there is pretty high. And on the left, we have the one called ‘The Sun’, and while it doesn’t have anything to do with sex per-se, it’s still a really great place pick up Johns, especially if you don’t mind doing it in bathrooms.”

“And… if I don’t like doing it in bathrooms?” Moto asked.

“Well then, you’re in luck, because if there’s one thing the red light district has no shortage of, it’s love hotels!” Kaede said, pointing towards several buildings with heart-shaped signs. “Whether you pay for yourself or get your client to pay for you, they’re the best ways to have sex in comfort! Some will only let you rent a room for a few hours, but others will let you stay until noon the next day, meaning that you can just keep bringing in customers one after the other. Some girls will even stay in rooms for days at a time, just using the profits from their Johns to pay for each consecutive day.”

“Wow… and they’re not considered brothels either?” Moto asked.

“Yeah; they're not technically allowed to let girls rent out rooms for sex work, but they get around that with a strict ‘no questions asked’ policy,” Kaede explained. “Which is good for us too since it keeps our encounters inside discrete.”

“I guess that makes sense,” Moto replied as she noticed that there were fewer neon lights around them. “Oh? Have we reached the end of the red light district?”

“Not quite; there’s still one more place for us to visit.” Kaede led the trio into a small pharmacy at the very end of the street, where they were met by a woman with short silver hair, purple eyes, a dark grey face mask, a white lab coat with a grey undershirt, and a black miniskirt behind the counter. All around them, the shelves were stacked with all kinds of medicines and pill bottles. “This is the Ultimate Pharmacy, where just about every sex worker here goes for their health needs. You can get birth control here, get a quick health check-up, and get a few… under the table services as well.”

“K-Kae! Not so loud!” the pharmacist behind the counter stammered nervously. “You know I can’t get caught doing that stuff!”

“Don’t worry, Kuchibashi! I trust this one!” Kae replied before turning her attention back to Moto. “So, do you have a preferred kind of birth control?”

“Yeah, I’ve been taking the pill ever since I was fourteen,” Moto replied.

“Awesome! Then we only have one more thing to do before we can get started!” Kaede pumped her fists in the air before walking to the counter. “One blister pack of Kibofil, please!”

“Alright…” The pharmacist took some of Kaede’s money and handed her a foil packet containing 40 pills. “But please remember; no more than three per day, seven per week, and eighteen per month. I’d rather not have any more overdoses on my doorstep… even if the last one was kind of nice.”

“Got it!” Kaede took the pack back to Moto and gave it to her. “These pills are great if you have a guy who’s having trouble getting it up, or who wants to pay for a second round. They’re also pretty handy if you just happen to like a guy and want to keep going~”

“Wow, these sound pretty useful,” Moto said, taking the pills. “What happens if a guy takes too many of these at once, though?”

“Uh… it’s probably for the best if you just never have to find out.” Kuchibashi adjusted her mask to cover up more of her face. “Do you need anything else?”

“No, that’ll do, Kuchibashi!” Kaede replied. “Now we’re almost ready to get started on the real meat of things; picking up Johns! There are just a few more basic ground rules you should know before we get started; don’t do anything that makes you feel unsafe, ask for pay upfront, set firm boundaries with your clients, avoid police officers if you can, and remember that you have the right to refuse any client at any time. Do you have any questions?”

“I don’t think so,” Moto replied. “This is a lot to take in though… I had no idea you had to know so much just to be a sex worker!”

“This is nothing! Just wait until you have to start memorizing over a dozen different sex positions,” Komaru chimed in.

“Eh!? That many!?” Moto gasped.

“Don’t worry, your body will do most of the remembering for you.” Kaede put a reassuring arm on her shoulder. “Now, let me see if any of my best Johns are available for you to try tonight.” The blonde girl took out her phone and dialed a number. “Hmm… just went to voice mail… I guess Shuichi’s busy tonight. That’s okay, though! I’ve got some more where that came from!” Kaede dialed another number and this time she got a response. “Hello, sir! It’s me, Kae, again! Hehe, I missed you too! Say, do you think maybe we could get together tonight? You can? That’s great! Say, do you think you could invite a few friends?”

An hour later and Kaede, Komaru, and ‘Moto’ were in the bedroom of a love hotel, each of them having sex with a different man. The air of the room was thick with the sweet smell of lust and feminine sweat as their howls of pleasure echoed off the soundproof pink walls.

