Hey everyone!

first off to all of you who commented! Thank you all!

TigerJacob: I know this is going to sound strange in a fic about magical women, teenagers with superpowers, and monsters that spawn from bad feels, but I strongly prefer fics that are REASONABLE. I'm sure everyone is familiar with THOSE kinds of stories. Jaune kisses a girl for the first time ever and transforms into a sex god that satisfies everyone with his 37 1/2-foot-long pole and can make a woman orgasm by shooting them a smoky gaze from across a crowded room. They're fun, sure, but I want to do better by you guys! I want a fic that's fun, smutty, AND has a plot too! Our favorite adorkable knight going straight from "never been kissed", to trying to satisfy women for lien? Not reasonable. The bar was/is a great way of Jaune getting his feet wet, building up his "soft skills". Conversation, flirting, mixing drinks, etc. Don't worry, he'll gradually work his way up to excellence!'

As for Coco and Velvet… that's on the schedule. Not just the story behind it, but "the story behind the story" (why blue-eye and I did it in the first place).

Aravas: Neo's not QUITE bashful, actually. What happened was Jaune being… well, Jaune. The very last thing anyone expected from Jaune was praise and, dare I say it, awe. Once again, Jaune's PAINFULLY honest nature and pleasant demeanor blindsides everyone. Especially Neo. She's got good company though. Roman, Junior, the twins… As far as updates are concerned, see above :) Oh, and don't worry she's only TEMPORARILY thrown off (watch out, Jaune! XD)

bluefish1945 Q: NO… but please allow me to explain WHY. First, he's going to be a gigolo. He's really on the side of satisfying women, not drumming up business for himself. More importantly Jaune is, despite forged transcripts, a really nice guy. If he DID awaken that Semblance, I imagine the problem would be that he'd never use it. It would be too obviously unethical. Don't worry, I think you'll like his planned Semblance MUCH BETTER. It's subtle enough that Jaune won't realize what he's doing… until it's much, MUCH too late! XD

Vanitas50: Temporarily, you're just in time to see him lose it again… for a little while, anyway :)

JohnJuanRamboJr35: Well, one out of two ain't bad, right? XD Oh, and glad you approve.

Guest: Yeah, he's great. Jaune doesn't even have to pay for the "date"! XD

Kyuubi-Titan: Hey, who leaked my notes to you!? :) Yeah, the twins will have reactions. Both short-term and long-term (thanks for the reminder/idea!)

Obsidian Nova Arc: Sorry, Jaune's MILF-master form won't be unlocked until the sequel (assuming sufficient fan demand/blue-eye patience). Don't worry, there will DEFINITELY be some Jaune/MILF action in THIS story too!

Imperial-samaB: That's the plan. Next few chapters should, actually (in my opinion, of course)

Lastly, to 0akarigan0, michmech, rosadylan812, Silber D. Wolf, Guest, renokana, Strife1234, FuryJoe, N glad you're enjoying the story!

X-=-=-=-=-=-=-X

Just a quick note on updates, I thought I'd lay out the situation for everyone. First of all, I wanted to mention that blue-eye is going through some stuff In Real Life. Not my place to give any details, but things aren't quite typical right now. Now, TYPICALLY blue-eye and I work in parallel and we both can get through a chapter in about a week. He'll take a week to produce a chapter, I'll take a week to clean it up and such, while I'm doing that he's working on the next one. That being said, blue-eye and I are working together on somewhere between six and eight fics right now. So, when things are NORMAL, you can expect a new chapter about once a week. However, those chapters are spread throughout ALL of blue-eyes stories. So, any single fic usually gets a new chapter every month or two. Less, if you're not one of his s and thus don't have access to those stories {why not fix that problem today?! :)}. I'm not sore at anyone for wanting updates or anything, I know how it is, just wanted to explain for everyone's benefit.

X-=-=-=-=-=-=-X

A\N - I don't own RWBY! Sadly...

BTW!

I have create treon . account to help and support my hobby! If you want you can support me or just feeling generous so I can get the chapters out faster and maybe something more if anyone is interested so go and check it out! :) Ps - some new stories over there!.

P a treon . com (slash) blue_eye_white_wing

You will need to close the spaces on the below and write it into your browser.

X-=-=-=-=-=-=-X

Chapter 3: Breaking News! Jaune Arc Loses His Virginity!

Jaune wasn't sure what to think, sitting quietly in his boss's office. Although (to be fair) it wasn't his first time there, and he was certain that it wouldn't be his last. The walls were all adorned with a multitude of paintings, a rich wood paneling hiding the original surface from sight. It gave the place a more intimate feel than it would have naturally… making the room seem more like an old person's home, than the office of the leader of a gang that ruled the streets of Vale. But all of that seemed so inconsequential, compared to what was currently on his mind.

"You want me to do WHAT?" the young blonde asked incredulously, leaning forward in his seat. He was certain that Junior, the same guy who'd given him his big break and had helped him at his lowest point, must have said something different than what he'd thought he'd heard.

"I need you to please a woman…" the leader of the gang responded coolly.

'Okay, so I didn't imagine it…' the young Arc yelped, shaking his head. "Wait… so, that's what you really said!?" He was too stunned to continue. Hei simply leaned back in his seat, interlacing his fingers.

"Jaune, for the fifth time… I need you to go on a date with an associate of mine…" the older man reiterated.

