As each night passed, Jaune felt himself growing more and more comfortable within the mansion. And he didn't just mean he was starting to learn his way around and not get lost. The girls, the punishments, the sex… it was starting to become less absurd to him. He knew in the back of his head it still was of course, but he was becoming used to it.

After his run in with Blake, his stance about not punishing the girls had weakened quite a bit. When he walked through the halls, he would think about just picking a random maid and pulling them aside for a good spanking among other things. When he went to get breakfast, he secretly hoped Ruby or one of the others had made some mistake and were due to discipline.

And when he went to the library… well, he didn't really have to fantasize about anything when it came to Blake. She was more than willing to present her bottom for punishment, and take care of his sexual urges. In fact, he found himself going there quite a bit lately, and he knew it wasn't for the rare comic collection.

This hadn't gone unnoticed either. Blake's roommates had noticed her spending more time with the young master. Yang in particular seemed rather jealous about how the raven haired girl's less subtle tactics seemed to work more than her direct ones. Normally she would have doubled down on her efforts, but with how it had worked out last time and the threat of her mother's hairbrush looming over her, she decided to back off and rethink her approach.

Of course she and the others hadn't been the only ones to notice Jaune's growing preference for Blake either. "You seem rather fond of Ms. Belladonna Master."

Jaune looked down towards Glynda who was curled up next to him in bed. She'd had the pleasure of helping him warm his bed last night yet again. With her having so many duties around the house, she was glad he was spending time with other girls. It gave her a bit more time to focus on her responsibilities. But that didn't mean she didn't enjoy keeping him company herself.

He hummed as he ran his hands through Glynda's hair. "Huh… I guess I am."

Blake was pretty, and despite her demeanor she seemed quite lustful. It didn't seem to matter what time or place, she was always open to his advances. But the obvious benefits aside, she was also just pleasant to talk to. She didn't seem like she was trying to butter him up or sweet talk him. She was just respectful and honest.

It didn't feel like talking to an employee, but a friend.

"I hope I'm not being a presumptuous master, but perhaps you might be considering her as your bride to be?" Glynda asked, a playful smirk on her face.

Jaune's face turned red. He had almost forgotten about that. Ozpin's condition had been for him to marry someone within the staff. Which meant if and when he got married it would have to be one of the girls. The thought of being married at all had always seemed too far off to him. He was still a fairly young man, and marriage always seemed like a… he didn't know. A 'later' thing.

But now that he was surrounded by so many ready and willing girls… no, he wasn't ready to think about that yet. "I think that's still a little ways off," he said. Blake was nice, and he supposed if he had to choose right here and now she would be a front runner. But it was just too hard to imagine him settling down with someone he met not so long ago.

Glynda let out a giggle. "Forgive me master. I was simply curious. The choice is you to make whenever you like, if you choose to make it at all. But if you do, I would suggest thinking about potential candidates." It was a big decision, and she would have preferred if the lady of the house was someone like Blake. She was obedient, well behaved, and knew how to properly present herself.

Jaune looked down in thought, and then back up towards her. "What about you?"

Glynda hummed. "Me? Well, I'm flattered you would even consider me master. But in my personal opinion those are far better candidates. Ones closer to you in age and would probably hold your fancy far more than I could."

Jaune smiled at her. "I don't know. I think you do a pretty good job holding my fancy."

Glynda might have taken her duties a little too seriously… or maybe she didn't, he had never seen the full extent of what she got up to. But he knew she was smart and pretty. There was an age difference between them obviously. He didn't know how old she was and his mother had taught him better than to ask. But if he had to guess just based on her looks he couldn't imagine it would be that big.

The blonde adjusted her glasses. "You flatter me master. But I think you're right to take a bit more time to think about it. I simply thought it would be helpful to remind you," she said as prepared to get up. "I should get going. I have to prepare- Oh!"

Jaune had wrapped his arms around her, pulling her back towards him. He held her tightly, and she could feel his member poking against her. "A little longer. I'll be quick." Without even waiting for her to respond, he plunged into her, earning a gasp. It still impressed her just how much sheer stamina he seemed to have.

He thrusted into her hard and fast, and she let out soft moans. Though he said he was planning on being quick, she had a feeling she'd be a bit late for the meeting with the others this morning. He grabbed her breasts, squeezing them excitedly as he continued pounding into her.


