Little Miss Perfect & The Headmaster

Meanwhile, Serena had raced back to her dorm room and thru herself across her bed sobbing. She couldn't believe how much her bottom hurt and couldn't imagine what it would feel like after tonight. After the pain subsided somewhat, her thoughts drifted back to Mr. Logan. He was so handsome that it made her ache! She felt the familiar twinge between her legs that happened every time she thought of him. She knew what the feeling meant even though, at 18, she was still a virgin. She has masturbated many times and loved the feeling of climaxing but she often wondered if it would be an even more amazing feeling once she experienced it while making love to a man. Her favorite fantasy since Mr. Logan started at this school was making love to him. She heard the other girls talking about things they had done with their boyfriends and she read some erotic stories online so she knew the sorts of things men and women did with one another. She lay in her bed at night, picturing herself and Mr. Logan doing all those things. She longed for him to lie between her legs, kissing her most private areas or his mouth suckling her breasts. She dreamed of him putting his penis inside her and thrusting in and out. All those thoughts swam thru her mind until she couldn't help but touch herself to relieve the feelings that overwhelmed her.

She found herself thinking about him punishing her, and how it felt when his hand just rested on her bottom. She felt herself blush in humiliation on having him treat her like an errant child and spanking her. How can she get him to think of her as a woman if she had to be across his lap getting spanked like a 6 year old??? Still, she felt herself getting aroused and the pain in her bottom receding a bit when thinking about what had taken place. She couldn't take it any longer so she laid back on her bed and slid her fingers underneath her panties until she found her hard little nub. Her pussy was very wet and got even wetter when her fingers started massaging around and around her hard clit. She slid her fingers down and worked two of them in and out of her pussy before finally starting on her clit again. She could feel her nipples harden against her bra and the intense feeling in her pussy getting stronger, building and building in strength until finally, with an arch of her hips, she exploded in orgasm. Wave after wave of pleasure raced thru her body until she collapsed, sweating, and breathing hard, onto her bed; totally satiated.

After gaining her composure, she reached over onto her nightstand and set her alarm for 7 p.m. which would give her an hour to get ready and reach the headmaster's office. Sleep didn't come easy for Serena though, her mind kept imagining what could happen this evening and the pain in her bottom had returned after her orgasm, though it was now down to a dull throb. Finally she dozed and seemingly seconds later her alarm woke her with its shrill call. She rose slowly and debated over what she should wear. Should she dress in regulation panties or into some of her sexier ones? She didn't want to incur more of his wrath by not dressing in regulation ones, but her sexier ones may get him to notice that she wasn't a little girl anymore. After thinking long and hard she slipped on her black satin and lace panties. They were the skimpiest ones she owned. She slipped on her black silk night gown; it wasn't the sexiest she owned by any means. It hung to just above her knees, but had a plunging back and was held up by the slimmest spaghetti straps. The front had black lace over the silk just over he chest region. Over that she wore a very modest white robe, she didn't want to come across other students on her way to Mr. Logan's office wearing anything that would give away what she had on underneath. Giving her hair a good brushing, until it gleamed and wearing the barest amount of makeup, she took a last look in the mirror and was pleased with what stared back. She looked pretty but not over done...besides she was there to be punished not seduce. At the thought of the punishments to come her stomach tightened in dread. She prayed silently that it would be as bad as she was thinking it was going to be and that she would get thru it bravely. Slipping her feet into her slippers, she glanced at the clock and noticed she had only 15 minutes to make her way to his office across campus. She took off, walking fast and all too soon she was standing outside the now familiar walnut door.

In the mean time while Serena was getting herself ready and making her way to his office, Bryant Logan was making preparations himself. He had all the implements he would be using lined up at the bottom of the maple cabinet that sat in the corner. He took one of the two chairs that sat in front of his desk and put it in a corner, getting it out of the way. In its place he put a tall wooden stool. The discipline log was on his desk and waiting for him to record the punishments as they were meted out. After seeing that his office was ready, he went into the adjoining restroom/dressing room and changed into his most intimidating suit. A monochromatic combination;

sharp black suit with black shirt and tie. The combination of the darkness of the suit with his hair made his eyes a startling shade of emerald. The look conveyed power and would leave little doubt in Serena's mind that he was serious about the task at hand.

