The Headmaster Severely Canes a Teacher
Late afternoon on Saturday, the headmaster heard a knock on the door to his study. He looked at his watch and told Megan to enter with firm voice through the door. Miss Megan Anderson opened the door and stepped into the study, bidding her boss cheerful a good afternoon. The distinguished looking 50-something replied in an indifferent tone, wishing her the same. The headmaster looked up at the shapely 25-year-old. She was very attractive with long brown hair. Her bangs framed a pretty a face with delict features. The headmaster offered her the same high back wood chair that her students occupied waiting for their punishments. Megan inquired what he wanted to see her about.
He responded by asking her what happened on the class run this morning? Megan gave him a puzzled look before she recounted the morning. They left the school on time, but about a mile out, Ann fell and skinned her knee and hands. The headmaster inquired how she handled that? Megan replied that she stayed with the group while her fastest student was sent to get the school nurse. He asked her why she didn't call the nurse on her cell as required in her teacher's manual - in the event of an injury or an emergency? Megan looked down and meekly said that she'd forgot to recharge it the night before. He looked at her sternly and remarked that they were lucky it wasn't serious and she didn't need to call 911. Megan stared down at the floor, she was getting uncomfortable with this conversation.
He asked her if she can't keep her phone charged, why didn't she borrow one? Megan simply responded that it wouldn't happen again. The headmaster told her that he was going to give her a good reason to remember this mistake to asure that it wouldn't occur again. Apprehensively, Megan asked how he intended to do that? He responded that she needed to be punished just like her students. Megan was shocked, but slowly, she remembered that the contract she signed a month ago had a provision for Corporal Punishment in-Lew of termination. Termination would be devastating. With this realization, she responded with a meek: "Yes sir". She was staring down thinking about the last time she was punished in Bording School years earlier. He rose and took a few short steps to his side table as he told her to remove all her garments. Resigned to her fate, Megan rose and slowly started to undress. After countless pubescent girls, the headmaster took a moment to savior the sight of a mature women with lovely shaped B-cups, a slender waist and exquisite hips. When she was nude, he handed her the restraints. He told her to fasten them around her wrists and ankles. She was a little nervous and fumbled with them at first, but she soon caught herself and placed the restraints around her limbs.
Each of Megan's wrists and ankles were secured with cords threaded through the hasps in the restraints and pulled tightly towards the D-rings attached to the sides of the desk. She felt her breasts flatting against the top of the desk as he pulled on the cord. The position spread open her legs to expand her well rounded ass and expose her cleanly shaved pussy. It had been years since she'd been in this humiliating position. Once again, the headmaster admired her lovely mature body before he picked up a light leather strap. After a few moderate warm-up swats, he came down on her forcefully with lashes alternating on each cheek. Megan exhaled a low mummer with each one of the 24 lashes. Her ass was now covered with red streaks.
Next, the headmaster grasped the heavy strap and came down on her hard with a rude lash across both cheeks. Megan noted the difference of intensity as her mummers quickly graduated to whimpers. Once again, the headmaster alternated striking each of her ass cheeks. The sound of leather striking flesh followed by her whimpering reverberated from the walls of the study. New streaks crisscrossed her ass with each lash. Megan's whimpers grew lauder reflecting the pain of the heavy strap as the punishment progressed. He paused after 18 lashes. Megan's endorphins worked hard to sooth her before the beginning of the next set. She hadn't felt like this since she left her sorority after she collected her degree. The return of the strap embracing her bottom brought tears to her eyes. Megan was getting more uncomfortable with each lash. Tears blurred her vision as her face saddened with the pain of 18 additional lashes. Her breathing slowed when he put the strap down. Her entire ass was now dark red punctuated with purple stripes. A rush of endorphins overcame her as she prepared for the worst to come.