Jaune smiled as he made his way towards the kitchen. He had spent a bit more time with Glynda than he intended. She'd ended up cumming before him, and while he said it was fine she insisted she help him finish. She'd given him a handjob, which had ended with her getting a face full of his seed.

Cleaning herself up would take another few minutes, and not wanting to tempt himself into holding her up any longer he opted to go and get something to eat while he was in the bathroom. He was still amazed by just how skilled Glynda was with her hands. And just how good a handjob could feel in general.

Maybe later he would ask Blake to give him one.

"Good morning, Master."

"Oh, good morning... oh…"

Jaune stopped in his tracks when he took in the scene before him. He got plenty of greetings in the morning, and they were usually from maids going on about their day. Going off to cook or clean or whatever they were assigned to do. But this? This was definitely not something he had been expecting to see this morning. Or at all.

Standing before him was a rather cute faunus girl. Long brown hair, a slim figure, and a pair of adorable rabbit ears poking out of her head. Now, a cute faunus girl wasn't exactly a rare site in itself. The entire manor was filled from top to bottom with beautiful women. But they were usually in uniform rather than just stark naked.

The girl's body was on full display, her breasts hanging free for all to see, and her pussy completely uncovered. Jaune noted the little brown bush that seemed to be shaved in the shape of a carrot. It was both unbelievably cute, and sexy as hell at the same time. He also noted that her arms were behind her back, seemingly bound. And that there was a ball gag in her mouth, and a collar around her neck.

"Oh… wow…" He honest to god wasn't sure what to make of this scene. What was this? What was going on here?

SNAP!

The girl squealed through her gag and jumped. Jaune did as well. It was then he noticed that someone was behind her. Cinder held the other end of the leash, and had snapped the riding crop she'd had against the poor girl's backside. "Please pardon this one for her rudeness master. Velvet has been here long enough to know how to greet the master of the manor properly," she said. "Kneel."

Velvet quickly got down on her knees, lowering her head towards Jaune. She let out a grunt through her gag, which he could only assume was a greeting. "Uh… it's no problem, really," he said, not knowing what else to say.

"With all due respect, it most certainly is. Poor manners should never be tolerated, least of all towards you. I'll be sure to punish her most thoroughly for it later," Cinder said.

Jaune gulped, looking Velvet up and down. The idea of her getting punished for such a small thing seemed silly when he thought about it logically. He felt bad about her being in trouble over it. It wasn't as if he minded anyway. But imagining it actually happening… well, the image was stirring up feelings that quickly overpowered any guilt he was feeling.

"Well, that's uh…? What exactly is going on here?" he asked. He still didn't know why this girl was being led around naked through the manor on a leash in the first place. By the way Cinder and some of the others passing by were reacting to it, it wasn't exactly new. But he was clearly out of the loop here.

Cinder smiled towards him. "Velvet has been put under my care for correction. She's been making quite a few mistakes lately," she explained before she reached down and patted her on the head. "I've been making sure to help her remember to behave in the future. And I thought I'd take her on a little walk to make an example for the others."

Velvet's ears drooped ever so slightly, and Jaune's sympathy was one again overpowered by just how damns sexy and cute she was. He could feel himself getting hard, and he had to put his all into focusing on the conversation at hand. "D-don't you think it may be a bit harsh? Making her walk around naked like that?" he asked.

Cinder shook her head. "Oh no. Since working in the manor I've endured and dealt out a number of methods to instill discipline. And among them I find that humiliation is a rather effective one. It will both drive Velvet to avoid such behavior in the future, and inspire the others to stay on their toes," she explained.

Well, he couldn't argue with that logic. He certainly didn't doubt the others would try to avoid this. But still, this seemed a little much. "Don't you think just spanking them would be quicker and easier?" he asked.

Cinder hummed. "While spankings are effective when it comes to common slip ups and the like, more serious offenses warrant a bit more of a firm hand," she said. "If one of the girls doesn't respond to the same method of discipline, then there's no point in it after all. Diversity in these methods is quite crucial. Isn't that right, Velvet?"

She reached down and pulled the gag down from her mouth, then raised her chin with the riding crop. Velvet blushed madly as she looked up at Jaune. This certainly wasn't how she wanted to introduce herself to the master. "Y-yes ma'am. I've been very lax in my work effort, and I deserve to be punished for it," she said meekly.

"She's too cute!" Jaune thought.

