When you had multiple government officials and a supervillain backing you, there was very little that you couldn't get away with. His clear bias against disciplining the female population of the school, ordering their uniforms a size or two too small, being allowed to thrash them bottoms well past what should have been allowed. It was all easy to get away with.

Most people had learned to just accept that he could do as he pleased and moved on. But there always seemed to be a handful of stubborn people who could never quite except it. The parents had been easy to deal with. Either learn to accept the rules or leave. Not that there were any other schools that didn't now allow corporal punishment to move too.

The students never really had a say in the first place, so it was a non-issue. Sure a few of them would protest or rebel, but it just landed them back into his office with another round with the paddle or the cane.

No, the real problem were the teachers.

Most of them had been content with all the changes after their received their first paycheck. His new position and connections with the higher ups had allowed him to give out a very charitable raise to the staff, which shut most of them up. But there had been one little morally correct thorn in his side for the past couple of years.

Caline Bustier.

The woman was always yapping in his ear about how unfair the students were being treated. It didn't matter that she was being paid more than she ever had in her entire career, or that her benefits were more than fair thanks to his influence. All she cared about were those brats. It had gotten better over the years, as she'd somewhat learned to get used to it.

But every now and then, usually when he dished out a particularly hash or humiliating punishment, the women would be at his door voicing her concerned. And after the public thrashing he'd given to that delightful little minx Rose, she once again came to his office to nag his ear off. "A public caning on the bare Mr. Red? Really?" she asked crossing her arms.

The man sighed and pinched the bridge of his nose. He'd been in such a delightful mood after the caning, and now it was quickly being ruined. "Caline, I didn't give out any punishment that wasn't deserved. Three tardy slips means at least twelve strokes of the cane, and Ms. Lavillant is a repeat offender. Thus I bared her bottom," he explained.

"But in front of all those students? She's eighteen! And even if she wasn't, to bare her in front of everyone including the boys was inappropriate!" she argued.

He sat up and rolled his eyes. "We've been through this Caline. All of the students are mature enough to handle seeing their peers exposed, and an example needed to be made," he said going through his usual responses. They both knew this was nothing but an excuse, but she couldn't really do anything about it.

"It's still inappropriate! And we never seem to have any of the boys put in this position! Hardly any boys seemed to be punished at all!" she pointed out. "These outrageously unfair punishments always seem to be targeted at our female students! This is clearly bias!"

Another annoyed sigh escaped him. "I cannot control the behavior between genders. If girls are punished more often, it is because they misbehave more often. I can only carry out punishments as they are earned. I will not start easing up on the girls, or cracking down more on the boys simply because you see it as bias," he said simply.

"I'd rather you stop being so harsh with the students in general," she said crossing her arms.

He smirked back at her. "Well Caline, most of the students I have to punish seem to come from your class. Perhaps the fault doesn't lie in my methods of discipline, but your lax attitude in the classroom," he said, very much enjoying the shocked look on her face.

She scoffed. "Mr. Red! My students are and have always been well behaved! I may not be as strict as you or the rest of the staff, but my kids have always-!"

"The log book will beg to differ," he said looking back to his computer. "Now if you have nothing else to discuss, could I please get back to my work. I'd like to get be able to go home on time today." He wasn't planning on spending all day bickering with her again.

The women glared down at him. "You… uh! You're insufferable!" she said shaking her head. "How do you sleep at night? These are young adults! Not children! Bending them over and smacking their rears is just horrible!"

He hung his head. "For goodness sake women. I'm not skinning them alive. It's a spanking. A sore rump never did a girl any real harm. Surely you must have had more than your fair share of bottom warmings growing up?" he asked amused.

She grew wide eyed, a blush spreading across her face. "What-?! Well I never-! T-that's isn't any of your business!" she said turning away from him.

He stared at him for a few moments, and then smirked. "You haven't, have you?" he asked, enjoying the embarrassed reaction on her face. "That honestly explains so much."

"You're out of line Mr. Red!" she snapped.

He chuckled as he watched the blush spread across her face, and then slowly began getting an idea in his head. He stood up and walked around his desk. "Oh calm down Caline. It's nothing to be ashamed of. In fact, it's given me a little idea of how we can squash this nasty little problem between us once and for all," he said leaning against his desk.

She raised an eyebrow towards him. "Do you now?"