He went to his desk and started to do some work concerning an upcoming school function while he waited for Serena's arrival. Promptly at 8, there came a soft knock on his door.

"Come in, Serena!" He said, gruffly.

"Mr. Logan," Serena said timidly, "I'm here to report for my punishment like you ordered."

"Very good Serena, you're right on schedule. Take your robe and panties off and get your nose pressed into the corner. I'll be ready to start your spankings in a few moments." he told her, without so much as a glance in her direction. "Oh, and make sure that you pull your nightgown up so I can see the bare bottom I'm about to beat." He added as an after thought.

Serena took off her robe and hung it on a hook by the door. She hoisted up her nightgown to remove her panties, hooking a finger in each side; she slowly started lowering them.

Mr. Logan glanced up just in time to watch her peel her panties off. Mmmm...he thought to himself, black satin.

"Those do not look like the regulation panties that this institution insists must be worn at all times, young lady!" He said in a gruff manner. He had a hard time speaking over the lump in his throat that those panties and her sexy bare bottom had caused.

Startled, Serena looked over her shoulder at him quickly. Her eyes widened and a faint blush rising to her cheeks.

"I ...umm...I only wear these when classes are over, sir."

"Well when you report to my office young lady, especially when you are to be disciplined, classes are to be considered still in session. Finish removing your panties, fold them up and hand them to me." said Mr. Logan.

Serena calmly finished taking off her panties, folding them neatly; she brought them over and handed them to him. Her face was hot in embarrassment, but she thought she detected a trace of desire in those green eyes of his. She hoped so, maybe her plan was working somewhat and he is seeing her more as a woman than an errant schoolgirl.

Taking the panties from her, he slipped them into the top drawer of his desk. He had no intention of giving them back to her; he planned on keeping them as a remembrance of this night. Every time he looked at her, whether fully clothed or bare bottomed, he found himself getting aroused. Although, one look into those eyes of hers had more of an effect on his heart than any other part of his anatomy.

"Now into the corner with you, I have a few things to do before I beat your bottom."

Serena walked to the only empty corner that she seen in his office and pressed her nose in it, she reached back and hoisted up the back of her nightgown until her bottom was visible to him from his desk. Her face burned in humiliation, but she also hoped that he liked what he saw. She was developing much deeper feelings for the man than mere lust. She had seen him having fun and laughing at school functions and knew that this gruff side he was presenting now was because he had to. She couldn't wait until the 6 months were up; bringing an end to the school year and she could graduate. She planned to pursue him until she won his heart over and did not care how long it took.

She stood there for what felt like hours, listening to the faint sounds his pen was making as he kept working at his desk. In actuality, only 20 minutes had passed before he finally spoke to her.

"Come and stand before me, Serena." said Mr. Logan as he put his paperwork away and got out the discipline log. When she was standing before him, he looked long and hard at her.

"Young lady, I have thought long and hard about ways to get thru to you and the other students. Try as I might, I still can't get any of you to take me seriously as a headmaster. I fully intend to make all of you start adhering to the rules and regulations here at Weisminster. You girl, are just the unlucky one that I intend to make an example of, but I am sure you will not be the last student that will find themselves bent over my desk receiving the cane."

Serena couldn't help but pale a bit at the mention of the cane. She couldn't imagine how that would feel on her tender bottom when the ruler and his hand hurt dreadfully.

"You will not be receiving just a caning, however," Mr. Logan continues, "I intend to beat it into your bottom, in hopes that it will penetrate into your brain just what a horrible thing is plagiarism. Furthermore, tomorrow at morning assembly, I will inform the other students how you were disciplined and why you were punished. That I hope, will make them realize that I am serious about enforcing the rules and regulations here at Weisminster. Now with that being said, come across my lap being sure that your gown is raised so I can spank that naughty bottom of yours."