Cinder patted her on the head. "Good girl. Now Master, if there isn't anything else you need from us, may we be dismissed? We wouldn't want to hold you up from your day. It would be incredibly rude on our part," she said, bowing slightly.

Jaune cleared his throat, silently hoping she didn't notice his member taking up more and more room in his pants. "Ugh, right. I wouldn't want to keep you. You're dismissed." Cinder nodded before reaching down and pulling the gag back into Velvet's mouth. She then whipped her across the bottom again, earning another yelp from the faunus girl. "Let's go. You'll be crawling the rest of our little walk."

Velvet moaned through the gag and then began moving, and Jaune stepped aside to let them pass. "When you get a chance master, I'd advise you to come by my chambers to get a more in depth view of what my duties consist of. I think it would be an enlightening experience for you." She gave him a quick peck on the cheek as she passed by, and Jaune's face lit up.

There was definitely something about Cinder that was… well, different. He didn't exactly know how to describe it, but it was alluring in it's own way. He made a mental note to ask Glynda about what she really did later. To go by and pay a visit as Cinder suggested. At the very least he knew he'd see something interesting.


Weiss waited patiently, bent over the desk in her sister's study. She was completely naked, her legs spread apart and her hands grasping the other side of the desk. The wood felt cold against her bare breasts, causing her nipples to harden, and there was a slight breeze tickling her cleanly shaven crotch.

There was also a slight blush on her cheeks, due to the fact that the door to the study was wide open and everyone walking by could see her. She could hear the other maids giggling as they walked by the study. Her sister had forgotten to close it on her way out. Or maybe she had left it open on purpose. Either way, Winder had told her to remain in this position until she got back, and she knew better than to disobey her.

She did wish she would hurry up though. She preferred that these meetings of theirs be done and over with as quickly as possible. As one of the head maids Winder was a busy woman however, so more often than not she ended up having to wait until she attended to her business.

"Are you okay?"

Weiss' eyes went wide at the sound of the unmistakable voice. Jaune was standing in the doorway, a blush on his face as he looked over the girl. It had been quite… surprising, to walk by and see her in such a position. He doubted anything was wrong. This was probably some kind of punishment or something. But he thought he would check anyway.

Weiss felt her heartbeat begin to pick up. This wasn't how she wanted to make her first impression with the master of the manor. She'd wanted to present herself as a dedicated and hard worker. Not… not this. "I-I'm fine sir," she said, not daring to look back at him. Maybe if she stayed like this he would keep going and wouldn't see her face. She could keep her first impression intact. "I just… I'm being dealt with today."

Jaune tilted his head to the side. "Dealt with? Did you do something wrong?" he asked as he made his way inside. With how strict things seemed to be around here it wouldn't exactly have surprised him.

"I'm not sure. My sister was still reviewing my performance," she explained, face burning even brighter as she heard his footsteps come closer. "This is my weekly maintenance. She goes over any mistakes I may have made and punishes me accordingly."

Jaune hummed. "That sounds rough. I mean, does she always make you wait like this before she checks them? What if you don't make any mistakes to be punished for?"

"Then I'm given a base number of strokes or swats with her implement of choice." Her sister always made sure to give her at least some form of punishment, even if her performance was flawless. She claimed it would serve as encouragement to keep up the good work.

"And… that's okay with you?"

Weiss paused for a moment, not exactly knowing how to answer him. It wasn't as if she liked being punished. If it was up to her she would have been able to avoid them altogether. But it was her sister's orders, and her sister knew what she was doing. That's why she was one of the head maids after all.

"I believe that the punishments I receive are done in my best interest. They keep me focused, and without them I might be tempted to sway from my duties."

Jaune scratched his head. Well, the others did all seem used to how things were working around here, so he supposed her being so seemingly accepting of punishment wasn't un-ordinary. He glanced around for a moment. "Does… does your sister usually make you wait like this?" he asked.

"She can be… busy, with her many duties."

Jaune found himself looking over the girl, and it seemed as if she could feel him leering at her. She trembled nervously, her rear swaying gently from side to side. Weiss was blushing, wondering just what he had in store for her. He was asking so many questions, and she had no idea why.

"Well… if you'd like to get it done and over with, maybe I could do it?" Jaune asked.

Like many of the other maids, he found her quite attractive. She had a slim, dainty figure. From what he could tell, her breasts weren't all that large, and her rear was small but perky. But she was by no means unattractive. There was a certain allure about her. He thought she looked like a princess.

