Saint Helena High School for Wayward Girls – Book 3 – Chapter Five

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Chapter 5: The head girl assists Miss Kenworthy

As Kate grew older and entered the upper sixth form, she became a more mature and better behaved young lady helped by Miss Kenworthy’s ‘guiding hand’. As a result, I decided to take a risk and made her my head girl. Despite her new status, she still enjoyed regular spankings from Miss Kenworthy, and secretly called her ‘Mistress’. Whenever Kate felt in need of a spanking, she would deliberately do something naughty to warrant one. She was very clever in dreaming up something new to annoy Miss Kenworthy. 

Miss Kenworthy was well aware of Kate’s need to be spanked and was almost always happy to provide one. However, she was also aware that Kate rather enjoyed watching, not just receiving, spankings. Once Kate was appointed head girl, she often invited Kate to sit in the Report Room with her to witness her punishing other girls. She found that, having Kate present in the room, added to a girl’s feelings of humiliation, knowing that Kate was watching and listening. Some girls got scared and even physical when informed of their forthcoming punishment, and needed to be held down or restrained in some way. Kate was always on hand to assist on such occasions. It was a real thrill for her to be there actually participating in the punishment.

“You can read the punishment book later Kate. Put it down. Watch and learn!”

What follows is an example of one of the spankings that Kate was permitted to watch, and, to her surprise, to participate in as well.

Miss Kenworthy had a girl called Lucy Stanforth in her room for some serious discipline. She was just one step away from being expelled. She had a long list of repeat offences and a history of general ‘bratiness’. There were numerous complaints from the staff about the wretched girl. The final straw was when she started playing  truant and went  on a shoplifting spree. The police had arrested her and had demanded the school used discipline ‘of the highest order’ to punish her. If we refused, criminal proceedings would ensue. Miss Kenworthy promised them that she would get a lesson that she would never forget. She had let the school down badly.  Lucy was on a rocky road to disaster and a life of crime. She had to be corrected very severely.

Despite the long list of her offences, Lucy did not seem to be scared. In fact she appeared to be rather defiant and unrepentant.

Whilst Miss Kenworthy and Kate were preparing to receive her in the Report Room, Lucy walked nonchalantly into the room without knocking.

“Who gave you permission to enter this room, Miss Standforth?” inquired Miss Kenworthy in an intimidating voice.

“I was told to come and see you,” replied Lucy in a rather offhand manner.

“You were told to come and see me…MISS KENWORTHY! Show some respect  towards a member of staff, young lady!” snapped back Miss Kenworthy. “Before you enter a classroom, it is normal to knock and wait for a member of staff to invite you in. Get out and try again!”

Lucy stared at Miss Kenworthy for a few seconds, then turned and walked out of the door slowly. She then knocked loudly on the door.

“You may now enter Miss Stanforth. Stand here in front of me,” she said pointing at a spot on the floor. 

Lucy shuffled rather grudgingly to the spot indicated.

Miss Kenworthy stood in front of her and started one of her famous ‘bollockings’!

“You young lady are in a lot of serious trouble. You’re a total disgrace! Aren’t You?’

“Whatever! …if  you say so…”

“If you say so…MISS KENWORTHY!” shouted Tamara again.”Yes, I certainly do say so!” she continued glaring at Lucy. She noticed that Lucy had slightly flinched as she had shouted at her this time. Now was the time to press home and ‘go for the jugular’!

What followed was a tirade of the first order, which had even Kate trembling in fear! Lucy started to wilt under the barrage and she was no longer able to hold Miss Kenworthy’s gaze. Her eyes dropped to the floor.

Finally Miss Kenworthy ceased her tirade, which had included a catalogue of all her offences and her lack of future prospects unless she was  prepared to drastically mend her ways!

“Right, now is the time to pay for your sins, young lady. Take this piece of chalk over to the blackboard and write three times, ‘I shall NOT steal’ ,“ ordered Miss Kenworthy. “When you’ve done that, I want you to come straight back and bend over my knee!”

Amazingly, Lucy did as she had been requested….

She then returned from the board and, without further ado, bent across Miss Kenworthy’s knee. Miss Kenworthy wasted no time. She pulled the hem of Lucy’s short skirt up and soon lowered her knickers….


…and started to spank Lucy’s rather luxurious bottom very briskly…SMACK! SMACK! SMACK!…

Despite the ferocity of Miss Kenworthy’s hand spanking, Lucy showed very few signs of distress. She was a very stubborn young madam and wasn’t going to give Miss Kenworthy the satisfaction of squealing and struggling. 

“That’s how it is going to be is it!? Kate….pass me the hairbrush!”

How the girls fear this hairbrush! It was a very heavy wooden one, more the size of a clothes brush than a hairbrush.

Miss Kenworthy wrapped her right leg tightly over Lucy’ legs, held her firmly across her waist and gave her  twenty-four good solid hard smacks as a ‘starter’…. 

WHACK! WHACK! WHACK! 