Serena walked around his desk and laid herself across his lap, assuming the same position that she was in mere hours before. She could feel the cool air on her up thrust, bare bottom. She couldn't help feeling like a child as she laid there waiting for his hand to start swatting her bottom.

"Well I see the effects of my hand and ruler have all but disappeared; leaving me a blank canvas to paint red." said Mr. Logan as he patted her soft bottom. He loved the way it felt on his palms. So soft and tender; a very spankable butt indeed, he thought to himself.

Raising his hand, he felt her tense up as he brought it resoundingly down. He watched as a perfect handprint first rose white then turned a bright pink. Over and over he brought his hand down on her tender, young bottom. Serena moaned and kicked, occasionally scissoring her legs open and closed giving him small glimpses of the virginal treasures that lie there. On and on his hand spanked her bottom until 4 minutes were up and her bottom was on fire. Reaching into his desk, he withdrew the same ruler that he had used on her earlier.

Serena lay across his lap, feeling the sharp slaps raining down on her butt. The spanks just kept coming; she didn't think it was ever going to end. Her bottom felt like it was on fire and she could barely keep herself from wriggling off his lap. Her tears were dripping down her face and off her cheeks onto the hard wood floors. He finally stopped spanking her, after what must have been hundreds of slaps to her bottom, and rested his hand on her hot bottom cheeks. She heard his desk drawer open and hoped that it wasn't what she was thinking. Glancing up, her fears were recognized as she seen him take the hard ruler out and raise it, ready to bring it down on her bottom.

"Please sir, not the ruler! Please, it hurts too bad!" said Serena with a touch of panic in her voice. Reaching back with one hand, she covered what she could of her bottom.

"No amount of pleading or crying will keep me from giving you what you have coming. It is SUPPOSED TO HURT! YOU are being punished! What did you think I would do in here this evening, young lady? Give you a couple slaps on the bottom and tell you to be a good little girl from now on? You are not a child any longer, even though what you have done I would expect from a child. You are an adult! Start acting like one! Being an adult means you acknowledge your misdeeds and accept the consequences of them; the consequences you have earned just so happens to be a well blistered bottom!"

With that being said he grasped the wrist of the hand she had placed over her bottom and brought it to the base of her back, holding it there. Raising his arm, he brought the ruler down on her tender sit spot with a sharp crack. She bucked wildly on his lap and let out a short yelp of pain. He held her there firmly and continued bringing the ruler down onto her bottom, doing his best to ignore her cries of pain. Twenty times the ruler came down to deliver its painful bite on her already sore bottom cheeks and thighs making her bottom turn from bright pink to scarlet.

He put the ruler away and gently patted her bottom. His heart ached with what he was doing, but also finding having her over his lap being soundly spanked, quite arousing.

She couldn't believe the pain that centered around her bottom. The ruler hurt dreadfully and she just couldn't' fathom that there was more to come after this. Her crying from the hand spanking had turned to sobs by the second strike of the ruler. The only thing that brought a touch of relief to her was what he said about her being an adult now. Maybe the punishment will be worth it, she thought to herself, if after it he will see me as a woman. Her thoughts of him where swimming madly in her head and her bottom hurt so bad she didn't notice that he had stopped swinging the ruler and was there just patting her bottom.

"You're hand spanking is finished Serena, now rise and get your nose back into the corner. Keep that gown up and out of the way of your bottom." Mr. Logan said, hating having her rise off of his lap since he was enjoying it so much. The bulge in his slacks seemed to be growing in enormity; making sitting for him not very comfortable. He watched her walk stiffly to the corner with her gown raised. He sat, leaning back in his chair, and just stared at her. He couldn't help but fantasize about her being his. He would love to have her in his life, giving her long, erotic spankings before laying her back on his bed and making love to her for hours. He was lost in fantasy for 15 minutes before he finally came to his senses. He wanted so badly to give relief to his aching cock but he knew it would have to wait. It was getting late and she still had a few punishments to get thru so he figured he had better get back to business.