And her skin… it was fair, pale even. With her rear up like that it was almost as if she was just begging to be spanked. He could only imagine what her backside would look like after a few swats.

Weiss had frozen, not sure how to respond. Was her first interaction with the master really going to be a punishment? She knew just what he was capable of after the sorry state of her roommates' bottoms, and she wasn't looking forward to her own backside being next. But to turn him down? Wouldn't that be insulting?

"Y-you may do however you see fit, master…"

Jaune felt excited. Some of the more diverse methods of punishments he still wasn't sure about, but this? This he knew he could enjoy fully. "Okay then, how does your sister usually punish you?" he asked.

Weiss gulped nervously. "It usually depends on whatever she feels I'm in need of most. She keeps a number of implements around and between them. Last week I was given two dozen strokes of the cane," she explained.

Jaune glanced around the room. He spotted a few places where implements could be kept, but he didn't want to just start rummaging around the place. This may have been his manor, but it was still Winter's study. Besides, he had an implement on him already. "Have you ever had the belt?" he asked.

She shook her head. "No sir. I've had the strap before."

"Well that's kind of close," Jaune said as he began unbuckling his belt. He had used the belt on his sisters quite a few times before, so he wasn't concerned about not being familiar with it. He folded it over once, and then slapped it down against the palm of his hand. Weiss flinched, and then gulped as she heard it. Images of her roommates behinds flashed through her mind, and she could just see the smug look on their faces they'd give her later tonight.

Jauce stepped behind her. "Are you ready?"

"Yes sir…"

THWACK!

"Oh!"

Weiss' eyes went wide as the belt suddenly snapped against her backside. The suddenness of it had given her little time to brace herself. But the sheer impact of it also caught her off guard. He swung with much more force than her sister ever had.

Jaune looked down at the mark the belt had left behind on her cheeks. Sure enough, the redness was already starting to show in her pale bottom. He wondered just how red it would be by the time he was finished. Blake had managed to take quite a lot of spankings, and he had gotten her bottom quite crimson.

But with Weiss' fair complexion, he had a feeling that it would be even brighter and shiner than with her. He raised his arm again, determined to find out.

THWACK!

"Ow!"

THWACK!

"Ouch!"

THWACK!

"Yeow!"

Jaune continued to bring his arm back and swung, snapping the belt across her defenseless bottom. Weiss clung onto the desk squeezing her eyes shut as she endured the stinging strikes to her rear. The sensation was similar to the strap, but the impact was again far worse than when her sister swung.

Was this what it was like to be disciplined by a man?

THWACK!

THWACK!

THWACK!

"Ooooh!"

Weiss wiggled over the desk, but kept herself bent over. Her face twisted in discomfort, and Jaune smiled as he continued lashing the belt down across her cheeks. The way her tight bottom bounced on the explosive impact was different that it was with the others he'd punished so far.

After a few more, Jaune suddenly stopped, remembering something. "Huh, I'm not sure how many I should give you," he said. As far as he knew there Glynda and the others never gave a count when they passed out punishment, but he wasn't sure if that was the norm or not.

Weiss gripped the desk tighter. "However many you see fit master…" She had resigned herself to whatever he was going to deal out. Her sister had made it very clear that it was her duty to obey and submit to his will, whatever it may be. She stuck her rear up again to emphasize her point.

Jaune needed no further encouragement, his member already rock hard at the show of absolute submission. He brought his arm back and began swinging, letting another flurry of spanks rain down on Weiss' defenseless rear. The snow haired beauty cried out as the leather continued to slash down against her cheeks. But, thrash and wiggle as she did, her feet stayed firmly planted in place, and her grip on the table remained.

THWACK!

THWACK!

THWACK!

"OHO! AH! OOOO!"

Weiss wasn't sure just how long Jaune had kept on swinging for. It felt far longer than her sister's punishments, but it was hard to tell if that was due to the harder and more impactful swings or not. Jaune found himself impressed with just how dedicated she was to holding her position. He had laid a few on her sit spots and upper thighs to see if that would get her, and while it earned far louder cries, she held strong.

THWACK!

THWACK!

THWACK!

