A Caning For Ryan (F/M) NEW!

♥ Site recommended story ♥

A brand new caning story by very special guest author Baddlad17.  This story is exclusive to The Canery!  All the characters are 18 or older. WARNING: ADULTS ONLY!

I slammed my bedroom door hard in anger at what I perceived to be an injustice. How could she? What right did Lorraine have anyway? Cane me! For fucks sake! She wasn’t my mum, just some piece of stuff that my dad had married.

Lorraine had originally been my dad’s secretary and had worked for him for about ten years. Eighteen months ago, my mother had died of lung cancer, leaving me aged almost seventeen, an only child alone with dad. My father was a businessman, and his work required him to travel around the world for days, sometimes weeks at a time. He didn’t feel confident leaving me at home alone for long periods, and so he decided to enrol me into a boarding school. Naturally arriving at such an establishment at that late stage in my education, I felt very much like an outsider, and I struggled to make friends. And so, I decided to cause as much trouble as possible. Within six months my father was asked to remove me, and I ended up returning to the local sixth form college that I had previously attended.

In my absence, though things had changed, and I found on my return that Lorraine had moved into the family home and she and my dad were planning to marry. Needless to say, I was angry with the situation, and I had suspicions they may have been having an affair, even before my mother passed away. However, having just caused immense problems with the boarding school, my dad had put me on a final warning, threatening to turn me out if I didn’t behave. I was angry and felt betrayed, this young woman who was only about twelve years older than me had stepped into my dead mother’s shoes, even before her grave had gone cold. But I had to bite the bullet and be civil to her, which I did through gritted teeth.

With Dad still frequently away, as the wedding neared I took every opportunity to belittle her in his absence. Deep down though I found Lorraine attractive, who wouldn’t? She was tall, blond, and blue-eyed, with a pert pair of tits, a slim waist, and a beautiful round arse. I had stolen some of her black lacy knickers from the laundry basket so I could wank myself off while sniffing her musky scent. I imagined myself bending her over the end of the bed, whipping her knickers down and slapping her arse, while wildly riding her, doggie style and thrusting my knob deep inside her moist snatch. I would be rock hard as I neared ejaculation, then suddenly my meatus would ooze out streams of seminal fluid, giving me much needed relief.

Almost nightly I was wanking off, thinking of my future stepmother in one sexual position or another, while she slept, completely unaware of my perversions just a few feet away. And then Dad was back in time to celebrate my eighteenth birthday, and a couple of weeks later they were married. I was warned to behave myself, but I still got terribly drunk at the reception, and I became lewd and obnoxious, ending in yet another row and dad ordered me to bed. The following morning, I awoke with a hangover from hell, with an irate parent, reading me the riot act.

“I am fast running out of patience with you Ryan, you are eighteen now, an adult, old enough to stand on your own two feet. If you don’t start treating me and your stepmother with the respect we are due, I will set you adrift my lad. And don’t think I don’t know how you have been treating Lorraine in my absence. Well, here is something for you to think about. From now on when I am away she is in charge of you, her word is law and you will bloody well do as she tells you, or else. Do you understand?”

“Yes, dad,” I replied, not taking any notice. Fuck that! I thought I wasn’t going to take orders from Lorraine. I saw her as a charlatan, who had bewitched my dad into bed, and into our lives, but she was still fit, and I wanted to be the one fucking her brains out every night. I turned over as soon as he had left and satisfied myself with a long, slow wank, imagining tit fucking my new stepmother.

A few weeks later Dad went off on one of his sales drives, leaving me at home once again with Lorraine. Almost immediately I noticed a change in her attitude towards me. She made it clear she would no longer tolerate my surly attitude and from now on I would have to treat her with respect, or in her words “There will be sanctions.”

I sniggered as I walked off, and no sooner was I halfway back up the stairs than I was giving her the one-fingered salute. “Fucking Sanctions!” I said to myself as I entered my room, “Who the fuck does she think she is?”

Later that night I decided to go out, it was a Friday and with college out for the weekend and the exam season looming I decided to join my mates in the pub. Lorraine never said a word as I darted out, dressed in my dapper gear for a night of fun. One pint led to another, then another, and eventually we moved onto a nightclub. I was quite drunk by the end of the night and ended up behind the venue, fucking some bird up against the wall. Before we parted company we exchanged numbers, with me promising to call her the following night, but realistically I had no intention of doing so.

Eventually, I got home about four am, turned the key in the door and to my surprise found I couldn’t get in. I tried several times before ringing the bell and becoming extremely angry that Lorraine had locked me out. Having rung it a few times and banged on the door she opened it and gave me an angry stare.

“Where have you been young man?” I was so astounded at her tone I couldn’t find any words.

“Get inside and get yourself to bed, I will deal with you in the morning.”

