A/N: The Harry Potter universe and all characters within it belong to J.K Rowling, with the exception of original characters or otherwise I myself create. I make no money off my works.

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"Yes. I'd like that." He responded after a long pause. "Wonderful, we'll get started after dinner then. It will be magnificent to know that Hermione will be appropriately punished while at Hogwarts. I'll send Macgonnagal the notice later today. Oh, and you'll be the one punishing her through the breaks as well." Jane said with a smile. "I'm looking forward to it" Harry responded.

"Now, dinner then" Jane announced and they all filed into the dining room where Wendell had prepared dinner. Hermione told tales of how, in her words, "brilliant, wonderful, marvellous, miraculous, magnificent and handsome" he was during the first task.

After dinner was finished, Jane asked him and Hermione to follow her down to the basement. As Harry stepped off the last step of the stairs, he saw the room he was in was a very large open space, the walls covered in different punishment instruments, and the floor covered with all kinds of different setups and restraints, ranging from stocks, to gynaecology chairs with restraints, restraints made out of metal pipe, wooden horses, points to tie ropes from and everything else he could imagine. It was the perfect place to punish Hermione, he thought.

Jane led them to a blackboard standing over by one of the walls of the room. "Now, I'll teach you how to punish Hermione. The first thing to do is decide what punishment she deserves. This is always completely up to you, but you should try to make it consistent to the severity of the offence committed. Now, what offences do we know she has committed? Yes, we know she has used improper language in the car on the way over here." As she spoke, she wrote "bad language" down on the blackboard. "Now, there are some offences we can check if she committed. Tell her to strip." She said.

"Strip, Hermione" he spoke, his mind racing at the possibilities that laid beyond her clothes. Hermione blushed furiously but knew better than to disobey. She started by taking off her socks, before slipping her T-shirt off revealing a bra underneath. She then slowly shimmied her jeans down her legs, revealing a pair of white cotton panties. As Hermione reached behind her back to unclasp her bra, Jane told her to stop.

Harry was pulled out of his thoughts as Jane spoke, not wanting to miss her teachings. "Now, we can see that she's wearing underwear, something that we don't allow. She should never wear underwear, no matter what." She wrote down "wearing underwear" followed by a "2x" on the blackboard. "Continue, Hermione".

Hermione reached behind her to unclasp her bra, and let it fall to the ground in front of her. Harry was awed. Her breasts were not overly large, a little on the petite side, but definitely perky. She had large areolas, and relatively large nipples, which stood out. She then shimmied off her panties, revealing a innie pussy with a neatly trimmed bush. Harry stood, in awe, but was snapped out of it as Jane spoke again.

«Now let's see here. You haven't shaved your pussy I see. Remember Harry, she should not have any hair originating from below the neck." Jane looked Hermione over and found no other hair than that on her head and that on her pussy. She wrote "pussy hair" on the blackboard and continued.

"Now that we have checked for the offences we can check for, we start with the next step. Do you remember any offences she committed throughout the semester?" Jane asked him. Harry thought for a moment before answering "Yes, I remember she swore a couple of times."

"Very well" Jane said with a small smile and revised the count on the blackboard to 5x for swearing. "Now, the last part. Hermione, did you commit any other offences at Hogwarts?" Jane asked calmly. Hermione stayed silent for a couple of minutes, before blushing heavily and squeaking out "I played with myself… a little bit"

Jane's face was one of fury after Hermione uttered those words. She stated calmly yet angrily "That is a major offence. Hermione is not allowed to play with herself in any capacity." She took a minute to calm herself down before continuing.

"It is now time for you to decide on what punishments are appropriate to administer. Remember, you may use anything to administer it, and the punishment may be anything you decide, bar seriously harming her of course. Of course, you may have sex with her as a punishment, but remember to please not break her hymen. And try to keep the punishments consistent."

Harry stayed silent for a while pondering before speaking "First of all, for the duration of the break she won't be allowed any clothes at all. She will also wear nipple clamps for the duration of the break. I will give her ass 20 strokes with my bare hand, and cane her pussy 10 times. I'll flog her tits with the cat o nine tails 10 times before she will be spending two hours on a wooden horse."