This finally achieved the reaction that  Miss Kenworthy was after. As she kept smacking Lucy’s sumptuous bottom making it wobble and turn redder and redder, Lucy started to wriggle and squeal, begging for mercy! …but none came…the hairbrush continued to land on her bottom with unerring frequency and intensity….

WHACK! WHACK! WHACK! 

WHACK! WHACK! WHACK! 


WHACK! WHACK! WHACK! 

WHACK!!!….”Owwwwwww!”

WHACK!!!!….”Yeeeeoooowwwwww!”

By now Lucy was starting to buck like a horse, letting out huge yells, wriggling away on the lap of the magnificent Miss Kenworthy. She carried on, faster and harder. Smacks like pistol shots echoed around the classroom. 

WHACK! WHACK! WHACK! 

Finally, she stopped, leaving Luxy dangling limply in floods of tears across her lap, her bottom thoroughly ‘toasted’ by the application of hand and hairbrush!

Miss Kenworthy instructed her to stand up and handed her the chalk again. 

“Go back to the blackboard young lady, clean it and then write ‘I shall not steal’ three times again, but leave your knickers down. I haven’t finished with you yet!”


Then she announced that because she had not just let the school down, but the girls too, on their behalf, Kate, the Head Girl, would also spank her bare bottom over her knee. So back over a lap she went! Kate was delighted to have a go at spanking. She had normally been at the ‘sharp end’ of a spanking, so this was a novel and thrilling opportunity for her! Once she had got Lucy settled over her knee,  she set too with a vengeance, determined to enjoy every single smack!


Miss Kenworthy sat down to enjoy the spectacle of Kate spanking Lucy and was very impressed how she managed to deliver it. She would have to ask Kate to participate more often in the future. She could take on spanking some of the younger, more junior girls to relieve her of some of her disciplinary burden…under her supervision of course! 

As she continued to watch, she suddenly had an idea. Kate had in a previous conversation expressed a desire to cane someone one day. Why not now? It would add to Lucy’s humiliation to have someone around her own age have power over her. After all, Lucy had a record of bullying other girls and making their lives a misery. It would be good for her to have a taste of her own medicine!

She instructed Kate to stop and Lucy to bend over the high punishment stool. She then asked Kate to fetch the cane, which she duly did and offered it to Miss Kenworthy.

“No Kate, hang on go it. I want you to cane Lucy. You’ve expressed a wish in the past to try caning someone, so now is your chance. I want you to give her 12 strokes. It’ll do her good to be caned by one of her peers. She has bullied many of them herself, making their lives a misery. Let’s see how she likes it when the tables are turned?”

Kate couldn’t believe her ears. She was being given permission to cane someone.

‘Wow! I’m really going to enjoy this!’ she thought. 

She eyed up the cane in her hand and swished it around to get the measure of it. She then walked over to Lucy bent over the stool and tapped it a few times across her bottom, checking her distance and aim….

tap, tap, tap…

then…SWISH! THWACK! Kate’s first ever cane stroke was delivered!

Lucy squealed loudly. A smile blossomed on Kate’s face, whilst a red ‘tramline’ blossomed across Lucy’s cheeks. 

‘Gosh! This is rather fun,’ thought Kate, taking aim for a second stroke….

SWISH!

      THWACK’

“Yeowwwh!” Lucy shouted out, attempting to stand up.


Miss Kenworthy jumped up from where she had been sitting, and strode over to the stool and firmly pushed down on Lucy’s shoulders. 

“No you don’t young lady. Stay where you are! ….Carry on Kate. You’re doing very well for a novice caner. You’ve still got another 10 strokes to go. Make them good ones. When you’re done, I’ll finish off with a second dozen!”

And so, Kate continued, laying on each stroke with as much vigour as her small stature could deliver. She was loving every minute of her new found role!

SWISH! THWACK! 

SWISH! THWACK!

SWISH! THWACK!

Held down by Miss Kenworthy, all Lucy could do was to howl loudly as each succeeding stroke was crisply applied to her now extremely red and hot flesh,

“Well done, Lucy,” Miss Kenworthy said beaming at her new protégé. “Thank you. Now pass me the cane and hold the wretched girl down for me. I suggest you press your body down on her back. She’s going to jump around like a wild animal when I give her the last dozen strokes.”


Kate did as requested, whilst Miss Kenworthy addressed Lucy’s upturned bottom,

“And now, I am going to give you twelve more strokes, you horrible child! I hate bullying and am going to beat it from you. And you Kate, when we have finished, can start writing an essay for this month’s school magazine, entitled, ‘How it felt to cane a squealing, hopping, squirming bully’s bare bottom on behalf of all the poor girls she victimised!”

After a very noisy few minutes, Lucy’s punishment finally came to an end. Miss Kenworthy examined Luxy’s ravaged bottom, before slowly peeling her white knickers back over the damage and ordering the thoroughly vanquished girl to stand and go to her dormitory bedroom to recover.

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