“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 gonna 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 begin 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 aside 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!”

“Who’s next,” I asked.

“It’s me, darling!” Jane held up the number 2 ticket.

Jane came up to me, gave me a sexy kiss and whispered into my ear.

“As it’s your birthday, you can do whatever you like tonight.”

I knew she was teasing me, so I played along.

“‘Really? Can I? Would you let me? Would you really let me fuck them? I mouthed back to her, teasingly.

“Let’s see what happens – it is your birthday! But now, I’m afraid I have been very naughty and need punishing. I want that again. I need it. The way you took control and pulled me over your lap turned me on more than ever. My pussy gets so wet when I think about what you did that night.”

I pulled her roughly over my knee and peeled back her pleated skirt revealing her stocking tops, black suspenders and eventually her white panties stretched tightly across her pert bum. I looked over at Sarah who was smiling widely and nodding to me. It obviously brought back sexy memories of that evening.

I continued to look straight at Sarah as I spanked my wife over her tight white panties. I did not hold back and gave her a dozen hard slaps causing her bum to turn a bright crimson that could be clearly seen through her panties.

She was getting aroused now. The tell-tale stain dark in the taut gusset of her panties was spreading slowly, and the warm female scent of her was excitingly strong. The gusset clung moistly in the shadowed area below her rosy cheeks. More gentle tugging freed this and I slipped two fingers into the top of her panties at each side and pulled the garment down to her knees as she wriggled on my legs.

Having removed her damp panties, I resumed spanking. The results were immediate, fantastic, and very gratifying. Jane tried to arch her back, wailing softly and gasping rapidly. Her feet left the carpet making small kicking motions through the small arc she could move them still in the tip-toe position.

I waited until she began to relax before I repeated these firm smacks. She lay over my knee shaking her head furiously, gripping the legs of the chair firmly, back arched slightly and her feet kicking slowly.

Another short series of sharp smacks connected. Slap! Smack! Smack! Slap! Smack! With that crisp sound possible only from the hot bottom of my compliant wife. Her soft wailing included low, muttered words muffled by her long hair. I stopped and she sighed deeply, shaking her head again.

“And now the cane again for a naughty girl who has obviously not learned her lesson.”

She climbed off my knee and submissively bent over the chair. I pulled up her short, pleated skirt and stepped back to look at my wife’s bare arse on display. I placed the cane across her bum so the end tip was level with the far side of her right cheek. I swished the cane a few times in the air then brought it slashing down across my wife’s bottom.

At first there was silence. The sound of the cane landing on her bare bum echoed for a moment, then Jane reacted with a scream that took me by surprise. It was a scream-sob, loud but short. After a few seconds, Jane became quiet. To my amazement she had not moved and had remained in position, bent over bottom prominently displayed. There was a red line across her cheeks where the stroke had landed. I aimed the second stroke just above the first and applied a little more force this time.

Thwack! Jane screamed again, calling out my name, telling me it hurt. I took no notice and sent down another stroke immediately. Thwack! This time just below the first, although my aim was not so accurate and it landed almost on top of the first stroke. More lines appeared across her bum marking where each stroke landed, and each time she cried out in pain. She was sobbing loudly by the time the sixth stroke landed. I paused and let her cry freely.

Through all this Jane remained in position, bent over the chair in the middle of the room. She was clearly in pain but she was taking it well.

“We are halfway through, Jane. Are you ready to resume? You are doing very well so far.”

I raised the cane again and struck. It was the hardest so far and landed diagonally across Jane’s buttocks, criss-crossing the previous strokes. Again, she cried out, but still she remained in place. The next two strokes caused her knees to buckle, but she quickly resumed her position and pushed her bottom out to meet the next stroke.

I let her rest for a while. She was perched on one knee, unwilling to let her bottom touch the floor. She looked up at me, wiping tears from her face.

“RED…. I don’t think I can take the rest.”

I put down the cane and started rubbing her marked bum. As she calmed down, I allowed my fingertips to touch the lips of her pussy. She shuddered and stuck out her bum even more. I took this as an invitation and stuck two fingers inside her pussy. She groaned loudly and orgasmed nearly immediately. I obligingly fucked her with my fingers until she subsided. My other hand gently played with the red stripes I had given her.

I wasn’t sure if I had over-stepped the line, but Jane did not complain. She simply composed herself, kissed me and returned to her seat.

“Next contestant please,” I looked at who was remaining, hoping that Sarah would be the last one up.

“It’s me!” It was Chloe with her micro mini skirt.

“Please punish me Sir. I really deserve it,” she gave me a lecherous look.