I was too tired to argue, but as I mounted the stairs I turned and once again flipped her the bird. “And don’t think I didn’t see that disgusting gesture. It’s time you were taken in hand.”

Taken in hand? I thought. What the fuck is she on about? Has she lost the plot? I could not help but smirk as I closed my bedroom door, stripped off my clothes and got into bed, naked and almost immediately I drifted off to sleep, thinking of the bird I had just fucked, but her face was now that of my sexy stepmother.

The following morning Lorraine burst into my room unannounced just after nine am. She pulled back the covers, uncovering my naked state, then without batting an eyelid yanked open the bedroom curtains.

“Get out of your bed, get dressed and be downstairs in half an hour Ryan, Or I will be back in here to help you pack your belongings, the choice is yours.”

I was still in a dreamy slumber, with a massive hangover and a massive boner. No sooner had she departed than I pulled back the covers, took hold of my swollen member and enjoyed my usual morning wank, while imagining my stepmother bent over the sofa, her skirt up, knickers down, and me shagging her brains out. What the fuck was she up to, and was she serious? Dad had warned me before he went away that she was in charge. What was I going to do?

I decided on reflection I had better at least comply with her orders, and so having satisfied my lustful urges I climbed out of bed, pulled on a scruffy old tee-shirt, my undies and a pair of football shorts and trotted downstairs to face her wrath. I found her sitting in the kitchen, sipping a cup of coffee as I entered, and she glared at me in a way I found terrifying.

“Stand there young man, just look at the state of you. Unkempt, unshaved, lewd, and leery. Your eyes resemble two piss holes in the snow. How much did you have to drink last night? You are a disgrace, and it is time you bucked your ideas up. I know you are eighteen and old enough to go out for a drink, but while you are living under this roof you will come home at a reasonable time, not four-o-clock in the morning. We will go into the sitting room to discuss what is going to happen, and what your punishment will be?”

Punishment? My eyes widened as I heard that! What the fuck was she going on about? I was a grown man, what was she going to do, spank me? Still, I thought I would play along with the game, for now, just to humour her. She made her way from the kitchen, across the hall and into a large room she and my dad used most evenings. I followed her at a steady pace, but when I entered the room I went pale. On the coffee table before me sat a cum soaked pair of lacy black knickers, the same ones I had been using as a wank rag for months.

Lorraine looked incensed with rage as she held the offending garment by the tips of her fingers. “Would you care to enlighten me as to why a pair of my underwear was in your bedside cabinet? And please don’t you dare try to turn this around and accuse me of spying on you. What do you think your father will do when I tell him about this, not to mention coming home drunk at four in the morning, and waking half the street up, as well as your continued surly attitude towards me.”

I was at a loss for words. I felt the colour rising in my cheeks as I struggled to find an answer.

“This is the last straw Ryan, you are supposed to be a young man, but you are behaving like a spoilt child. What you need is a thoroughly well-walloped bottom. My brothers were punished that way by my father until they were no longer teenagers, I can’t see why it should be any different for you.”

I could hardly believe what she was saying. “But.. Dad has never hit me, you… can’t.”

“I have already spoken to your father; you have three choices. One, you wait until he returns, and you take a good old-fashioned hiding from him. Two, you can take it from me right now this morning and get it over with, or three, you can pack your belongings and leave this house for good. You may have a few minutes to decide.”

I thought of the options open to me. Spanked! Put over a knee and smacked like a little boy. My dad had never hit me before, mum had been against hitting kids. Dad was a strong, athletic, and powerful man, with hands like spades. Thoughts of him walloping me scared me. Or should I let Lorraine spank me? The third option was ruled out, no way could I leave home. I had no money; my life would be in ruins. I toyed between the two remaining possibilities, neither of which was going to be easy. But I decided I would rather get it over with quickly, and besides, I felt quite turned on at the thought of my sexy stepmother spanking my bottom.

“Ok, I will take a spanking.”

“Do you want to wait until your father gets home, or do you want to get it over with now?”

I gulped in a breath of air before asking Lorraine to deal with me immediately. “Very well Ryan, if that is what you want. I will be back in a moment.”

I stood and waited in the sitting room while a woman barely twelve years older than me prepared to smack my arse. Just the thought of it set my cock tingling with delight, perhaps I would actually enjoy this. All thoughts of pleasure were quickly diminished when moments later she returned, carrying a three-foot whippy cane in her hands.

“Hold on a minute, that’s a fucking cane, you ain’t hitting me with that bloody thing.”

“Ryan, you didn’t think I was going to put you over my knee and give you a paddywhack on the seat of your pants, did you? You are far too old for that. Your dad bought this a few months ago, in case we might need to use it. And now it looks as though it is going to get an airing, while I give you the hiding which is long overdue.”

“No bloody way,” I yelled, before I charged out of the sitting room and upstairs to my bedroom, slamming the door shut in anger at what I perceived to be an injustice. How could she? What right did she have?