Komaru was sitting in the lap of her dark-haired client as he reclined in a chair in the corner of the room, his dick pressing deep inside her as she thrust herself up and down. She was moaning and panting quite wildly, but those sounds were muffled somewhat by the long, drawn-out kiss she was giving him. Her tongue sloppily invaded the man’s mouth, swirling around his cheeks as her tits pressed against his chest. Behind her, on the small desk that they were fucking in front of, a pair of pink panties covered in red hearts hung from a lamp with a large stack of bills lying underneath it. As the rutting continued, Komaru’s legs would occasionally spasm and she’d let out an adorable yipe into her client’s mouth, which seemed to encourage him to thrust his cock even faster into her.

Meanwhile, Kaede and Moto were both having sex with their clients on top of the red sheets of the heart-shaped bed in the middle of the room. Moto clutched the sheets in front of her tightly as her chin pressed into the bed, her rear pointed up into the air behind her. There, her new shorts and panties were both pulled down to her knees to allow her John to use her tight box from behind. His hands clasped her pale ass cheeks hard as he rammed himself into her, making her whole body shake whenever their groins collided. Her moans were rapid and unrestrained, displaying both her inexperience and how much pleasure she was feeling.

Kaede was lying on her back right next to her, her arms and shoulders pressed down hard against the bed underneath her while she wrapped her legs around her kneeling client’s waist. She was mostly naked now except for her hairpins, her clothes tossed randomly around the bed in the hurry to undress her earlier. Now, her John busily slammed Kaede’s pussy as fast as he could, constantly egged on by both Kaede’s squeezing legs and the way her back would arch whenever he hit her clit the right way.

“And this is a variation on… a position called… the pinball wizard,” Kaede explained to her friends between long and sensual moans. “It’s a silly name, I know… but it’s great for stimulation… and it helps you keep control… even if you’re on the bottom.”

“Oh fuck… Mary made this sound… so much easier…” Moto gasped next to Kaede. “I’m already feeling… so tired!”

“Don’t worry… you’ll get more stamina… with time and practice,” Kaede assured her. “But are you sure… you want to keep doing this?”

“Y-yeah…” the green-haired girl replied, trying her hardest to keep her words coherent. “Probably… only part-time, though… when I need… the extra money…”

“Well… if you think that’s what’s best for you… then go for it!” Kaede said with a smile. “But if you ever need any more help… you know where to find me!”

Kaede then reached over and caressed Moto’s exposed stomach with her magic fingers, causing the younger girl to instantly let out a scream of ecstasy. Moto’s pussy clamped down like a vice around her client at the same time, which drove him over the edge and caused him to give Moto her very first creampie on the job. The man grunted for a few moments as he unloaded inside of her before collapsing onto her back, even more tired than she was.

“There we go!” Kaede praised. “Congrats on finishing your first John! Do you want a pill to help you keep going?”

“No… I think I’m going to go clean myself up.” Moto crawled out from underneath her partner, causing his softening prick to slip out of him and his white cum to start pouring out. She then took some tissues from the nightstand next to her and used them to clean out her plastered snatch a little. “Do you girls think you’ll be long?”

“No… I think we’re… just finishing up!” Komaru gasped in reply. “In fact…” As soon as she finished speaking, Komaru’s client pulled out of her and placed his cock between her thighs. There, she gently rolled her soft legs back and forth together until her John’s dick spayed up like a fountain onto her stomach. “There we go! How does your client look, Kae?”

“I think… he might be another few minutes,” Kaede replied, now the only girl left who was still moaning. “You girls use the bathroom first… I’ll be… right behind you! Ooooh!”

“Goodbye, everyone! Thanks again for hiring us! Call me if you ever need another ballad!” Kaede called out as she and her two friends waved goodbye to their Johns on the street. “Alright, it looks like the night is still young, girls! What do you say we go try to pick up some boys on the street now?”

“Sure, I think I can handle that,” Moto replied with a proud smile.

“Heck-yeah! New purse, here I come!” Komaru pumped her fists energetically in the air, but her enthusiasm faded when she spotted someone heading towards them on the street. It was a woman about Moto and Komaru’s age with short blonde hair with a black bow pinned to it, yellow eyes, a brown jacket, a short yellow skirt, long brown socks, and white shoes. She was wearing quite a bit of make-up too, including blush, blue eye-liner, mascara, and pink lipstick, but all of it was plagued with little errors that she didn’t wear makeup often. “Oh boy… uh, hold on a second, Kae.”

“Huh? What is it?” Kaede asked, turning around just in time for the new girl to reach her. “Hmm? Who are you?”

“Hey there – my name is Kanon.” The blonde woman gave Kaede a respectful bow. “I heard from a friend that you could help teach me how to be a sex worker.”

“What? Another one!?” Kaede sighed and put a hand to her forehead. “Jeez… I should really start making people get appointments for this kind of thing…”