"That's not what you just said!" Jaune retorted, pointing at his boss and standing up from his seat. "You said that you want me to-to please her?!"

The leader of The Red Axe Gang facepalmed and groaned. "Jaune, please… I've already said it more times than I can count… " He'd gone into this fully expecting that it would be a challenge, convincing the boy to agree to do this for him. …but not to make him understand what Junior wanted him to do! Was that what Jaune had meant, when he'd called himself thick-headed, the day they'd met?

"It clearly wasn't enough! I just walked in here and you threw something like that at me, out of nowhere!" the blonde bartender accused, still looking a bit hysterical at the suggestion.

"Jaune, sit down…" Junior instructed, genuinely worried with the direction this conversation had taken. "Please?" He wasn't too keen on asking nicely, but a heavy-handed approach wasn't going to work with the boy. There were far too many ways this mess could blow up in his face as it was, Junior couldn't afford to twist Jaune's arm (literally OR metaphorically) and affect his "performance" later. Let alone the fact that Junior's heart really wouldn't be in it, he was fonder of the young man than he probably ought to be. The blonde boy pouted, but still sat down, deliberately staring away from the older man. 'Well, it's a start…' Junior groused, clearing his throat once more.

"Now, as I was saying… I asked you to end your shift early, so that we could talk about a request I have for you…" the older man began again.

"Yeah, the girls weren't happy about it… I thought you wanted me to keep serving more people, lining up more regular customers. That's why you went and expanded the bar and gave me more hours, right?" Jaune wasn't kidding when he'd said his customers were displeased. The women he'd served that night looked hurt and deeply disappointed, when one of Junior's men had informed the blonde that his boss wanted to speak to him immediately on some urgent matter. They were asking if everything was okay, even offering to join him if he'd like. The young Arc had reassured them that everything was absolutely fine, that he'd give them his full attention when he returned. That seemed to placate the women, for the moment anyway.

At the time he hadn't been sure if he'd done something wrong, or if it was just something silly. Like, one of those ordinary 'how are things going with you?' kind of talks… But, definitely not what his boss had told him.

"Okay, I'll start over… So, basically… I have this… customer, who acts as a mutual informant for me. I provide her with leads… and she occasionally offers me some very important information concerning my rivals and other things…" Junior expressly refused to elaborate on exactly what kinds of "things" those were, upon seeing the grimace that Jaune made at that. "Ultimately, we… provide certain services for each other… She slips me intel, along with the occasional heads-up if things get too problematic. In turn, I provide her what she NEEDS…" The older man's gaze locked onto the blonde boy. "That's where you come in… I just need you to go and spend some time with her…"

"Okay? That doesn't sound too bad…" Jaune remarked, continuing to listen.

"Now… when I say 'spend', it'll basically involve being her date and doing whatever it is she wants…" Junior REALLY wasn't used to dancing around the subject like this… Well, at least not when the other party ACTUALLY didn't know what they were talking about. There was no way Junior was going to be as blunt as he usually was though, Jaune would probably faint on the spot! There was no better way to say it really, the look he received from the younger Arc conveying everything.

"So, it IS like that! Wh-What do you expect me to do?!" the boy asked in worry.

"It's honestly not that big of a deal… Now, I'm not sure what she will want Jaune… but I'm certain it won't be an issue for someone like you" Junior half-lied, looking away. "My hand's been forced on this… If I don't deliver on her "request", it could prove… very difficult for me…" The older man got up from his seat, turning his back on his newest employee.

"Difficult?" Jaune repeated, taking the bait and prompting Junior to elaborate.

"Yes, without her… we could become an easy target for some up-and-coming people who want us out of the picture… If she became REALLY irritated with me, half of Vale would know my worst secrets by breakfast tomorrow…" Junior kept his voice quiet, but clear. "I won't beat around the bush… I need your help Jaune, you're the only one I can ask to do this!" Junior declined to mention that he probably could have found someone else eventually. He also did not feel the urge to mention that this particular "customer" probably had just as much to lose in outing Junior as he himself did. However, making this situation appear direr than it actually was would only help all of them in the end. If Junior made it seem like Jaune had a real choice in the matter, he'd just dither and waffle about the whole thing. Better to push the young Arc into making the decision Junior needed right away, he didn't want to run the risk of disappointing that psycho again. Jaune would end up being perfectly fine… probably… maybe…

"And no one else can do it?" Jaune asked, the shaking in his voice clearly conveying how nervous Junior's hard-sell was making him.

"N-No, there's no one else that I can come to with this… But, I'm not ordering you to do it… I'm asking you, could you take care of this for me?" the older man cajoled, appreciating just how much the younger boy seemed to be considering it. "I know that it might seem like a lot to ask, but you'll be helping us all, Jaune…"

"A-All of you? Do you mean… the twins as well?" the blonde teen questioned, looking even more worried than before.

"I did say all of us, didn't I…?" the businessman replied, purposely not specifying who he'd meant.

"A-And this is going to be a one-time t-thing… right?" the blonde teen asked, already shaken by what he was about to agree to.