“Ryan, the choice is yours. Either come down and take it from me, wait until your father gets home next week and take a caning from him, or start packing your belongings. You have an hour to decide.” Lorraine had called upstairs to me, reiterating my choices. I lay on my bed for a few minutes, toying with my choices. My head was spinning, the cane! Christ, it had been outlawed a few years back, I remembered my dad telling me he had the cane at school before it was banned. Still claimed it had done him no harm. I knew there was no choice. And so, after letting my temper cool I padded back downstairs to face the music.

Entering the sitting room Lorraine was sitting on the sofa, the horrible cane was no longer in sight. “Can you just do it now,” I said?

My stepmother gave me a wicked smile, her face beaming with victory. “Very well young man, time to take your medicine. For stealing my panties and using them for your filthy habits, for coming home drunk in the middle of the night, for swearing at me and for your general surly attitude I am going to cane your bottom so hard you won’t sit in comfort for a week. Go behind that armchair over there and bend over.”

I walked humbly behind the chair and bent myself over, awaiting my fate. She was soon beside, brandishing the cane which she had secreted down the side of the sofa. She was so close I could smell her perfume. “Bend further over, I want your head in the seat and your bottom high.”

I shuffled over a little further until I was almost on tiptoe, my footy shorts stretched tight across the edge of the chair back, and then I waited. What happened next shocked me to my core, I felt her hands reaching inside the waistband of my shorts. Oh, dear god no, was she going to? Then it happened, they were pulled clear of my buttocks and gently manoeuvred down my thighs, resting around my knees. I felt vulnerable bent over, in just a thin pair of pants, but to my horror, she hadn’t finished.

“Please no!” I yelled and frantically reached back to grip my undies.

“Naughty little boys get their bare bottoms caned, now back over or shall add more strokes.” My underpants were unceremoniously slipped down and left inside out on top of my shorts, leaving my arse completely bare to my stepmother’s steely gaze.

I was mortified, bent over, bare-arsed, everything on full show. My humiliation and submission were complete, all that remained was the pain. The rod was tapping gently across the meat of my cheeks, heightening the sensory nerve endings, and once again causing my cock to spring to life, from nowhere I heard a thin swish and suddenly my backside was stinging like the fires of hell. Having never been caned before I had no idea what to expect, let alone feeling it bite into my naked flesh. Lorraine played tennis and had a powerful forehand drive, and it seemed as though she was using her entire strength to flay the skin off my arse.

The strokes rained down, two, three, four, each one seemed to be harder than the previous. The fifth cut powered into me and lashed down very low, almost along the crease of my sit spot, and despite my resolve not to, I involuntarily yelled aloud, tears dripping down my face and leaving a stain on the chair seat.

I was hoping she would stop at six, I recalled watching a programme on the TV called `That’ll Teach Em’. And some old schoolteacher talked about giving boys six of the best, but it seemed she had no intention of letting me off that lightly, despite my pleas. “You just hold your big, hairy bottom still young man, and take this like the man you think you are.”

As she finished her sentence she sliced the seventh stroke down, lancing it in at an angle, cutting and intersecting the previous cuts. I was convinced she had broken skin; the pain was so excruciating. By the time the tenth stroke bit across my raw flesh I was too hoarse to yell anymore and simply resolved to sob bitterly like a boy half my age. Twelve strokes she gave me in total, leaving my backside striped, and blazing like live coals.

“Stand up Ryan and pull your pants and shorts up.” I slowly got up and reached back to gingerly feel the searing welts etched across the surface of my buttocks for a moment, before carefully retrieving my fallen clothing and replacing them gingerly over my smouldering cheeks.

Lorraine seized the back of my hair and yelled at me. “Step out of line in future and you know what to expect next time. Now go and get a shower and a shave and make yourself look presentable or I will have you back over this chair for a few more strokes.”

I limped out of the sitting room, my hands heavily engaged kneading my blazing arse and shuffled up the stairs and into the bathroom where I peeled down my shorts and pants and gently felt the scorching welts. I was shocked when I saw the damage in the mirror, my backside was blistered bad, she had done a thoroughly good job on it. Stepping into the shower I turned the jet to cool and allowed the water to cascade down over me, in a vain attempt to dissipate some of the worst effects, while the tears flowed freely down my face

Despite the intense stinging coursing through my buttocks, I emerged from the water to find my cock once again erect, demanding urgent attention. But as I stood in front of the toilet pan, slowly pumping myself to ejaculation I knew that sometime soon I would be bending over again for my stepmother, and strangely, I was looking forward to it. Long after the fire in my buttocks had died out and the bruises faded away, I would give Lorraine another excuse to cane my bottom and one way or another I would be getting her attention. You never know, she might one day want to try a toyboy, rather than a sugar daddy.

___________)

Story ©MMXXI by Baddlad17, used here by very kind permission of the author.