The headmaster reached for his most severe rattan cane, raised it up and swished it through the air causing Megan to cringe. He placed a leather bit in her mouth. To assure maximum force, he stepped back to allow him to step into each stroke. A moment later, he forcefully swung it into the top of the upper third of her sore ass. An expression of pain crossed her face as she cried out in pain. The second stroke fell just below the first stretching another welt across her bottom. She continued to cry out loudly with each assault of the cane. Tears ran down her face and drop on the desk as the headmaster continued to march the cane down her bottom. She clamped down hard on the bit after each stroke. A thick white line quickly rose to form a purple welt each time the cane collided with her bare ass. After the first dozen strokes, the overwhelming pain transformed her loud cries to screams of pain. He paused after 16 strokes. Megan was thankful for the little relief from her endorphins during this brief respite.
However, the remaining 16 strokes quickly returned her to the world of pain. The relentless assault on her ass continued with the cane ripping into her flesh. Her eyes were getting puffy and her arms were fatigued from pulling on the restraints. Her jaw was sore from clamping down on the bit so hard. Megan was producing a study stream of tears at the conclusion of her caning. She was left restrained, bent over the frame relishing the little relief her endorphins could manage for a several minutes. Her ass was covered with 32 deep welts and a few of them were ensuing blood; but her pussy continued dripping her arousal on the floor. The headmaster attended to her welts with a blotter and a septic pencil. But with the faint aroma from her juices, he couldn't help dwelling his eyes on her glistening pussy.
When her breathing stabilized and her crying dissipated, Meagan felt a vibrator embrace her clit. She shamelessly gyrated her pussy against the devise. Moments later, Megan was experiencing a joyfully long orgasm intensely spasming in the play of the restraints. When the first one subsided, she was subjected to another one causing her to again shake uncontrollably against her restraints. A broad smile crossed her face when her spasms subsided. The headmaster unbound her and lifted her up. He gently wiped her tears and her nose. Megan was unsteady on her feet and he had to hold her in an embrace for several moments. He told her that she took her punishment well. As soon as she gathered strength, she thanked him for the complement.
Megan asked him if he'd like her to properly thank him for punishing her? The headmaster asked her what she had in mind? Megan looked down at his erect member bulging through his robe and got on her knees in front of him. The headmaster stood still as she opened his robe, unzipped his fly and placed his member in her mouth. She let her tongue go to work. Her head bobbed up and down as her lips held him tightly while she tried to force him down her throat. He came breathing hard. Some moments later, Megan rose and as they embraced, she asked him if he'd like to do this again? He replied: "in two weeks?" She replied :"perfect - I should be completely healed by then - but rather than the vibrator, I'd rather have you inside me." The headmaster kissed her passionately and told her that it's a date!
He responded by asking her what happened on the class run this morning? Megan gave him a puzzled look before she recounted the morning. They left the school on time, but about a mile out, Ann fell and skinned her knee and hands. The headmaster inquired how she handled that? Megan replied that she stayed with the group while her fastest student was sent to get the school nurse. He asked her why she didn't call the nurse on her cell as required in her teacher's manual - in the event of an injury or an emergency? Megan looked down and meekly said that she'd forgot to recharge it the night before. He looked at her sternly and remarked that they were lucky it wasn't serious and she didn't need to call 911. Megan stared down at the floor, she was getting uncomfortable with this conversation.
He asked her if she can't keep her phone charged, why didn't she borrow one? Megan simply responded that it wouldn't happen again. The headmaster told her that he was going to give her a good reason to remember this mistake to asure that it wouldn't occur again. Apprehensively, Megan asked how he intended to do that? He responded that she needed to be punished just like her students. Megan was shocked, but slowly, she remembered that the contract she signed a month ago had a provision for Corporal Punishment in-Lew of termination. Termination would be devastating. With this realization, she responded with a meek: "Yes sir". She was staring down thinking about the last time she was punished in Bording School years earlier. He rose and took a few short steps to his side table as he told her to remove all her garments. Resigned to her fate, Megan rose and slowly started to undress. After countless pubescent girls, the headmaster took a moment to savior the sight of a mature women with lovely shaped B-cups, a slender waist and exquisite hips. When she was nude, he handed her the restraints. He told her to fasten them around her wrists and ankles. She was a little nervous and fumbled with them at first, but she soon caught herself and placed the restraints around her limbs.