"That… will be up to you Jaune…" his boss swore, the boy looking puzzled at the answer. "If you don't show her a good time… she may want another meeting…" Junior stated, impressed that he'd managed to keep a straight face. The idea that she'd want to double-down on an unpleasant experience was ridiculous. The prospect that she'd prefer not to relive an enjoyable one even more so. However, he HAD to convince Jaune to give this his all. The only thing worse than sacrificing the young blonde like this, would be to have done so in vain. "…and if you refuse, then she may just reveal our entire operation. The consequences that would follow, they won't be pleasant… So, if you agree to take this job, you better be prepared to give 100%!" he finished, analyzing the teen's expression. Hei was well aware of how unlikely it was for this to be a one-time thing, the very fixation of his blonde employee up until this point. Unfortunately, this was too good of an opportunity for him to keep that blasted woman off his case. …hopefully, right up until he'd be able to find her some new prey to keep her happy for a while. 'I'll just have to cross that bridge when I get to it. …and hey, maybe this'll help him out in the long run!' the leader of the gang attempted to rationalize, before his daydream crashed and burned. 'Who am I kidding? She's going to scar him, for life!' Despite his negative thoughts, all Junior could do was smile and thank his newest employee for his help in this very delicate matter.

X-=-=-=-=-=-X

The young Arc sat in the back of a black car, nervously playing with his tie. It was perhaps the eleventh time he'd adjusted it, over the last few minutes.

"You may end up strangling yourself if you keep this up, Jaune…" chided one of Junior's other employees, the one acting as his driver for the night.

"You think he doesn't know that, Jerry?" interjected another man, currently sitting in the passenger seat.

Jaune wasn't really listening to them at the moment, too busy pouring over all the details that his boss had given him.

Their destination was some hotel in the middle of the wealthier part of Vale, she'd requested for him to arrive promptly at six in the evening. His boss had made sure to give him all the details he could… at least the ones that wouldn't end up scaring the boy even more. He'd even given him a little pep talk… if you could call it that.

'Remember Jaune, it's a job first and foremost!' the blonde repeated silently. 'So, whatever happens, just suck it up! Besides, I'm only supposed to keep her company and escort her…' Jaune consoled himself, that single thought having helped calm him down enough to agree to the job in the first place.

His thoughts cut off, as soon as the car stopped.

"Well, here we are… the Grand Vale Plaza…" the driver informed, glancing around his seat.

Jaune nodded as he got out, walking to the front door. Entering inside he looked around, spotting a man sitting at the front desk.

"Yes sir? Can I help you?" the employee behind the counter prompted.

"Ah… yes! I-I'm supposed to meet my colleague here? A woman by the name of G-Glynda?" Jaune stammered, recalling the name his boss had given him.

The older man stared at him for a few seconds, sizing up the nervous teenager before him. Already suspicious, he resigned himself to at least check the guest list. Looking it over, he scanned several names before finally stopping, surprised to have found what he was searching for.

"One moment please, sir…" the clerk stated, picking up a phone that was upon his desk and dialing a number. "Hello, this is the front desk… Yes, there is someone here to see you- Oh, yes! Right away!" Hanging up the phone, he turned to the blonde boy. "I'm terribly sorry, sir! She is waiting for you in the penthouse suite, on the top floor… If you could please take the elevator all the way up. When the doors open, head down the hall, it's the last door on the right" the older man informed, pointing towards the open elevator.

"Oh! Thank you" Jaune replied. He quickly entered the lift, the doors closing behind him. As the elevator began to move, Jaune stared purposefully at the bright light indicating his current floor (and studiously refusing to acknowledge all of the dark indicators standing between him and his destination. The blonde's stomach churned as he rose to his destination, an embarrassingly-small portion of his expected discomfort due to the Arc's infamous motion-sickness. Upon reaching the top floor Jaune staggered out, clutching his abdomen and looking a little green-around-the-gills. After taking a moment to collect himself Jaune made his way down the hall, looking around to distract himself until he arrived at his destination. Time seemed to slow down, the blonde teen recalling his boss's instructions concerning what to say. …not that the preparation helped calm his nerves down any. He thought about his coworkers, the twins in particular, how every one of their fates rested in his hands. All this stress was really rubbing his nerves raw.

He finally reached the door at the end of the hall, swallowing hard before knocking in the specific way he'd been instructed to.

"The door is open…" an unfamiliar voice informed.

To the blonde's surprise, the voice didn't sound old, or odd in any way, it simply sounded extremely feminine. Opening the door, he took in the scenery of the room. Its sophisticated use of rich woods calmed his nerves. The village of Ansel may seem like an entirely different world than the penthouse suite of an upscale hotel in downtown Vale, but there were surprising parallels. The forests bordering Ansel were rich in hardwood, the timber a plentiful and popular building material back home. The oak, maple, and walnut favored by Vale's wealthiest residents often helped Jaune feel at home.

After admiring the small desk off to the side Jaune glanced at the large bed in the middle of the room, his eyes drawn to a lone figure sitting upon it.

The woman was probably older than him, but not by much. Her formal attire made her look quite striking, though that probably had more to do with the way the woman held herself than the clothes themselves. She was staring straight at him, a small smile on her face, as if she was pleased by something. Even in the dim lighting of the room, he could still see her striking amber-colored eyes and beautiful features. Was he really supposed to take this breathtaking beauty out on the town?

Walking further inside, Jaune now stood in front of the woman. "You must be Glynda, my name is Jaune A-" the boy began to introduce himself, before she began cackling.