Please leave a comment if you enjoyed this story.  Comments are here.

Baddlad17’s excellent earlier stories for The Canery are available here.  Further great stories by Baddlad17 may be found at this external link.

The Chairman’s Prerogative (M/F) NEW!

 

♥ Site recommended story ♥

Hot spanking and caning fiction by very special guest author Barry Spockings.  All the characters are aged 18 or over. This story is strictly for adults only!

My interview was going very well. I was greeted by the Chairman of the Board of Governors, in the Headmaster’s study. Dr Richards was an attractive and charming, slim, grey haired man in his sixties who carried an air of authority and dominance about him. To expedite matters he had been delegated (or had taken?) the full authority to appoint the new school Head. The previous Headmaster had died of a sudden heart attack and the board was anxious to appoint his successor as soon as possible. As a woman in her early thirties I was surprised to make the short list and then even more so to be invited to a personal interview with the Chairman but my Double First from Cambridge and a meteoric career at an old fashioned girls only grammar school had, no doubt, influenced the Board. I was also informed at my first interview that there were no suitable candidates amongst the current staff. So I said to myself things are looking good!

However I was not to know that Dr Richards had planned an unusual test for me! One I certainly had not expected and one that I was uncertain initially how I should respond.

“Miss Pringle I must say that I am very much impressed with your academic and teaching achievements, your personality, your confidence and, if you do not mind me saying, your feminine charm. However the latter attribute could be a disadvantage. Currently you are a Head of Department at an all-girls school but as Montrose Academy is co-educational with boys of eighteen plus in the Upper Sixth Form, an attractive, single young woman like you might be too distracting for hormone rich adolescent young men, especially if you dress as you are today. Even I, as a happily married man, must admit your outfit is very provocative. A smart business suit with tight slim skirt, black stockings and high heels and an open necked white silk blouse, revealing enough cleavage to leave little to the imagination!”

“Thank you and I do understand about young men Dr Richards, but I am confident that I am more than capable of controlling amorous young men.”   

“Well I hope so but controlling implies a need for discipline which is a subject we need to discuss.”

I had done my homework and knew from the school’s prospectus and other sources that Montrose Academy was a traditional school in many ways including the use of corporal punishment to maintain discipline and academic standards.

“Now Miss Pringle, coming from a girls only school I wonder how you maintained discipline there.”

“The school used lines, detentions, sometimes suspensions for serious offences and rarely expulsion for unacceptable behavior.”

“Well that might work in a girls’ school but we also have mischievous boys who need more painful punishment than you have described to maintain order. Staff can spank or slipper deserving pupils, both boys and girls, whilst the Headmaster or in your case, the Headmistress, has the option of spanking, slippering or caning pupils sent for more serious offences.  In addition the school head has been sanctioned by the Board and myself to administer corporal punishment on the bare buttocks, with a maximum of twelve strokes.  So what is your attitude towards corporal punishment and would you be prepared to administer it?”

I knew this was coming and so was well prepared.

“Well sir, there were certainly times when I would have loved to spank or cane certain girls in my classes, so I agree that this is a necessary deterrent in a mixed sex school.  I also respect the biblical phrase – to spare the rod is to spoil the child.  So I certainly approve of the school’s policy.  To answer your second question I have never administered corporal punishment but I am not afraid of doing so and even suspect that I would be good at giving it. From what you say it is clearly all part of my new responsibilities if I am appointed.”

Then came the totally unexpected impediment to me being appointed.

“That is good news; however there is one serious obstacle to your appointment which first must be overcome.  Have you ever been spanked or caned?”

“Only as a young child, spanked over my mother’s lap.”

“I thought as much. Unfortunately the Board and I have a rule that all staff required to discipline pupils must have previously experienced receiving such disciplinary measures themselves.  Otherwise they will have no concept of what is involved, the degree of severity required according to the seriousness of the offence or the actual pain experienced.  As you have not been down this path, unless we can find an acceptable solution, I am afraid I will not be able to offer you the position.”

I was in a quandary as I desperately wanted this appointment.  What did he mean by an acceptable solution?  I was about to find out! 

“Well I have thought very carefully about this matter and think I have found a solution which I hope will be acceptable to you and it will be entre nous – just between us. I call it the Chairman’s prerogative. In order to be appointed as Headmistress somehow you will need to receive a prior spanking, slippering and caning.  Do you agree?”

How, under the circumstances could I not agree?

“Yes I suppose so – if this guarantees my appointment.”

“Yes it will.  So this is what I propose and to make it more realistic and memorable it will involve some role play between the two of us.  Just for this once off scenario I will be your Headmaster and you will be a sixth form girl sent to me to be punished for three offences  – rude to your chemistry master, failure to submit your English homework three times in a row and caught smoking in the girls changing rooms.  Would this be acceptable?”

