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t Term ac Term er Szh searchosearchlsearch ussearch searchh Spankingattractivebarefemalemanagers searcha Spankingattractivebarefemalemanagers esearcho 101 Term s. I told her of one incident where 3 of us were caned across our backsides my friend and myself got 4 strokes and Brian got 6 strokes – I can’t remember what it was for now but it must have been something naughty at the time.
She told me at her school it was only the head mistress or her deputy that could cane the girls and she only ever saw three girls get the cane across the bottoms. She described the incident as being one morning at assembly when three girls were marched onto the stage in the hall and the whole school was told that they were to be punished for throwing tomatoes at passers by from the school bus. Each girl was told to face the side of the stage and to bend over and place their hands on their knees. Each in turn received six strokes of the cane across their skirt and all three ended up crying – probably from the embarrassment and pain together.
“So then Jackie,” I asked, “you have never been spanked or caned in your life except from your dad then?”
“No!”
“Would you like to try it then?”
“I don’t know about that – it might hurt.”
“Well Jackie, if it doesn’t hurt it isn’t done right – is it?”
“Suppose not Steve.”
“Well, care to try a spanking then?”
“You mean NOW!”
“Why not?”
“Don’t hurt me too much. How do you want me?”
“Go and get that chair from the table and bring it here.”
Jackie went over to the dining table and picked up a chair and brought it to where I was standing.
“Thank you”
I put the chair down and sat on it then I held Jackie’s left hand and gently pulled her over my knees.
“Comfy?” I asked.
“Don’t know about being comfortable, it’s a bit embarrassing like this.”
I put my arm across her back to steady her and gently passed my right hand over her skirt and bottom. As I did I felt a distinct ridge of a suspender button and realised she must be wearing stockings and not tights. I glanced down at the hem of her skirt and saw there was a cream slip or petticoat under the skirt. “Nice” I thought. I patted her bottom lightly and asked if she was ready for her spanking.
“Too late now isn’t it?”
Slap! “Ow! Yes!” she cried.
Slap slap slap slap slap slap slap slap slap slap slap slap slap slap slap -----
I kept the whacks coming as she squirmed about on my knees. Her legs were kicking up and eventually her skirt rode up revealing her stocking tops. She was good about it because I kept on slapping her cheeks and occasionally the backs of her legs as she kicked.
After about five minutes I stopped and helped her slide off my knees onto the carpet from where she looked up at me and said, “Gosh! That was embarrassing and sore…!” As she rubbed her bottom.
I pulled her up and she cuddled me. I could feel her shaking slightly, not crying but a nervous tremble so to say.
“What’s up Jackie?”
“I was just wondering what a real caning must be like because that stings.”
“It stings a lot more I’m afraid Jackie.”
“I bet it does too. Have you ever caned anybody Steve?”
“Well… Funny you ask that because the answer is yes, often in the past when I lived in London.”
“Who did you cane? Girlfriends, your wife?”
“Both – but not at the same time.”
“I once caned my neighbour because she asked me to – we had a similar conversation as we have had now and two weeks later one afternoon she invited me in for coffee and asked me to give her a real school caning – six of the best as she put it.”
“Really? I bet that hurt.”
“Yes it did and she cried real tears and had the marks for about a week.”
“Didn’t her husband find out or wasn’t she married?”
“No he didn’t. He was ten years older than she was and so engrossed in his work that they never went to bed at the same time so he never got to see the stripes.”
“How did you cane her? I mean was she touching her toes or bent over a chair, how did you go about it?”
“I asked her how she felt she should be caned and told her to choose a position and dress mode. She bent over a low armchair at first and I laid a couple across her skirt. As this wasn’t having any effect I lifted her skirt and gave her four more which she began to feel. I then told her to remove her skirt and tights and touch her toes. She began to argue that she had already had six strokes and it was stinging. I told her that I will decide when she had enough and to bend over – which she did and I gave her another six stinging whacks across her bottom and legs.”
“So it really hurts then?”
“You bet it does my girl. Jane couldn’t stop jumping about for fifteen minutes and she asked me to fuck her as Bob never satisfied her. That was a good fuck I can tell you and she gave me a blow job too!”
“If I gave you a blow job would you cane and fuck me Steve?”
“What?”
“If I gave you a blow job would you cane and fuck me?”
“I think you deserve a good caning for suggesting that – don’t you?”
