"So, did you enjoy your birthday present?" Sarah asked with a wide grin on her face.
"Not quite! It's been quite a while since the school reunion evening and some of our friends suggested that we should do something a bit more adventurous for your birthday."
"Your handywork with hand and cane have not gone un-noticed and we think your skills should be made available to a wider circle of like-minded ladies."
"In recognition of this, we have got you a black gown and a mortar board so you can be the headmaster and spank a few more naughty schoolgirls."
Sarah undid my handcuffs and passed me an authentic looking black gown and mortar-board cap complete with tassel. I stood up and put the items on, which was a bit of relief as the long cloak hid my bulging crotch.
"How do I look," I asked.
"That looks great." Sarah replied. "Now you can see why we asked you to wear the suit. It makes you look like a real Headmaster."
"So, what happens now?"
"Now is the time that we have been waiting for. Now is the time that the strict Headmaster punishes the five naughty schoolgirls!" exclaimed Sarah.
Five chairs were hurriedly positioned alongside each other, facing me.
"So, we have discussed this between us and have decided that you will punish each of us. We will start off with 12 hand spanks over our knickers followed by 12 hand spanks with our knickers down. This will be followed by 12 strokes with the cane on the bare bum. Each of us will receive the same treatment but if anyone wishes to stop they will simply say the safe word which is 'Red'."
Sarah then produced the cane that I had previously put to good use, and placed it on the floor next to my chair.
"Are we all still happy to proceed?" she looked at the other girls who smiled and nodded their approval.
"We will draw lots to determine the order."
Sarah produced a glass containing folded pieces of paper and each girl drew one out.
"So, who is first?" she asked.
"Looks like it's me," Mandy held up the number one.
The other four girls sat on their chairs a couple of meters in front of me as I sat down and patted my knee for Mandy to present herself for her punishment.
"Hello Sir." she smiled coyly as she walked towards me. She looked great in her short navy-blue gymslip that just covered her stocking tops.
"Lift up your skirt and give me another twirl first," I wanted to make the most of my authority.
"Ok Sir,"
She turned slowly, lifted her pleated gymslip high, and presented her full round buttocks encased in tight white knickers to me. With her black stockings and suspender belt she looked as sexy as hell.
"You look great," I smiled. "That's a very authentic looking school uniform."
"It is. I thought you might like it," she replied.
"Over my knee young lady," I patted by thighs.
She took off her straw boater hat and draped herself across my knee with her toes just touching the floor. I lifted the hem of the gymslip to reveal her shapely legs encased in stockings and suspenders. I decided that I was going to take my time enjoy this evening to it full capacity. I caressed and patted her bum through her schoolgirl knickers, taking the liberty of teasing her with my fingers. I allowed them to stray down to the wet area at the front of her knickers where I had sucked her pussy.
I slipped into a bit of headmaster role-play, the girls seemed to want a scenario where they could indulge their spanking fantasies in a safe environment, with someone they could trust. That would be me!
"Okay Mandy. You have been very naughty girl and I will give you twelve spanks over your schoolgirl knickers to start with."
"Yes Sir, I need to be spanked. I've been looking forward to this," she whispered to me.
"Hope I don't disappoint you too much," I whispered back.
Without warning I gave her a hard spank on her right buttock and she cried out, more in shock than in pain.
"Naughty girl. THWACK. One." I counted.
"Ouch, that stings!"
"Naughty girl. THWACK. Two."
"Ooooh Sir!"
"Naughty girl. THWACK. Three."
"Yeow!"
I could see her flesh wobbling nicely with each impact.
"You really wanted me to spank your naughty bum didn't you?"
"Oh yes, Sir." She replied, feeling the hardening my cock as it poked into her soft stomach. As her bum became warmer and I made sure that each smack stung more than the one before.
I could feel her start to flinch and clench her cheeks as my count got higher so I deliberately varied my timing and only spanked when she had relaxed her bum. After counting 12 strokes, I went back to squeezing and caressing her bum, allowing my fingers to press close to her moistened slit. She groaned with pleasure and pressed back against my fingers, frustrated that they were only touching her through her wet schoolgirl knickers.