The penny dropped!  He had planned this all along and I had cleverly been trapped into a situation I could not back out of. If I wanted the post I could only say “Yes”.

“Good girl! My only requirement is that you follow my instructions without demurring, remembering I will be treating you just as you will be treating pupils in the future. For your information I used to be a Headmaster before an inheritance enabled me to retire.  So I am well experienced in dealing with young ladies like you and boys too of course.  This is going to be a formal session so I would like you to wait outside this study and after five minutes knock on the door and enter on my command, lock the door and then do exactly as you are told. Is that understood?”

I decided to accept my fate and enter into the spirit of roleplay.

“Yes Headmaster, I will do exactly as you say.”

I left the study, shut the door and waited five minutes as requested and knocked on the door.

“Enter!”

I did so and locked the door and discovered that he had donned an academic gown and placed a large gym slipper and crook handled cane on the desk.

“So Pringle do you know why I have sent for you?”

“No Headmaster.”

“Well sadly I have received three serious complaints about your behaviour that require me to punish you severely.  You were extremely rude to your chemistry master Mr Coulson, failed to do your English homework three times in a row and yesterday the gym mistress caught you smoking in the girls changing rooms. Is this correct?”

“I am sorry to say so Headmaster – I am very sorry and I apologise.”

“Well you will be very sorry by the time I have finished with you! You deserve to be punished for each of these offences and I have decided on the following.  For your rudeness I am going to give you a good old fashioned serious bare bottom OTK spanking.  For failing to do your English homework you will touch your toes and receive a twelve stroke slippering on your bare bottom. Worst of all to be caught smoking in the girls’ changing room is a very serious offence and smokers are always caned on their bare bottoms and sixth formers are awarded twelve of the best bent over my desk!”

Oh dear this sounds as though this is going to be far worse than I expected and all three punishments on my bare bottom!

“Pringle I must warn you that this will be a very painful and embarrassing experience.  Are you sure that you want to accept this punishment?”

I was determined to go through with it and so there was no going back!

“Yes Headmaster – give me what I deserve and do not hold back!”

“Good – let us proceed! Place that upright chair in the middle of the room.  Yes that is perfect.”

He sat on the chair and motioned me to stand on his right hand side.

“Now unzip your skirt and throw it on the desk.  That’s right and I must say you are wearing very attractive underwear – black suspenders, matching panties and black stockings! Now bend over my lap and prepare to have your bottom soundly spanked!”

I did as I was asked and bent right over his lap until my hands touched the carpet and my bottom was vulnerably high in the air. I then felt his fingers slip into my panties and pull them down to my feet. I was so embarrassed as I had never before been naked down below like this with a man I hardly knew, who now had full access to my bottom and private parts. He then placed his right hand on my bottom and began to knead and massage it. I must admit it was a very pleasant, slightly arousing sensation.

“Pringle, this manipulation of your buttocks is to encourage the blood to flow before I start spanking your bottom.’

He continued this for a couple of minutes and I was definitely getting aroused, particularly when his hand occasionally ventured between my legs.

“I think that will do, so brace yourself for a bracing spanking –gentle to start with but with increasing severity!”

And so my punishment started! And gentle it was with his hand almost tenderly smacking each buttock in turn and rubbing in between, so turning me on even more!  Then the pace and intensity increased and the playful spanking became increasingly more serious until I was definitely taking a severe spanking. However although painful it was bearable and did not detract from the arousal I was feeling.  Perhaps being subordinate to a powerful dominant male in a sexually open position had something to do with my hormone release.  Then I realized that I was not the only one getting aroused. His trousers had developed a lump that was poking into my stomach! No wonder he wanted to spank me. Spanking was a real turn on for him! He continued to spank me for a few more minutes, before with a final intimate massage of my bottom and between my legs, which must have left his hand wet, he said I could get up but leave my panties off as my next two sessions were also bare bottom. As I arose from his lap his erection was clearly visible and his penis was clearly of some size!

“Now Pringle I hope that has taught you a lesson but be aware a slippering and a caning are both in different leagues as far as pain goes, as you are about to find out.  Now fetch me the slipper from the desk and then bend over and touch your toes with your legs slightly apart. Stay in that position until I have completed all twelve strokes – if you do not you will receive extra.”

 I gave him the slipper, a rubber soled gym shoe, and bent over and touched my toes.  Again bare bottomed with my legs apart I felt very open and vulnerable. He ran his hand all over my buttocks again and in between before resting the slipper on them.

“A twelve stroke slippering is far more painful than a hand spanking, which really serves only as a warm up, so prepare yourself for a dozen serious swats!”

And he was serious.  The slipper struck with considerable force into my bottom and the pain was excruciating! Again and again he whacked the slipper down making my bottom increasingly painful and for me it certainly was no longer arousing.  My whole bottom was beaten by the slipper. Somehow I managed to keep in position but by the twelfth stroke I was almost in tears.