Weiss grit her teeth, and then sucked in a breath as the series of spanks finally seem to come to an end. Her bottom must have looked crimson at this point, and she wasn't sure how much more she could take. She steeled her revolver however and braced herself for more. This was her first impression of him. She wouldn't show any weakness. She would hold position even if he whipped her all night.

Instead of another stinging swat of the belt however, she felt a pair of hands grab her waist. Before she could register what was going on, she felt something poke against her entrance. Jaune, more than ready after witnessing her squirming and wiggling of her cherry red bottom, plunged into her pussy with eagerness.

Weiss gasped as he moved his hips forward, going deeper and deeper into her. Then she cried out as he began moving. God, he was big. He was so big. She thought Yang and Blake were just being dirty minded when they had talked about it, but his cock had felt longer and thicker than any of the tools that'd been used on her during training.

She threw her head back, letting out a loud moan as Jaune continued. Her legs kicked out wildly and her nails dug into the desk. Jaune leaned down further and grabbed her wrists, pinning them both down and he began thrusting harder. Her slender appearance had given him the impression that her pussy would be incredibly tight, and he was right.

Weiss felt hazy, her tongue hanging out and her breath raggad. She was unable to collect her thoughts. Right now all she could think about was the monstrous cock pumping in and out of her. Jaune brought her hands together, pinning down both of her wrists with one hand before using the other to grab her ponytail.

Weiss grunted as he tugged on her hair, pulling her head back so her face was close to his. He kissed her neck, and then cheek, and then finally her lips. His tongue poked into her mouth, and after a moment Weiss quickly began returning the gesture.

The two continued to kiss as Jaune rammed into her, each thrust eliciting a grunt from Weiss. He got closer and closer to his limit, until finally he exploded inside of her. Weiss broke the kiss, crying out as she was filled to the brim with his seed. Jaune let out a long relieved sigh as he slowly pulled out of her, some of his cum spilling out of her and onto the floor as he did.

Weiss practically collapsed on the table, struggling to catch her breath. "Are you okay?" he asked, looking a little concerned. That whole thing had escalated a lot more quickly than he had planned.

Weiss nodded before sticking her hips up again. "I-I am master! Perfectly fine! I just needed a moment to collect myself is all! Please continue!" she said.

Jaune looked down at her a bit surprised, and then smiled. "Wow, you're a lot tougher than you look." She looked back at him over her shoulder, confused. "You have a really dainty appearance. Not that it's a bad thing. It's really cute. But… well, I didn't expect you to be able to take so much and keep going. You're pretty amazing."

Weiss stared at him for a moment, and then felt a blush creep to her cheeks. She had come here ready to be punished and scolded by her sister. And while she most certainly had been punished, and thoroughly so, she hadn't expected to be taken to roughly by the master. Or to be complimented for it. "T-thank you sir…'

"Are you sure you don't need a break? I mean, I don't want to push you too hard."

Weiss thrust her hips back further. "No master. I can assure you that I'm ready and willing so long as you are." That had been amazing, and while his pounding into her had made the sting in her cheeks flare up, the overall experience and praise had been more than worth it.

Jaune grabbed her waist again, lining up his member. "Is… is it alright if I use your ass this time?" he asked. Her ass looked too red, and tight, and perky, he just couldn't help but want to use it along with her pussy. But he wasn't sure how open she was to anal.

Weiss closed her eyes, bracing herself as she felt the tip of his cock poke against her entrance. "You may do whatever you please with me, master," she said. This time not entirely out of duty, but anticipation. She understood why Yang and Blake wanted this so badly now. It was worth the punishment.

"Okay then…"

Jaune thrusted into her, and Weiss cried out once more.

Outside of the door, Winter watched the young blonde plow into her sister. She had been quite surprised to find the two of them going at it in her office, but she hadn't wanted to interrupt. Her sister was due for punishment after all, and the master had carried it out. Besides, who was she to cut in when he was enjoying himself?

She felt a tinge of pride at seeing her younger sister perform so loyally for him. All her lessons and strict teachings hadn't gone to waste. Though she did make a mental note to add more anal training to their punishment sessions later. It seemed the master was rather fond of it, at least with her anyway.


A/N: Whelp, team RWBY has been thoroughly spanked and (aside from Ruby) screwed. I wanted to at least get through the four of them before I started moving on to some of the other girls. Now we'll get to see some of the others, in some one-on-one time and group sessions! Jaune is going to start getting a bit more adventurous. Anyway, hope you guys enjoyed. Until next chapter.