"Oh, honey… I think we can both drop the pretenses now…" she spoke, her tone light and playful.

"I'm sorry?" he replied, sure that he must have made an error of some kind. Oum knows he was almost infamous for them. "I-I must have made a mistake… sorry for disturbing you-" he apologized, ready to walk away when she spoke up again.

"You… don't know who I am?" the amber-eyed woman asked, pointing to herself. She received a no from him, an amused smile sprouting on her face. "Oh… this is too good…" she mumbled to herself. "You don't watch a lot of TV, do you?" she asked, not bothering to pause for his response before continuing. "I was waiting for you… you arrived exactly on time. I see that Junior is a man of his word after all" she teased as she got up, her tone pleased.

The young teen was more than a little relieved at knowing that he hadn't messed up this job quite yet, desperate to keep the twins (and his boss) out of harm's way. "Great! So nice to meet you, Glynda. As I said, my name is-"

"Jaune…" she filled-in, shooting him an amused smirk. "I would prefer it if we both stick to first names only… You understand, a woman of my position…"

"Oh, sure… I don't even know your last name, so that shouldn't be an issue" he replied quickly. The beauty before him stared at him with measurable interest in her eyes, did he truly not know who she was?

"Well, I honestly wasn't expecting you to be on time, I need to freshen up a bit… You don't mind waiting a little, right?" she asked, knowing perfectly well what his answer would be.

"Not at all, take all the time you need… Do you want me to do anything to prepare, in the meantime?" the young Arc asked.

"No… just sit on the bed and wait for me…" she assured the young man. She moved to a door on the far side of the room, grabbing something before moving inside.

The blonde teen wondered what it was she was doing, when the very distinctive sound of running water made it clear what the answer to that question had to be. He was left staring at the door, forcing himself to think of anything besides the very beautiful (and very naked) woman inside, only one thought running through his head. 'Gee, what does one woman need such a big bed for?'

X-=-=-=-=-=-=-X

Back at the club, Junior was sitting in his office looking over some documents and drinking just a little on the side. It was the only thing keeping him somewhat calm at the moment. That, and the fact that his men hadn't informed him that an issue had cropped up yet. So far? Everything was going according to plan. …and by plan, he meant throwing Jaune to the Grimm to save his own skin. No matter how he tried to rationalize his decision, he was headed straight to Hell for this. …well, truthfully, he'd had a first-class ticket reserved for years. There was even quite a list of individuals that would be entirely too enthusiastic about helping him pack. It was just that, after today, there would be several dangerous additions that would be more than happy to punch that ticket themselves. But, only if they ever found out about-.

A few knocks rang out on his door, Junior tensing up at the interruption. "Come in!" he bellowed, a bit louder than he'd intended.

The twins entered his office, both looking around the room before moving to face their boss. "We dealt with those morons from before… still no challenge whatsoever" Miltia cooed, her vicious smirk clearly conveying that she'd enjoyed putting those fools in their place.

"I know… you'd think they would have learned by now…" her sister Melanie added, both cackling. "So… do you need us to handle anything else?" Melanie asked.

The older man simply shook his head. "No, that's about it for now… you two can take the rest of the night off…"

"Good… I need to get the blood on my claws cleaned off…" Miltia subtly bragged.

"When you say you need to clean them off, you mean have one of the guys do it for you, right?" her sister Melanie challenged.

Miltia turned to her. "You know, you can "ask" one of them to do the same for your heels."

"And allow one of THEM to mess with my SHOES?", her sister scoffed at the mere idea. "I'd rather do it myself, than live with the horror of what they might do with them when I wasn't looking…"

Junior contemplated stating that none of his men were stupid enough to do anything like that. …and if they were? He'd deal with them himself!

"Oh, by the way… is Jauny not working today? I didn't see him at the bar…" Melanie remarked, focusing on her boss.

"Yeah, I haven't seen him tonight at all, he's not in his room either… Do you know where he went?" Miltia asked, adding to her sister's query.

"Junior?" both of the girls prompted once more. They moved closer, spurred on by the odd (one might even say guilty) expression on the man's face. Why, oh why, had Junior's visitors turned out to be the twins? Could this situation possibly get any worse? Junior imagined telling Miltia the truth… answering his own question far too graphically.

X-=-=-=-=-=-=-X

The young Arc teen had been sitting on the bed for the last few minutes, simply starting at the door and waiting for Glynda to emerge. He'd been pondering what exactly he should do, the moment she entered the room. Greet her? Complement how she looked? Glance away, to give her a bit of privacy? He didn't know… Peeking at the clock in the room, it was clear that most public places were going to be overfilled soon. What could they possibly do, in the middle of Vale's evening rush?

The sound of running water finally stopped. The door opened and, with that, the beautiful woman exited the bathroom. Her hair was still slightly damp, clinging to her pretty features a bit. The only thing she wore at the moment was a towel that hid most of her body, but remained snug over her mouth-watering form.

Jaune was left slack-jawed at the sight. Despite his chivalrous contemplation earlier, he found himself unable to look away from the bombshell before him. "You look… wow…" the boy blurted out without thinking, instantly cursing himself for saying something so incredibly stupid.

Said woman smiled and walked closer to the boy. "Well, nice to know that you approve… at the very least…" She moved closer, her hands reaching out to the blonde's face, she kissed him deeply.