He nodded. "I believe you've yet to feel what a proper spanking is like. And yet your so against it. I don't really think it's fair for your to judge it as a method of discipline without having experienced it firsthand. So, why don't I give you a dozen with the cane so you can experience what the students go through?" he asked.

She gasped. "Mr. Red! That's completely unprofessional!" She had a feeling he enjoyed carrying out punishments on the girls, but she never thought he'd be so bold as to try something like this with her. She was pretty sure she could have his job for this. If he didn't have so many connections and pull anyway.

He held his hand up. "I'm not finished Caline. I'm not just asking to cane you. I want to make this a little wager. If you can take twelve strokes of the cane without breaking position, then I'll cease hanging out harsh punishments to your class. In fact, I'll leave discipline of all your students up to your digression," he said.

She looked at him surprised. "Wait? Are you saying I'll have completely control over my class as it comes to discipline? Whatever I decide is what will be carried out?" she asked.

"For your specific class, yes," he confirmed.

She narrowed her eyes towards him. "What happens is I fail to take all twelve strokes?"

"Then you will never be allowed to question my method of discipline again," he said before pointing towards her. "And, once a week I will have you evaluated on your ability to keep your class under control. If I find that your class is still having trouble keeping themselves behaved, I will be allowed to administer discipline on you."

She kept glaring towards him. She knew this was nothing but some thinly veiled excuse to try and keep her under his thumb. The pervert simply wanted a chance to smack her rear. She opened her mouth to refuse, but he spoke again. "You claim to care about your students more than anything, and you're so against my methods. This is the perfect opportunity to prove it," he challenged. "Unless it was all just pretty words."

Caline eyes widened as he walked back around and took a seat, a smug look on his face. She grit her teeth as he just smiled back at her. He knew playing off of her pride as a teacher would help sway her decision. "How would the strokes be given…?" she asked.

"On the bare. Just as the students receive them."

Another blush spread across her face. The last thing she wanted was to present herself bare bottomed to this wretched man. But… she also couldn't stand having her affection for her student questioned. And if she really could spare them from having to bend over for him anymore, then it was a risk worth taking. "How do I know you'll keep your word?"

He chuckled. He figured she would want some concrete garuntee. While she was honest to a fault and would keep her word, he himself would admit he'd take advantage of a loophole if given the chance. "I can have a legally binding document whipped up and approved by tomorrow. Of course nobody outside of this room would know the details. It was just be between you and me. So, will you accept the terms Caline?" he asked.

She looked down in thought for a few moments. And then sighed. "I want to read the document myself. If everything is set to our agreed terms, I'll accept the wager."

Mr. Red smiled. "Excellent. Might I recommend you wear a skirt tomorrow. In fact, you may want to start buying quite a few for your wardrobe. Easier access you see," he said chuckling.

She scoffed and rolled her eyes. "Goodbye Mr. Red. I'll see you tomorrow. And I do hope you don't try and backtrack once I win our little wager. I won't have you punishing my students in such a crude manner anymore," she said sternly.

"We'll see my dear. We'll see…"

The next evening, after class had let out for the day, Ms. Bustier found herself sitting before Mr. Red's desk as she skimmed over the document he presented her. She had been genuinely impressed with how quickly he had managed to come up with something like this. She could tell with a glance this was official, and all the terms had been presented exactly as they'd discussed.

Once she was finished, she set the paper down and glared back up at him. He smiled in return. "Well, I believe everything inside is described just as we discussed yesterday. So is everything to your satisfaction?" he asked.

She hummed. "It is… and I don't go back on my word. I will except the terms. And after this, I won't let you wiggle out of our end of this deal Eric," she said. The fact that she addressed him using his first name portrayed how serious this was.

"I never go back on my promises Caline. I just hope you won't attempt anything foolish after you lose. I'd have to have to lose a teacher like you over a broken word." If she tried to go public with this, he'd survive it. There might be a bit of a scandal, but nothing he couldn't weather. She was the only one who had something to lose by trying to expose him.

She huffed before standing up. "Well, I suppose we should get started."

"Yes, I suppose we should," he said getting up and heading towards the cabinet. "I'm sure you read this in the document, but because this is meant to be carried out as it would be with a student, I'd like to ask that you address me as sir during this punishment. I also want to remind you that you'll be subjected to the same rules as a student. So it will be possible to earn extras should you forget to address me as such, or go against any other instructions given."