Hermione's face fell as she heard him say those words, realising he wasn't going to play it easy on her. She was also both a little excited and embarrassed at the fact she was going to be punished by her longtime crush.

Jane nodded approvingly at his words "I'll stay to watch you administer the punishment, though I think you'll be able to handle it just fine."

"I'll get to work then" he responded. "Oh, and to start I'll shave her" he said. He grabbed a razor off the nearby wall and told Hermione to lay down on one of the nearby benches. He leaned over and started shaving her pussy. When he leant back up, he saw her now bare innie pussy in all its glory. It looked tight, he thought. He reached down and lightly patted her pussy, he was amazed at how soft it felt.

He leant back up and told Hermione to come with him. He lead her over to the stocks, and once they got there, he shoved her into them. With her head and arms in place, he closed the stock and latched it shut, before walking behind her. He grabbed a spreader bar from nearby, and told her to spread her legs. She obliged, knowing if she didn't she'd just be punished more, and he attached the spreader bar keeping her legs spread.

Harry positioned himself the the side of Hermione, facing her, and raised his hand. He brought it down on her arse hard and fast, leaving a read hand print and causing Hermione to cry out in pain.

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Smack* *Smack* *Smack* The strikes came down on her arse hard and fast. She wanted to cry out in pain, but Harry had gagged her because of how she cried before. Her tears streamed down her face and she braced herself for more strikes. *Smack* *Smack* *Smack* The pain in her arse was unbearable, and she wished for it to end. *Smack* *Smack* came the last two strikes.

"And that makes twenty" Harry said, nodding to himself in satisfaction. Her ass glowed a bright red, promising her pain for the next couple of days. Her mother, Jane nodded approvingly and said "Very good, just like that slut deserves". "I'll move on to flogging her tits" Harry said, and Jane nodded again.

Harry removed Hermione's spreader bar, and unlocked the stocks, pulling her up from them. He led her over to a spot with four cuffs, two in the ceiling and two in the floor. He showed her feet into the ones on the floor, and locked them, forcing her legs apart. He grabbed the cuffs in the ceiling, and pulled them down and attached them, before tightening them again.

Hermione found she could only barely move, and her tits were exposed in a prime position for flogging.

Harry grabbed the cat o nine tails off the wall, and prepared to strike. *Crack* *Crack* *Crack* *Crack* *Crack* The pain was immense. As Harry flogged her left tit, intense red lines began to form, but thankfully no welts. She wanted desperately for it to end, but deep down she knew it was deserved. *Crack* *Crack* *Crack* *Crack* *Crack* Harry flogged her right tit, his last strike landing on her nipple. Her pain was immense, and she wanted to cry out but couldn't due to the ring gag.

Her tits were now a red mess. Harry put away the whip and released her. He led her over to what looked like a gynaecologist chair but with restraints. She dutifully got into the chair, and Harry restrained her, fastening her to the chair. The only thing she could move was her head. Harry spread her legs, and grabbed a bamboo cane of the wall. He positioned himself, and struck.

Crack crack crack crack crack* He struck her pussy 5 times, 2 times to each side and hitting her clit head on on the fifth. She tried crying out from the immense pain, but it only came out as muffled moans. He struck twice again, striking once again at both sides of her pussy. The last 3 strikes came down head on her pussy, relentlessly despite her cries. It felt like she might pass out from the pain, but she didn't. Her pussy was red and sore from the caning.

Harry released her from the chair, put away the cane, and led her over to the final instrument of the night; the wooden horse. The wooden horse he chose had a dull iron edge. She obediently mounted it, and winced as her already sore and beaten pussy was dug into by the edge. Harry secured her legs and arms so she couldn't move, and winked.

"I'll see you in two hours, Hermione." With that, he walked out, her mother following behind him.

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Hope you enjoyed the chapter! Constructive criticism and reviews always welcome.