“You took that very well Pringle, so much so that I think you beautiful sore bottom needs another soothing massage over my knee.” 

He resumed his position on the chair and patted his legs indicating I should bend over his lap again. This time his erection was even more noticeable and I wondered what it would look like if freed. I bent over his lap no longer concerned about my vulnerability and nakedness.  

“Goodness Pringle your bottom is very red!  I hope I have not overdone it. “

This time he was again gentle, tenderly massaging each buttock increasing blood flow and rapidly easing the pain.  I began to feel the aftermath of a good slippering – a wonderful warm afterglow and which again made my juices run. Undoubtedly he was well aware of this as his soothing tactile attention inevitably included rubbing between my legs. After a few minutes of this I did not want him to stop but I knew I still faced a twelve stroke caning bent bare bottomed over his desk.

“Now for your final punishment and the most painful one – a twelve stroke bare bottom caning stretched over my desk.  To make the message sink in it will be twelve of my very best and I expect you to cry. So kindly bend over the desk and hold on to the far side until I tell you otherwise.”

I obeyed him without demure with feelings of fear of the pain to come alongside now rampant sexual needs – needs that I would not mind him satisfying if he wanted.

”Bottom up Pringle and legs apart. This going to be a serious caning and again you must stay in position.”

I heard the cane being swished several times in the air before I felt it tap, tap, tapping across both cheeks.

“Get ready Pringle this will really hurt!”

In the window behind his desk I could see his reflection as he raised the cane high and whistled it down with great force into my buttocks.  Initially I felt nothing and then the pain flooded my bottom, causing me to scream out in agony.  I could so easily have stood up and run away but I remained stoical and decided to take the next eleven strokes as best as I could.  Each stroke was torture and the pain worsened as he continued to thrash my bottom and I screamed out as each one bit home.  By the twelfth, as he expected, I was sobbing.

“That is your punishment completed Pringle. Stay in position while I inspect the damage. “

By inspection he meant gently running his fingers along the ridges left by the cane and then softly massaging each buttock, slowly easing the pain away to again produce that wonderful afterglow.  Painful pleasure indeed!  Sensing my approbation and the beginning of sexual awakening, his tactile exploration became more personal again arousing my need for sexual satisfaction.

“Like many boys and girls, this massaging after being spanked, slippered and caned has aroused you immensely and shown you Janus  – the two faces of corporal punishment – pain and pleasure.  Would you like me to complete the pleasurable side of being punished?”

I was so aroused and desperate to be penetrated how could I say no? I knew he was aroused just as much as I was.

“Yes please Headmaster”

Having a dominant, masterful male in sexual control threw all my inhibitions away.  He had spanked and thrashed me and now he could have me!

“Stay in that position then and I will complete our session together.”

I was now longing to have him inside me and was excited to hear him unzip his trousers and drop them to the floor, followed by his briefs.  Surreptitiously I looked back to see he was extremely well hung with a fully erect penis at least eight inches long. I sighed in anticipation. I had had several lovers but never a man this big before!

I then felt his two hands on my hips, guiding his throbbing stiff penis – his Excalibur – deeply into my moist and ready scabbard! I had never experienced anything like it.  With his left hand on my back he pushed me down on the desk to keep me in position whilst his right hand caressed my clitoris – I was in heaven! As he thrust back and forth I cried out in ecstasy and quickly orgasmed, again and again and again, until I felt a massive throb of his giant penis and he ejaculated deep into my vagina.

When I agreed to come for interview I would never have dreamt that something like this would happen but I do not regret it. Even more so when after we had both dressed, the Chairman shook my hand and said:

“Congratulations new Headmistress! – That was an interesting experience for both of us and one I would love to repeat if you think you ever need to be spanked by your Chairman again!”

Well actually I did – in fact in my study after every Board meeting which I attended as the new Headmistress. And, yes, as Headmistress the senior boys and girls soon learned that to be sent to me always resulted in a bare bottom spanking, slippering or caning. However I did not indulge in the Chairman’s prerogative…

D I S C L A I M E R

All characters appearing in this story are over 18 and are fictitious. Any resemblance to real persons or businesses, living or dead, is purely coincidental.

(_____________

Story © MMXXI by Barry Spockings, used here by very kind permission of the author.  All rights reserved.

Comments welcome.

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Wicked Stepmother (F/M, M/M)

♥ Site recommended story ♥
Hot corporal punishment fiction by special guest author Baddlad17, repeated by popular demand.  All the characters are 18 or over.  Suitable for adult readers only.

As I lay down on my bed, six burning lines of fire blazing across my buttocks, I could not believe what had just happened. Tears rolled down my face as I gently rubbed in the sting across my bottom cheeks. The pain and humiliation still fresh in my mind.