Jaune froze, his cheeks turning deeply red. His brain having already crashed, his body moved on autopilot. He awkwardly returned the kiss.

A few seconds passed and she moved back, a large smile on her face. "Mmm… Not very good… but not terrible…" She slid away and pointed to a spot near the bed. "Give me some room… will you?"

The blonde boy scrambled over instantly, she turned to face him in his new position. "Is this your first time?" she inquired, quite confident in the answer she'd receive. Jaune gave her a nod for yes, pretty understandable considering the kiss. 'Good…' she thought instantly, the certainty of what she'd suspected already making this more enjoyable for her.

"S-So… do you want me t-to leave the room-" Jaune began to ask, cutting off as soon as he'd noticed what she was doing.

The woman continued to pull on the small knot that held her towel in place. The fabric cover fell to the floor, leaving her completely naked in front of the boy. "Oops… how clumsy of me…" She simply moved to the bed and laid there, staring at Jaune. "Well? …are you going to keep me waiting?"

The blonde teen could only stare in pure amazement at the incredible sight before him. He tried to recall what his boss had told him, before he'd left to get ready. 'Just remember, Jaune… You're her escort, so make sure she has a GOOD time…' The obvious realization hit the blonde like a ton of bricks. 'I'm not her date for tonight… I'm supposed to be her "escort"!' He fought the urge to call up Junior and scream at him, if only to help himself cope with his feelings of frustration. 'The bastard probably thought I'd bail, the second he explained what he really expected me to do. He probably assumed that by the time I figured it out on my own, that I was supposed to have… what I'd really be doing, I wouldn't have the courage to back out anymore.' Jaune felt a tiny bit of grudging respect for Junior, it wasn't like his boss had been WRONG…

"What's the matter? Lost your nerve?" the voluptuous woman teased, her impatience bleeding into her tone.

The blonde teen recovered quickly, at last understanding what his 'job' actually was. After reminding himself exactly what was at stake here, he made to move to the bed. However, before he took more than a single step, she pointed to his pants. "Off!" she barked.

Jaune yanked his pants off as rapidly as he could, any faster and he may have ripped them off completely, as if he was a stripper. …not that the thought helped him at the moment. He climbed onto the bed, drinking in her form even more deeply than before. He only now noticed that she was shorter than him, if only by a few inches. Her small frame really did nothing to detract from her beauty, as she was extraordinarily full where it mattered. Her chest looked so very inviting, it was as if it was calling to him.

"Now… when you are done admiring me… I think I would like to get to "it" She pulled him to her body, kissing him deeply once more.

This time he was more than ready, hovering over her while kissing her back. The blonde boy tried as best as he could to match her movements, applying more force to his share of the lip-lock.

The beautiful woman grabbed his right hand, guiding it to the area in between her legs. "You can start here…" she instructed, aiming his hand at her femininity.

The warmth of her womanhood was unlike anything he'd ever experienced before, as if it was a foreign entity that he'd never had the pleasure of knowing. Jaune started moving his fingers where she'd left them, a pleased moan falling from her lips. His fingers explored more, the passionate sounds increasing in volume. In spite of his indecision and inexperience, at the very least he seemed to be doing a decent job.

Her hand shot up, grabbing his neck and pulling him to her chest. "Eat them. …and don't you dare stop what else you're doing…" she instructed, her eyes closed, waiting for him to continue.

Jaune was left staring at her chest for a few seconds before he closed the distance, cautiously opening his mouth, taking her nipple inside.

"Slowly…" she breathed, cooing at the combined sensations. Her body began to gyrate from side to side, the pleasure a welcome respite from her demanding day.

The blonde teen continued moving his fingers as best he could. The area they continued to be buried in was so delicate, he feared that he could end up hurting her in some way. By this point his fingers felt sticky and wet, from how soaked her femininity was. He continued in his assigned tasks for a few minutes more, the beauty occasionally switching his head to her other nipple, demanding that he serve both in equal measure.

"Stop… that's enough of that…" the woman ordered. She pulled him away from her chest, pointing down to her pelvis. "Now, get down there…"

Acquiescing to her desires, the blonde teen found himself at the gates of her entrance, staring directly at her. The warm juices flowing out of her made him swallow nervously. He moved his head closer, continuing to stare intently at the amazing sight.

"I'm waiting~" she purred, excitement in her tone, even pulling her legs apart. "I hope you're hungry tonight Jaune, bon appétit~" she teased.

Understanding the offer for what it obviously was, Jaune closed what little distance was left between them, he started to gingerly lick her entrance.

"Oh… there we go…" she moaned. She twisted from side to side, little control over her own body. "There's nothing better than some good "service" …mmm… after such a long day… oh…" the women gushed, her hand moving to the boy's head. Fortunately, instead of grabbing a hold of his hair and shoving him in, she was content with simply petting his head gently. "Good boy~ …go on and really get in there" she encouraged.

Listening carefully, the young Arc continued with his work. For someone who'd never even held hands with a girl, let alone had a girlfriend, this was insane! He hadn't even had the time to digest that he'd just experienced his first kiss, hadn't been able to appreciate the first pair of breasts he'd ever experienced (sexually), unable to even enjoy any of it to the fullest, before moving on to the next "activity". But, as much as he regretted the (seemingly) blistering pace they were proceeding at… he REALLY couldn't complain about what was happening. She tasted amazingly good, her scent filling his mind. All of it lit a fire inside of Jaune, made him want to eat her insides even more vigorously than before.