As she bent over my knee her skirt rode all the way up revealing most of her white pantied bum on show before I even lifted it up. She managed to position her crotch directly over my hard prick and when I spanked, she moaned, squirmed and wriggled causing uncomfortable friction for me. I began to wonder if I could cum just with the friction of a spanked girl’s crotch.

My first few slaps brought an instant low sound from her. I guessed that she wasn’t the type to make a fuss and scream, though she wriggled madly. Each time my palm connected she gasped softly. I slapped her quickly but not too hard, allowing her cheeks to resume their smooth, full shape between slaps. Chloe responded like a true devotee of the spanking art!

Her full, firm cheeks were quite quickly flushed to a deep pink colour in the area I’d slapped. A couple of smacks at the tops of her thighs sent her high on tip-toes, jerking, with her bottom clenched furiously and her legs muscles quivering, complaining softly.

Steadily I spaced my slaps to cover the whole area of both cheeks, not trying to concentrate on any one part. Her lush buttocks fluttered fluidly at each slap. Now Chloe was moaning softly as she breathed in short, sharp gasps. To provide her with more interest I varied the speed of my slaps and saw her flinch on the longer pauses between smacks. With my hands now stinging I paused much longer, until Chloe began to relax, then gave her a last sharp couple of quick slaps aimed slightly upwards to contact to soft smooth skin at the very top of her thighs in the area of their creases just below the swell of her cheeks.

All too soon it was over but Chloe remained on my lap purring and panting. She seemed to be in a bit of a trance so I took advantage of the situation and stroked her bum, feeling the heat from my handywork. I allowed my fingers to slip between her legs and found that her panties were soaking wet. I ran my finger up and down her pussy lips a couple of times and pressed hard onto her clit. She gave a small shudder and moaned out loud.

I stopped spanking her but let my hand rest on her now stinging bum. For a moment the only sound in the room was of Chloe’s rapid breathing and occasional whimper that escaped her lips. She could feel pain, yes, but underneath electric bolts of pleasure were shooting through her pussy. An almost unbearable need was building inside her, and she could feel herself soaking her panties even more.

“We’re not done yet, young lady,” I said solemnly. I think your panties are softening the blow. You’ve been a very bad girl, you know that, right?”

“Y, Yes, Sir. I know I’ve been bad.” Chloe replied breathlessly. Confused both by her heightened state of excitement and the course this spanking was taking.

“Take off your panties for me,” I commanded.

Chloe stood up and allowed the sodden garment to fall to the floor.

She returned over my knee and I continued my spanking and teasing of her naked bum and pussy until the count of twelve. Both cheeks were glowing and when I rubbed them with my hand. They were red hot, the blood clearly having been drawn to the surface. I took a second to admire my work and noticed the inside of her thighs glistened, leaving a trail right up to her pussy.

I reaching for it and she moaned in her mouth, pushing back against my finger before pulling away. Chloe seemed to go back into the trance-like state and I had to remind her to get ready for her caning. When she regained her composure, I pulled up her ridiculously short skirt.

“Yes Sir. Please cane me now,” she almost begged.

Whoosh! Thwack!

She grunted and wriggled wildly, but kept her hands on the chair.

“That’s one.”

I waited, watching the stripe redden across her backside. When she was quite still, I lined up the next one, a little bit lower.

Whoosh! Thwack!

She squeaked and jumped a bit, waving her ass from side to side, giving me a look at her pussy, which glistened nicely.

“Two.”

Swoosh! Crack!

“AAAAGH!” She jumped to her feet, hands gripping her bottom, and danced around like a lunatic yelling “Ow Ow Ow Ow OW!”

I stood back and enjoyed the show. “Three.” She jumped up and down, hands still gripping her abused bum.

“Do you want to stop?”

“God no, I’ve never felt so alive! Just give me a minute.”

This was completely insane, but incredibly erotic. She bent over. I traced my fingers gently across the stripes. Her skin was hot and the stripes were slightly raised. She groaned sensually as I did so and I let my fingers drop to her pussy which was hot and wet. She stiffened.

“Ready?”

“Yes Sir.”

Whoosh! THWACK!

“Eeeek!”

“Four.”

She stayed down but rubbed furiously, showing me everything she had. I gave her a minute to recover, it seemed fair.

“Hands out of the way young lady.”

Swoosh! CRACK!

“OWOWOWOWOWOWOWOWOW!” Chloe jumped and rubbed furiously.

“Are you OK to continue,” I asked.

She nodded arching her back to present her ass to the cane. The stripes on her arse were lovely and neat. I secretly congratulated myself. I tapped the cane on a so far untouched spot. Her indrawn breathed hissed through her teeth.