Why had this happened to me? For the first time since I was eight, dad had punished me with spanking. Well not a spanking, a caning. I never even knew he had a bloody cane. It is all Annabelle’s fault, I am sure that bitch really enjoyed herself and I have no doubt in my mind that she is behind this.

Annabelle is dad’s new wife. She is only twenty-five, just six years older than me and almost twenty years younger than dad. They have been married just over twelve months. I have had little dealings with her until recent weeks as I was away most of last summer, then I went straight to university. It was not until I came home for Christmas that I got to know her a little better; I also noticed a big change in dad around the same time. Before he married Annabelle, we had been good buddies. Over the festive period I could not help but note he was more distant towards me, he had always been pretty strict but he now seemed to be more stern than I remembered, on a couple of occasions he spoke very sharply to me and even threatened to punish me. I was more than a little shocked at the change in his attitude. Feeling uncomfortable, I cut short my stay and left to spend New Year with a mate.

I did not come back home until the start of the summer break. When I arrived, I immediately noticed all the changes in the household. Annabelle had certainly got herself established. The entire house had been revamped and re-decorated. I hardly recognised the place. Even my room had been fully decorated, with new furniture. I was a little put out to discover that most of my belongings had been removed, without me even knowing. At supper that evening I pointed this out to dad. His reaction shocked me, he was more than annoyed, accusing me of being ungrateful and telling me I should be thankful to Annabelle for all the work she had put in, not moaning and groaning about a few sticks of old furniture. Honestly I felt about 3 feet tall by the time he had finished with me.

Over the following couple of weeks dad found a few reasons to really have a go at me, often threatening to deal with me if my behaviour continued to be poor. I just did not understand what I was doing wrong, I had not changed my behaviour, it was dad who had changed towards me. I noticed that whenever he challenged me about something, Annabelle would be close by watching and listening. I had come to dislike my new stepmother and as far as I was concerned she was a bitch who just seemed to relish getting me into trouble. Then this morning I came downstairs to find her messing with my phone. I was very angry with her and all my frustration with her over recent weeks came flooding out. I saw red and snatched the phone from her.

What the fuck do you think you are doing? That is my phone and my personal property.

I beg your pardon Brett, how dare you swear at me?

I will fuckin’ swear at you whenever I want. Who do you think you are you little whore, you have only been married to my dad for five minutes and you think you can do whatever you want. I have just about had enough.

Her eyes blazed into me as she spoke again, How dare you speak to me like that, I am your stepmother and you should show me the respect due to me.

Respect! I almost spat the words out of my mouth, How can I respect a woman who marries a man twenty years older than her? You don’t love my dad; How many cocks have you had up you since you married him? I bet there has been a queue in here while dad’s working away, little whore.

I had really lost it. All my pent up anger had come to the fore and poor Annabelle had just been hit with two loaded barrels. I watched the tears well up in her eyes, suddenly I started to feel guilty and went to comfort her and apologise. As I approached her she moved away before spitting out her venom.

Just you wait till your father gets home Brett Porter, I shall have him cane you, pants down for what you have just said. And I shall enjoy watching you yell as he does it. We will see who is smiling when your backside is burning.

Shut up bitch, Dad does not even have a cane and if he did I am way too old to be treated like that.

We will see about that.

I watched her turn and head off towards the lounge. I could not help but admire the tight sexy curves of her shapely arse and thighs. No wonder my dad had married her, I would like to bet she is great shag. Despite my bravado I was a little concerned over what she had said. I knew I had gone way too far and I had no doubt dad would punish me for it, but surely not. Would dad try and cane me? My arse tingled at the thought of it. I had been spanked many times off him when I was younger but that had stopped a long time ago.  I watched from my bedroom window as Dad pulled onto the driveway, then waited in trepidation as dad got out and headed towards the house.

I was in my room when the door shut and I waited, fearful over what would happen. I could hear voices downstairs and I heard them talking quietly, unable to make out what was being said.

Brett, get your backside down here now, lad.

A chill went down my spine as I heard dad shout me down. Reluctantly I stood up and walked slowly towards the door and down the stairs to my doom. I had not even put my foot on the bottom step before I was hit by a smack right across my face. Dad stood looking at me, anger clearly written across his face.

You little bastard, how dare you speak to my wife in that manner, this is the final straw, it is a long time since I punished you but I think today it is time that period comes to an end.

I was still in shock as my cheek burned after the smack dad had just given me. There in the doorway stood Annabelle, smiling like a wicked witch.

Go into the lounge now lad, it’s time I did something I should have done a long time ago.

I was so shocked I did not argue, just walked towards the door and through into the lounge.

Annabelle was by the door smiling at me, while dad disappeared upstairs.  Now you are going to get what you deserve Brett, I shall enjoy this.

I had to bite my tongue as I did not wish to anger dad any more than I had already.  Less than a minute later he came back in, my eyes nearly popped out of my head as I saw a long slender cane in his hands.