"Oh! L-Looks like someone i-is- Ahh… having a good time…" moaned the ivory-skinned woman before him, smiling and groaning even more loudly. "G-Go deeper… a little bit higher… Oh!" she instructed him, an extremely pleased smirk appearing on her face.

Jaune continued his relentless assault on her womanhood. He began to feel a little lightheaded, only able to breathe through his nose, his mouth full at the moment.

"That's enough… s-stop…" she stuttered out, voice tired and a big smile lighting up her delicate features. "I'd prefer to finish this "properly" …" she informed. She shifted into a sitting position and grabbed her bag. She pulled out one of several small, rubbery squares. She glanced at Jaune's crotch. "Well… it looks like you don't need any more encouragement either."

Jaune had been so drunk on her body that he only now noticed just how hard his sword was, standing proudly at attention in anticipation of what was about to happen.

The fair-skinned beauty smiled while she slipped the condom onto his manhood, gauging his size and instantly rating it in her mind. 'Not the biggest I've seen… but not bad at all.' She slid back onto the bed, staring directly at him. "Now… come over here~" she purred. Jaune nodded and swallowed hard, moving to the gates of her neatly-trimmed entrance.

"O-Okay… I-I'll put it in now, Glynda-" he informed, his partner's sweet laughter cutting him off.

"Oh sweetie, of course my name… isn't Glynda… Don't you remember what we discussed before… about a woman of my position? It's called plausible deniability, cutie…" the woman informed, noting his surprised expression, he nodded to her reluctantly.

Jaune pushed himself up against her entrance, rubbing it slightly with his member. His hands shook at a sight that would most definitely be burned into his mind for a long, long time. Jaune's heart hammered in his chest at what was about to happen, he very slowly pushed his manhood inside. "Ohh…" the blonde teen groaned, barely able to hold himself back from shaking at the incredible feeling of the older woman's burning core.

Said women had also moaned in delight, finding the feeling of the boy pushing into her form enjoyable. Her insides stretched a bit to accommodate Jaune's moderately generous 8-incher. "Ohh… that's it… Now, let's start things off by moving slowly…"

'Start?! I'm barely able to hold myself back now!' he wailed, managing to keep his troubles to himself. He simply began moving as she requested, his pace slow with a steady rhythm. He was profoundly thankful for that, as Jaune was finding it very hard to refrain from reaching his ending. His body burned hotter, his mind clouding over. All he could focus on was her generous chest, bouncing lightly, as he struggled to control his pace. The noises that bubbled out of her lips sounded like music to Jaune's ears. His heart raced, as they echoed around the room. It all proved simply too much for the inexperienced teen. He picked up his pace for a moment, thrusting a few more times before his climax came.

She could feel the warmth that filled her, even with the condom placed on him. His body shook as he experienced, what she was certain was, his first-ever time with a woman. She smiled at the feeling of power that thought gave her. She hadn't gotten her own end, but at the moment the feelings inspired by his own release would be enough for her. Her amber-colored eyes stared at him. "It's fine, Jaune… It was your first time, after all~" she cooed, watching on as his blissful expression changed to a shocked one. She quickly noted that, despite his orgasm, he was still looking quite ready for more. "Now, shall we try again?" she asked, smirking slightly.

The blonde Arc nodded quickly, more grateful for the chance to correct his mistake than the opportunity to seek his own pleasure anew. He stood still as she pulled the now-filled condom from his still-hard member, slipping on a fresh barrier over his erection.

The pair started going at once more, this time the beauty ordering him to go much faster. Since Jaune's had already achieved a prior orgasm, it would inevitably take him some additional time before he would reach his end. Jaune's pace was much faster than before, as he tried to do a good job and satisfy his partner to her satisfaction. Sadly, he found himself coming up short yet again. After a few minutes more than the length of his first performance, he reached his finish.

"I'm-I'm so-" he began to apologize, before she cut him off.

"Shh… It's okay, Jaune… Like I already said, it IS your first time… Honestly, you did better than I expected…" she reassured the boy. It gave her an enormous sense of satisfaction, knowing that she'd imprinted herself onto another young boy… Just thinking about him, judging every other girl he'd ever be with. How Jaune would compare each and every one of them to herself, all while he put her upon a pedestal? The imagery was almost TOO good, definitely enough to push her over the edge when she finished herself off later. But, for now, she'd better let him run along back to his boss.

"Now… I believe that we should call it a day. I don't think it'd be wise for me to keep you here all night, and I have an… obligation to fulfill later this evening." The voluptuous woman moved to the small nightstand next to the bed, pulling out her purse. She quickly fished out a stack of lien, presenting it to the young Arc. "Here, this is for you. …don't worry about Junior, I'll let him know that you performed adequately." …and, with that, she was done with him. …or, so she thought.

The woman had her hand outstretched, fully expecting him to grab the money and walk away. What she hadn't anticipated was for him to push her hand down, onto the soft mattress.

"I'm not done… You still haven't finished, right?" he asked seriously.

The woman would have never guessed he'd still have so much energy, certainly not the courage to ask her that in the first place. She shook her head for 'no', he moved closer to stare into her eyes. "Then we're still not done! My mom always told me, if you start something then you'd better finish it!"