"I'm aware," she said annoyed. She had been worried about that when she read over it, but she didn't think it was anything worth having the whole thing rewritten for. If this was going to happen, she'd prefer to get it out of the way quickly. Extras were mostly given for breaking position, and she didn't plan on doing that anyway.

He picked the senior cane from the cabinet before turning back around towards her. "Very well then. I see you elected to ignore my advice about wearing a skirt. If you could be a dear and lower your pants and panties for me. Unless you'd like me to do it for you?" he asked.

She shot him a glare. "No, that won't be necessary." She removed her jacket before she reached up and unbuttoned her pants, then hesitated for a moment. She really wished she didn't have to do this. But it was for her students. So with a sigh and slide them down along with her panties, not wanting to prolong this anymore than she had to.

Ms. Red hummed in approval as he took in the women's glorious backside. He had always found her drop dead gorgeous. Annoying, but undoubtably attractive. And her best feature was her perfect ass. It was just the right size. Not too big, not too small. Nice and shapely, with just a tiny bit of bounce to it.

And now he was about to take a cane to it. The perks that came with this job.

He moved her chair off to the side and then lifted the cane, tapping her bottom with it. "Alright Ms. Bustier. I'd like you to spread your legs and then bend over and lie flat across the desk. Grab the other side of it, and raise your bottoms up into the air," he instructed.

She spread her legs apart, and then bent over, easily reaching across the desk and grabbing the other end. She had to arch her back a bit to stick her rear up, giving him an even more splendid look at her rear. He licked his lips at the breathtaking sight, and then raised the cane. He swung it through the air a few times, causing her to flinch. "You will be receiving twelve strokes of the senior cane. I want you to count each stroke, and thank me for it. If you fail to do either, the stroke will not count. Is that understood?"

She frowned. Count them out? He rarely ever made the girls he punished do this. She should have known he would find a way to try and get her to slip up. She should have ironed out all the details of the punishment itself. But it was too late note. She would just have to make sure to remember to keep count and thank him. Even if it disgusted her to do so. "Yes sir."

"Good girl," he said before he began tapping her bottom.

She gripped the desk tightly as she braced herself, clenching her cheeks together as tightly as she possibly good. While she was confident she could take this, she knew it wasn't going to be a cake walk. She wasn't going to underestimate him. She had seen just what the cane could do to a girl's bare bottom, so she didn't want to take any chances.

Mr. Red simply smiled, amused by her inexperience. Clenching her bottom would only make it sting even worse. Not that he would ever tell her that. After a few more taps, all of them making her flinch, he brought the can back and then swung.

THWACK!

"AAAAAHHHH!"

She yelled out, swearing the cane had sliced her poor bottom in two. The string was as if someone had drawn a line of fire across her cheeks. She clung onto the desk, her nails digging into the wood as she clenched her teeth. "OW! Oh god! Ouch!" She squirmed about, shaking her bottom side to side as her feet tapped against the floor.

Mr. Red looked on amused at the show she was putting on for him. She had managed to stay down, but she obviously wasn't prepared for this. Breaking her would be easy, but he didn't want to put an end to this so quickly. He let her go on for nearly a full minute before clearing his throat. "Ms. Bustier. I believe you forgot to count and thank me for that stroke. You had over a full minute to do so, that that stroke will not count," he said.

She stopped her wincing looked back at him wide eyed. "But-?! I wasn't-?!" She looked up at the smiling man, and then grit her teeth. She couldn't believe she had slipped up already! But it had been so much worse than she ever could have imagined! Taking twelve more of those… it was impossible! She'd never last!

But if she didn't, that would mean submitting herself to this once a week. She wasn't foolish enough to think she'd ever get a pass if he got free reign to discipline her. She had to keep enduring this if she wanted to spare her bottom from an even worse fate. "Of course sir," she said before turning back around. She stuck her bottom back up, as if challenging him to do his worst. A challenge he was eager to accept.

"That's the spirit," he muttered raising the cane again. Ms. Bustier held her breath as she sat him raise his arm from the corner of her eyes. Then he swung once more.

THWACK!

"OOOWWWW!"