 

Dad no, you can’t be serious.

Shut up Brett, this is long overdue; I should have used this on you years back.

But I am nineteen and a grown man; you cannot seriously expect me to bend over so you can whack me with that thing.

Listen here boy and hear me well. You have a choice, you will be caned now or you will go upstairs and pack your things. Bear in mind if you choose the latter, you are on your own, no more subsidy for your university fees or anything else and you can find somewhere else to live. If you want to continue to live under this roof and be supported by me then you will submit to this.

I was in a no win situation. Take the cane or leave? I had no real choice, dad was heavily supporting me through my education and if I wanted to continue then I had only one option. But really was I going to bend over like a little boy and let him hit me with that stick? Of course I was, I had no option.

Over the back of the armchair and drop those shorts.

I was wearing a thin pair of football shorts which would have provided minimal protection but dad wanted them down, that would leave just one thin layer between my arse and the stick. As I walked over I noticed Annabelle watching from the door, a huge smirk on her face. Feeling totally humiliated I stood in front of the chair and slipped down my footy shorts before bending over the back of it and reaching down, my arse was poking up high giving dad and Annabelle a perfect view of my muscular mounds.

I started to panic as I felt dad slip his hands into the waistband of my underpants and unceremoniously peel them down to sit on top of my shorts.

Please dad no, I wailed.

You are going to feel these strokes Brett and your stepmother will see how I deal with my bratty son. Stay down or I will give you extra.

For the first time ever I felt a cane resting across the middle of my backside. Seconds later I heard a slight whistle then felt the crack before pain, unbelievable pain, erupted along a narrow strip in the middle of my arse cheeks. I could hardly breathe when a second lashed down, landing slightly lower, imprinting another stripe of fire.

The third stroke landed lower still really setting my bum on fire. I could feel the tears welling into my eyes. As the fourth landed even lower the tears dripped from my eyes and fell onto the leather seat of the armchair. My bottom was on fire. Dad thrashed the last two down even lower and harder, each time despite my resolve I yelled loudly. I was no longer concerned about anything except the sting across my arse. I lay there sobbing, my bottom on fire.

Right Brett, your stepmother will now give you a few smacks to reinforce the message. If you ever speak to her like that again she will be giving you six with the cane before I give you a further six.

I could barely believe what I was hearing. I was totally humiliated; I felt Annabelle’s hand touching my raw skin then felt a sharp smack across my left cheek. My new stepmother soon got into the swing slapping each bum cheek in turn, left, right, left, and right. I began to cry aloud as the spanking continued. Suddenly it stopped and I heard her speaking.

That is just a taster Brett. Next time I will cane you.

Dad ordered me to stand up; reluctantly I resumed the vertical and reached round to grip my stinging bottom. Through my tears I saw the smirk etched across Annabelle’s face. She had clearly enjoyed herself.

Go to your room lad and stay there till morning.

I eased my pants and shorts over my blazing backside, before limping off, my hands gripping tightly onto the burning flesh beneath.  So I lay on the bed, letting tears of pain and humiliation drip down my face. Suddenly I heard a thwipp and a crack from downstairs. What was going on? There was another stroke, then another. I slipped off the bed and gently tiptoed to the landing. From the top of the stairs I could hardly believe what I could see through the banister rail into the lounge below. Annabelle was tapping a cane across a bare arse, Shock took over as I realised the recipient was dad. I watched the cane land hard leaving a fifth stripe, then a sixth one. I watched on transfixed as she continued to whip my dad. Grunts and yelps escaping his lips.

She finally stopped at twelve. I could hardly believe what I had just witnessed. Dad stood up and I saw his rock solid erection poking out in front as he rubbed his arse. Next I watched Annabelle kneel down and take my dad’s knob in her mouth. At that point I thought it was best to leave them as I had no wish to watch them having sex.

Back in my room I sat carefully on the bed and began to think about what had happened. So that was why dad had changed and why he had suddenly become real strict with me. His new wife was a sadist who enjoyed whipping his arse and she now wanted to get her hands on mine. I was shocked to the core to think of them having rampant sex downstairs while I had been a pawn in their sordid sex game. Giving my backside another rub I carefully climbed into bed and gave something else a rub. I knew I could not stay and that tomorrow I would have to ring up my mate and see if I could spend the rest of the summer at his place.

My wicked stepmother might enjoy whipping arses, but I was determined she was not going to whip mine. Somehow I was going to have to find a way of avoiding coming home until such time as I could afford to get my own flat. I lay down and began to make plans for the future, life was going to get harder but at the moment something else had gone hard and needed urgent attention. Tomorrow will be soon enough to sort things out.

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D I S C L A I M E R

All characters appearing in this story are fictitious. Any resemblance to real businesses or persons, living or dead, is purely coincidental.

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Story © MMXIV by Baddlad17, used here by very kind permission

All rights reserved

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