'I really doubt that she meant for him to apply that particular nugget of wisdom to this situation…' the older woman mused silently, before she was pushed gently back onto the bed. Her legs were spread once more, the woman pointing to a fresh condom and resigning herself to another failed penetration. To her surprise the young man moved his head in, starting to work on her insides with his tongue once more.

Jaune rejected the idea of giving up. She was his customer, it was his DUTY to make sure she was satisfied! He refused to accept failure. Never again! He'd fought for almost eight YEARS to become a Huntsman, he'd be DAMNED if he'd just up and quit after as many MINUTES! "I'll keep going…" he vowed, in between sucks and licks.

She simply laid there, a bit stunned, to be honest. The last thing she'd expected was this young and inexperienced teen to want to continue, despite already having worked on her before. He himself had even finished twice already. Normally she would have probably pushed him away, ordered him to stop. But seeing how driven he was to service her, until she got her money's worth? A pleasant feeling blossomed inside of her. 'Ah… what the hell, I can make him work a bit longer before he gives up… After all, I've still got some time. Should be entertaining to see, at the very least…' she thought, laying her head back against the soft pillow.

'How has he not quit by now?' the now slightly-panting beauty marveled. For the last few minutes she'd been holding the pillow under her head in a death-grip. She'd expect him to put some additional effort in, sure… but not this! Her groin had become a sloppy mess due to his efforts, as he assaulted her with far too much enthusiasm for someone with next to zero experience. The frustrated woman couldn't begin to count the number of times she'd approach the edge - right as he changed his pace, or the spot he was working - making the experience all the more maddening for her. She was moaning loudly, there wasn't any point in muffling herself. Her sweaty body and soaking womanhood were all the proof one would need to see the truth. She was enjoying herself far more than she'd ever thought possible, considering she was currently being eaten out by some inexperienced kid that she'd never met before. Unfortunately, even that satisfaction was starting to pale in the face of the frustration of her never-arriving orgasm.

"J-Jaune… I-" she began, ready to insist he stop, before he cut her off.

"You still haven't finished, that means I have to try harder!" he growled, working her even faster than before.

"Ohh… B-Brothers…" she whined, once more too overwhelmed to object. 'I have to do SOMETHING, at this rate I'll never make it there in time…' She made sure to collect what was left of her wits, before opening her mouth. "A little higher, Jaune. Mmm…" As soon as she spoke, she could feel him following her instructions. 'Thank Oum, he may be stubborn, but at least he's not pig-headed.' "Make sure to focus on that part! Ahh… good boy…" She could feel his tongue, gently flicking against her clitoris a few times. He gave it a slow bite, eliciting an immediate response out of her.

"Ahhh!" The older woman was panting heavily, her legs spread wide. She simply lay there, basking in the glorious afterglow of her elusive orgasm. The slamming of her heart slowly started to fade, taking her a few minutes before she fully recovered. She looked at the boy who hadn't moved, staring openly at her from in between her thighs. "Well… someone was hungry~, wasn't he~?" she teased, a giggle in her tone.

The young boy looked a bit confused, his worry clear. "Hungry? I- Was it not good enough? I-I can go again, if you'd like more-"

Lisa simply smiled at his words… nervous and apologetic as they ever were. He even refused to accept any payment, if his performance had failed to meet her standards. Brothers, was this boy so terribly AMUSING. "Jaune… trust me on this, you did more than enough to satisfy me… I think you can see the results for yourself!" she teased him. "But, if you want to make it as a gigolo… you need your clients to pay!" She noticed his confused expression subsiding, understanding finally dawning on him. "Now, you've got some serious POTENTIAL here! I think you have what it takes to make it in "this line of work". …and, who knows, maybe I'll even call on you again." She glanced next to her, noticing the stack of lien that she'd tried to give him earlier. It was sitting on the edge, about to fall off the bed. She presented it to Jaune once more, this time the young man accepting it before staring at her.

"Umm… so, if I can ask… what is your name? Your real name, I mean. If that's okay…" he stuttered. "Oh Jaune, what am I going to do with you~? Always asking the silliest questions, not knowing the names of famous beauties… she teased, his expression verifying that he REALLY didn't know who she was. An amusing idea came to her. "Say, Jaune… do you watch the news?"

"N-No… not really, to be honest…" he answered, embarrassed at the prospect of appearing like a child to such a mature woman.

"I think you should start watching it… you know? Learn how the world REALLY works!" she purred, earning her a nod of confirmation from the boy.

X-=-=-=-=-=-=-X

"There he is!" Junior shouted, his newest worker entering his office. Hei quickly got up, moving to shake the man's hand. "…and still in one piece! Are you okay? I was worried that something had happened…" the older man inquired. He really had been concerned, it had taken Jaune longer than it normally did to "take care" of her.

Jaune glanced to the side, knowing what he wanted to say but unsure as to how. "Um… something?" he stammered out. "I-I… I'm not sure how to tell you this, but… that woman… she wanted me to… she wanted me to-" the blonde teen struggled.

The older man started sweating, even more profusely than he normally did when he was dealing with that devil. Just what sort of new fetish had that predator tried out on the blonde teen? How could he live with himself if Jaune had ended up getting scarred, and hating women, all because of this! That was easy, he couldn't… because the twins would kill him! Junior swallowed hard, waiting for Jaune to wrap his arms around himself and start shaking. As if he'd been violated in some way.