"That's it for part 1. Stand up and take down your naughty schoolgirl knickers." I commanded.
She stood up, allowing her skirt to fall back down and reached under it to pull down her tight knickers. She had to wriggle to get them over her hips and they left red elastic marks on the tops of her thighs.
"You can leave them around your knees," I instructed.
She obliged and climbed back over my knee. When I lifted her gymslip I could see how red her bum had already become. I felt the heat from her red cheeks my hand before I delivered another dozen spanks to her unprotected arse.
"Ow, Ow! OW!" she squealed, each squeal louder than the last. She felt her buttocks throb hotly under the sudden onslaught of my blows. This time the sound of my hand on her bare bum seemed to reverberate around the room. The other four girls were mesmerised and watched intently with excitement in their eyes at the same time squirming in their seats and wondering what it would be like when it was their turn. Would they cry? Would they cum?
"Ow! No! Sir! Please!" Mandy mewed, squirming uncomfortably as I reached the count of twelve.
"Now it's time for the cane. Are you happy to continue?" I asked Mandy.
"Oh yes Sir!" she replied without hesitation.
"Stand up and put your hands on the chair," I instructed.
She slowly climbed off my knee and rubbed her bum. She didn't make eye contact with the other girls as she stepped out of her white knickers and bent over for me. I picked up the cane and used it to flick up Mandy's gymslip over her back.
Her crimson bum was now on show directly in front of the watching girls. Their faces had glazed over and stray hands had already found their way up short skirts. I sensed that some surreptitious rubbing action was taking place. I tapped the cane several times on the centre of her red bum and swiped the air with a couple of practice swings for effect. The noise of the cane through the air was frightening and I knew I could not use that amount of force on her. Four sets of watching eyes widened even more in horror!
I resumed the tap, tap, tapping with the cane and only stopped when I drew back the cane for the first stroke. The cane whistled through the air before making sharp contact right in the centre of her bottom. For a brief moment Mandy felt nothing, then very quickly a sharp pain shot through her where the cane had landed.
"Yeow!"
I took my time with the cane as it can really hurt. After each stroke I rubbed the affected part of her bum to dissipate the pain. This seemed to have the effect of increasing Mandy's pleasure and I could detect her pussy beginning to leak sticky droplets of arousal.
My second stroke was harder than the first. To Mandy the pain was almost unbearable. But after the initial shock she could feel a funny sensation inside of her, something she only normally felt whist being fucked.
I stepped back and readied my aim for the third stroke. This whipped home landing just under the first two hitting now virgin bare flesh, the white impact mark quickly turned red to match the other marks. Mandy just pushed her head down further into the chair, trying to blot out the pain.
With one hand I pushed down to Mandy's back to make her promote her bum and with the cane I teased her legs apart until she was lewdly bent over the chair. There was a loud crack as the cane landed. The pain welled up while Mandy's bum and her legs began to shake. She couldn't cry out because by now she was struggling to breathe. Finally, she caught her breath and let out a strangled cry. Despite all the pain Mandy found the whole experience very intense and it taken her erotically to another level.
I admired my handiwork. There were now four very distinct red welts across Mandy's bottom and I allowed my hands to gently caress the raised welts. My fingers slipped between her legs and I could feel how moist she had become. She was by now sobbing quietly and was caught between pleasure and pain. She gasped at my touch, then moaned uncontrollably. "Oh, God, that feels so good.", she said, though it came out as a whisper.
The next stroke managed to land on one of the four weal's I had already inflicted causing her to cry out in pain.
"Stop! Stop! I don't think I can take any more. RED!" she sobbed.
I allowed her to compose herself and stand back up rubbing her bum to try and dissipate the pain.
"Crikey, that was much harder than I thought it would be," she declared as she returned to her seat wiping away her tears. "But it was still absolutely amazing. Thank you!"