"All right young lady, it's time for the second phase of your punishment; come bend over my desk now, and grasp the far edge. Be sure to keep that gown out of the way or we will have to remove it."

Serena did as she was told, having to rise on tiptoes to reach the far edge of the massive desk. She made sure that the gown was tucked out of the way, as she watched him walk to the cabinet that she had been curious about earlier and withdraw a heavy oak paddle. Her stomach clenched when she realized that very soon that horrid instrument would be making painful contact to her already very sore bottom.

Walking behind her, Mr. Logan watched her clench and un-clench her bottom repeatedly in nervous anticipation of the paddles strike.

"Spread your legs apart Serena, I want a nice, wide target for my paddle."

Serena followed the command, feeling her face burning in embarrassment when she felt the cool air on her private areas. She could feel herself getting aroused at the thought of him seeing her displayed like this; as if she were waiting for him to enter her from behind. . Her pussy was getting wet and she prayed that he wouldn't notice the evidence of her arousal.

But, of course, Mr. Logan did notice; he couldn't help it; his eyes were glued to her private area. He could see her glistening pussy and back passage clearly and had to refrain himself from plunging his fingers into her and exploring their depths. He knew that this was no way for a headmaster to think, but he found himself unable to get his mind and heart disconnected from her. Gritting his teeth, he took a deep breath, raised the paddle, and brought it down hard on her waiting behind.

The sound of the strike and the force of it almost lifting her feet off the ground, startled her and a millisecond later the pain seemed to explode from her bottom. She let out a yell that seemed to reverberate off the walls of the room. It took all of her might to keep her hands from reaching back to protect her bottom, she gripped the edge of the desk until her knuckles shown white and waited for the next blow of the paddle.

Mr. Logan waited 15 seconds in order for the pain to set in and for her to brace herself before delivering the next blow of the paddle. Raising the paddle to his shoulder, he brought it swinging back down onto her red behind. He felt the paddle vibrate in his hands and watched it sink deeply into her flesh when it made contact. It sounded like a gun shot went off and silently thanked the previous headmaster for making this office sound proof, for he was sure the sounds of his paddle and her yelling and moaning would be heard through out the school had it not been.

The pain of that strike had almost taken Serena's breath away. It seemed to radiate through out her body until all she felt was pain. Clutching the desk tightly, she laid her head down and sobbed.

Watching her sob across his desk was almost his undoing. Resigned to what he must do, he raised the paddle again and delivered another hard swat to her behind. He decided he wouldn't use as much force but he still wanted her to feel each strike so he gave her a medium blow. It still seemed to have an effect on her for she let out a loud moan and started swinging her legs trying to work out some of the sting. He put his mind to the task and started paddling her behind like a metronome. Counting in his head each stroke and doing his best to ignore the pain that he was causing her. He knew that she had more to deal with than this paddling and if he didn't get himself under control he may not be able to deliver the rest.

Serena lay across the desk, squirming and crying out with each blow of the paddle. The pain was unlike anything she had ever felt before. She no longer cared if he seen her most private areas, the only thing she could concentrate on was getting thru this ordeal and making it back to her dorm for a good long cry.

Fifteen times the paddle resounded on her behind, and never once did she lose her grip and try to protect herself. Mr. Logan was very impressed by her strength and let her lie across his desk, sobbing for a few minutes. He crossed the room and put the paddle away and went to stand beside her. He stroked her hair and comforted her best he could.

"I'm very proud of you Serena, you are taking your punishments very well. You are a very strong, intelligent woman and I know that you are learning your lesson. I sincerely hope I never have to repeat this lesson to you again. I don't like having to do this, but if this is what it takes for you to realize there are consequences to actions you take in life, then I will do it anytime it is called for. Go ahead and lie here until you calm down a bit, then go and stand back in your corner. You may rub your behind when you get there, if you would like." said Mr. Logan, before he went and sat down on his chaise and picked up a magazine to try to focus on.