"She wanted me to… have relations with her…" the blonde boy finally got off his chest.

His boss was too stunned to say anything for a few seconds, finally shaking himself from his stupor. "W-What?" he stammered, the sheer confusion in his tone more than enough to convey how shocked he was.

"She only wanted me to have sex with her… we didn't do anything else…" the blonde teen informed, expecting his boss to say something meaningful in exchange… To be shocked, or appalled, by what had happened. Or, to at least be surprised! Certainly not for him to simply say:

"And…?"

"What do you mean "and"? That's it! There was no taking her out, or keeping her company! There was only sex! I wish you'd have told me that from the start, even if it WAS great and all!" The frustrated young Arc's words had boiled out far more loudly then he'd intended them to.

"Jaune… I swear to The Brothers… if I wasn't so glad to see you in one piece and still functioning…" The older man took a few deep breaths, calming down. "So… you're saying you're fine?" He received a positive nod from the teen. "…and would you be willing to… accept, if I have more jobs like that for you in the future?"

The blonde Arc recalled her gorgeous body, the intense feelings he'd experienced tonight. He reflected on how amazing it had been, all things considered. …and he was getting paid for this?! His embarrassed nod couldn't come fast enough. He recalled something. "By the way… could you tell me more about this gigolo thing? She mentioned it, and…"

"So, you really ARE interested…?" the leader of The Red Axe Gang asked, his eyes nervously shifting around the room.

"I guess I am…" the blonde teen admitted, his boss explaining some of the basics to him.

Jaune was back at the bar, his little talk with Junior having concluded. He was busy pondering everything he'd been told, not even an hour ago. "Independent contractors", scroll apps, "administrative fees", this was some surprisingly-complicated stuff!

The bar was, as always, packed with his female clients. Some of them had asked where he'd been, if he'd grown tired of them already. Jaune had simply laughed that off, assuring them that he would never deny himself the pleasure of their company. That anyone who would do so was an idiot.

They laughed and called him a charmer, just as they normally would. They went back to telling him about their day, or discussing some other issue they had. Amber, the brunette that he'd talked to before, was back again. Apparently, she had some business to take care of in the city and would be staying for a while. She'd even asked if he had a free night coming up, instantly reminding him of what his boss had explained.

'So… I'll get paid… for keeping women "company"?' he kept marveling, it sounded too good to be true! Especially for a guy who'd always struck out so hard with the girls back in Ansel! He couldn't help but recall an old talk he'd had with his sister, Joan…

"What's so funny, Jauny?" Miltia asked, the girl having come over and grabbing one of the only free seats available.

"Oh, hey Miltia! I didn't get to see you earlier today… Did you have some business outside The Club?" Jaune asked, pleased to see one of his favorite friends.

"Something like that… Anyway, where were you? Melanie and I were looking for you, you know…" the girl pouted.

"Huh? Oh… Junior asked me to run a little errand and I was happy to help, you know?" the blonde boy replied. His boss had instructed him to keep the details of his earlier assignment to himself, expressly ordering him to never mention it to the twins.

"Is that so? Maybe you can help me with something too?" the red-clad girl asked, a slightly sultry quality to her tone.

"Sure, anything for you Miltia!" the boy responded happily. After all, he really liked the girl.

Miltia smirked and moved a bit closer, about to whisper what she wanted out of him in his ear. That was, up until someone walked over and called out to them.

"There you are! …and here I was thinking you had run away, or something" Melanie spoke, moving to stand behind her sister.

"You too, Melanie? Why would you even think that?" the boy responded, she waved him off.

"Forget about it… just some silly thinking on my part. Also, could you put on the evening news for a second? …I need to check something" the girl asked. She needed to make sure that both of them had adequately covered their tracks earlier today, when they'd been out dealing with another "competitor".

"Oh, sure thing! Thanks Melanie, I almost forgot, I promised to watch it too" the boy responded, reaching behind the bar. He pulled out a small remote, changing the channel on a small TV screen stationed behind him. He turned up the volume before returning to mixing drinks and smiling at the beauties occupying most of the bar.

'Thank you, captain… it's good to know that the Vale police are on top of things!' exclaimed a female voice that sounded so very familiar to the blonde teen. He almost felt like he was in the middle of an out-of-body experience as he involuntarily turned around, sipping his own drink. Jaune's eyes opened wide upon noticing the same voluptuous, amber-eyed, white-haired woman that he'd become intimately familiar with only a few hours ago.

'Tomorrow morning, I'll be covering the council of Vale's proposed quarter-percent sales tax increase to supplement the kingdom's support of Beacon's budget. This is Lisa Lavender saying good night to all our viewers and to all of Vale!' The woman smiled at the cameras.

Jaune spit out his drink, before falling over in a dead faint. The girls rushed over to see what was wrong with the blonde, was the drink too strong for him or something? "Finally, someone who understands the needs and burdens of modern small business" a customer bellowed, pointing at the blonde currently out-cold. "What does the council want, to tax us into bankruptcy? The Headmaster will just end up blowing all that lien on coffee anyway!"

X-=-=-=-=-=-=-=-=-X

Chapter uploaded on December 24