She yelled out again as the cane landed just an inch below where the first, adding another crimson line to her bountiful cheeks. "O-One sir! Thank you sir!" she shouted through clenched teeth. She hung her head and panted, trying to catch her breath before the next stroke. Unknown to her, Mr. Red had already brought his arm back and was swinging again.

THWACK!

The sudden follow up stroke had caught her completely off guard, and had landed right on top of the previous stroke to boot. Ms. Bustier had let out a howl of pain, not even realizing he was already bringing his arm back once more.

THWACK!

"AAAAHHHAAAAA!"

Somehow despite all her squirming, the cane had once again found it's mark right on top of where the last two landed. For the moment it looked as if the women was about to jump up from the desk, but somehow she managed to force herself to stay down. She had a death grip on the desk, and was panting heavily.

"T-two and three sir, thank you sir…"

Mr. Red looked somewhat impressed, but not at all panicked. He could tell there was no way the trembling women would make it through the rest. He took the cane and then tipped her chin upwards. "Are you sure you'd like to continue Ms. Bustier? You seem rather distressed. Perhaps starting with the cane was a bit too much. We can pick up with something less drastic for your next punishment," he said.

The teary eyed woman glared. "Never…" she spat.

She chuckled before putting the cane back and tapping her bottom with it. "Very well then. You'll get used to it sooner or later I suppose," he said bringing his arm back.

She once again braced herself, but couldn't bite back the yell when the cane once again sliced into her bare cheeks with a THWACK! "OH GOD!" She once again wiggled about. This time he had at least aimed a bit lower. "Four sir! Thank you sir!" Just as she got the words out, the next stroke landed, right in the same spot of as the previous one.

Ms. Bustier let out a scream, and Mr. Red chuckled as he went for another swing, not giving her any time to brace herself. THWACK! "AH! OW! OW! OW!" Her knees buckled, pushing her legs up against the desk. The only thing that seemed to be keeping her up was her deathgrip on the desk. "Five and sir sir…! Thank you sir…!" she sobbed out.

Mr. Red held back a laugh. There were three lines across her bottom right now. The first from the single stroke that didn't down, and the two much darker ones he's tripled up on. Doubling or tripling up wasn't something he usually did. Not unless he wanted to make a serious point and get some extra strokes in. And he honestly was sure he could have made her break without it. But this was a special occasion.

"This is your final chance Ms. Bustier. If you'd like to concede and save yourself further strokes for today, now is the chance," he said swinging the cane through the air a few more times.

She didn't even flinch, looking too exhausted. "I won't…" she said, panting as tears streamed down her face. Six more. They would he bell, but she could endure it. just six more.

Mr. Red nodded, somewhat impressed by the women's resolve. Still, he didn't intend to hold anything back. He was planning on ending it with the next three. He raised the cane and tapped it against her sit spot, which caused her to gasp. She had seen just how much a different swinging at the sit spot could have.

Was he really planning on laying on three like he had before there?

He brought the cane back, and she shivered in fear.

THWACK!

"AAAAHHHH!"

Just as the tap had warned, the cane had landed right on her sit spot. And just like last time, he gave her no chance to brace herself before the next stroke.

THWACK!

"OOWWWWW!"

Just as she feared, the stroke had landed right where the previous one had, barely giving the previous sting of the last stroke any time to die down.

THWACK!

"YEEEEEOOOOWWWW!"

After the third stroke landed right over the last two, she couldn't help herself. She jumped up from the desk hands shooting back to her backside to rub her cheeks. "Oh! Ow! Oh god! It stings! It stings so bad!" she cried out as she began sobbing.

Mr. Red smirked before stepped forward and wrapping his arms around the woman. The woman was clearly too upset to think about pulling away, and actually buried her face in the man's chest as she continued sobbing away. He raised one hand and patted the back of her head, while the other made it's way down to her rear, and began rubbing it tenderly.

He felt her flinch as he ran his fingers across the crimson red stripes that now decorated both of her perfectly round cheeks. "There there Caline. Nine strokes is hardly anything to be ashamed off on your first time. And in time it'll seem like nothing. You'll have plenty of practice after all."

She sobbed even deeper as Mr. Red rested his chin on her head. Disciplining a teacher had certainly not been in the cards of him. But it wasn't an unwelcomed on. Especially when it was one as beautiful as Ms. Bustier.

He'd break the women in by a week or two, and that last thorn in his side would finally be plucked.