Each of Megan's wrists and ankles were secured with cords threaded through the hasps in the restraints and pulled tightly towards the D-rings attached to the sides of the desk. She felt her breasts flatting against the top of the desk as he pulled on the cord. The position spread open her legs to expand her well rounded ass and expose her cleanly shaved pussy. It had been years since she'd been in this humiliating position. Once again, the headmaster admired her lovely mature body before he picked up a light leather strap. After a few moderate warm-up swats, he came down on her forcefully with lashes alternating on each cheek. Megan exhaled a low mummer with each one of the 24 lashes. Her ass was now covered with red streaks.
Next, the headmaster grasped the heavy strap and came down on her hard with a rude lash across both cheeks. Megan noted the difference of intensity as her mummers quickly graduated to whimpers. Once again, the headmaster alternated striking each of her ass cheeks. The sound of leather striking flesh followed by her whimpering reverberated from the walls of the study. New streaks crisscrossed her ass with each lash. Megan's whimpers grew lauder reflecting the pain of the heavy strap as the punishment progressed. He paused after 18 lashes. Megan's endorphins worked hard to sooth her before the beginning of the next set. She hadn't felt like this since she left her sorority after she collected her degree. The return of the strap embracing her bottom brought tears to her eyes. Megan was getting more uncomfortable with each lash. Tears blurred her vision as her face saddened with the pain of 18 additional lashes. Her breathing slowed when he put the strap down. Her entire ass was now dark red punctuated with purple stripes. A rush of endorphins overcame her as she prepared for the worst to come.
The headmaster reached for his most severe rattan cane, raised it up and swished it through the air causing Megan to cringe. He placed a leather bit in her mouth. To assure maximum force, he stepped back to allow him to step into each stroke. A moment later, he forcefully swung it into the top of the upper third of her sore ass. An expression of pain crossed her face as she cried out in pain. The second stroke fell just below the first stretching another welt across her bottom. She continued to cry out loudly with each assault of the cane. Tears ran down her face and drop on the desk as the headmaster continued to march the cane down her bottom. She clamped down hard on the bit after each stroke. A thick white line quickly rose to form a purple welt each time the cane collided with her bare ass. After the first dozen strokes, the overwhelming pain transformed her loud cries to screams of pain. He paused after 16 strokes. Megan was thankful for the little relief from her endorphins during this brief respite.
However, the remaining 16 strokes quickly returned her to the world of pain. The relentless assault on her ass continued with the cane ripping into her flesh. Her eyes were getting puffy and her arms were fatigued from pulling on the restraints. Her jaw was sore from clamping down on the bit so hard. Megan was producing a study stream of tears at the conclusion of her caning. She was left restrained, bent over the frame relishing the little relief her endorphins could manage for a several minutes. Her ass was covered with 32 deep welts and a few of them were ensuing blood; but her pussy continued dripping her arousal on the floor. The headmaster attended to her welts with a blotter and a septic pencil. But with the faint aroma from her juices, he couldn't help dwelling his eyes on her glistening pussy.
When her breathing stabilized and her crying dissipated, Meagan felt a vibrator embrace her clit. She shamelessly gyrated her pussy against the devise. Moments later, Megan was experiencing a joyfully long orgasm intensely spasming in the play of the restraints. When the first one subsided, she was subjected to another one causing her to again shake uncontrollably against her restraints. A broad smile crossed her face when her spasms subsided. The headmaster unbound her and lifted her up. He gently wiped her tears and her nose. Megan was unsteady on her feet and he had to hold her in an embrace for several moments. He told her that she took her punishment well. As soon as she gathered strength, she thanked him for the complement.
Megan asked him if he'd like her to properly thank him for punishing her? The headmaster asked her what she had in mind? Megan looked down at his erect member bulging through his robe and got on her knees in front of him. The headmaster stood still as she opened his robe, unzipped his fly and placed his member in her mouth. She let her tongue go to work. Her head bobbed up and down as her lips held him tightly while she tried to force him down her throat. He came breathing hard. Some moments later, Megan rose and as they embraced, she asked him if he'd like to do this again? He replied: "in two weeks?" She replied :"perfect - I should be completely healed by then - but rather than the vibrator, I'd rather have you inside me." The headmaster kissed her passionately and told her that it's a date!
5 months ago