“I suppose I do Steve – would you give me a caning, I’ve been very naughty today haven’t I?”
“I haven’t got a cane with me right now. Tell you what… I’ll go home and get a couple of canes and you get yourself ready…. I’ll be back in about an hour.”
I drove home thinking about what was going to happen later. Shall I really sting her? Will she allow me to remove her clothes? Will she strip willingly? All these and more were rushing through my head. I arrived home and promptly rushed upstairs to my ‘office’ and took a ‘dressage’ riding crop from my cupboard. Running the platted shaft through my fingers and feeling the leather pad at the end I thought how her bottom might feel if I hit her with this. Its fibreglass shaft covered neatly in platted nylon about 36” long looked a formidable weapon to chastise Ms Jones with. I then took out my favourite school type cane and it’s slightly thinner cousin. I have always felt proud of these two instruments as I made them myself from cane bought at a local craft shop. One is about 34” long by 9mm thick and the other is about 30” long by 7mm thick. Their real length is about 8” longer but I soaked the ends in boiling water and curved them as a real old-fashioned school cane would be. I sanded the whole length of each and varnished them with cellulose lacquer, sanding between each of the ten coats. Once a year I sand the varnish off the tip and stand them in a two foot high flower vase full of water to keep them supple sealing the ends again with several coats of lacquer.
Placing these on the desk I quickly stripped and had a shower. I then dressed casually but smart and put the canes and crop in my old guitar case as it is the only thing I have that is long enough and innocent enough not to arouse suspicion as to what is in it as even I realize that to carry a couple of school canes and a riding crop about is enough to embarrass even someone like me!
I arrived back at Jackie’s place some three-quarters of an hour later. When she opened the door I noticed that she had changed into a smart dress and had high heel shoes on. Her legs were encased in sheer nylon stockings or tights in a nice complementary dark tan – I was hoping they were stockings!
She welcomed me in and I noticed a slight wavering in her voice. The conversation began about work and other non essential stuff switching between holidays, pets, traffic, the news and whatever came next into her mind to take the discussion off her impending beating.
I asked her to pour me a whisky as a gentle test to see if she would take and obey an instruction because usually someone about to be caned is slightly frightened and really wants someone to take control of the situation. Jackie brought me my whisky and placed it on a small table by the settee. I sat down with my guitar case and flicked the catches open. Jackie stared at me doing this and I half expected her to ask if I was going to play a tune but she didn’t. I removed all three implements and placed then on the cushion next to me and I saw Jackie watching me.
“I don’t like the look of that riding crop Steve; you’re not going to use that on me are you?”
“Jackie, I am going to stripe your backside tonight which ever way I feel like doing it – do you understand?”
“Yes. Er should I say YES SIR?”
“Probably, now stand over there Jackie.” I told her as I pointed to a spot about six feet away. She turned and took three paces, stopped, turned back to face me.
“Is this Ok – sir?”
“Yes Ms Jones. Now I want you to gently lift the hem of your dress to your waist so I can see exactly what you have underneath as protection.”
Without batting an eyelid Jackie lifted the dress to her waist to expose a thin cream underskirt or petticoat through which I could clearly see she had suspenders and stockings and a thin pair of matching panties.
“Thank you Ms Jones, you can drop your dress back now. Go and get a dining chair and put it where you are standing and sit on it facing me.”
Again she did exactly what I had told her to do. She placed the chair where she had previously uncovered her lower body and sat on it with her hands resting on her knees.
“In view of the fact that you claim you have never been caned before I think I should gently introduce your bottom to the several instruments I have here…”
Jackie interrupted, “You’re not going to beat me with all three. I only was expecting six of the best as they call it.”
“Excuse me. I call the shots here Ms Jones. That is one stroke extra for the interruption and one extra stroke for trying to tell me how your punishment should be administered.”
“Sorry sir. Please don’t hurt me too much.”
“I am going to use this crop to start with over your dress. You will get four strokes and the extra one for trying to tell me how to do it. Now I want you to stand behind the chair and lean over the back with your hands either on the seat or holding the sides of the seat.”
Jackie got up and walked round the back of the chair and bent forward towards me placing her hands on each side of the chair seat. Her hair fell forward and I could see the straight line of the zip at the back of her dress finishing as her bottom cheeks filled the seat of her skirt. She looked straight at me and closed her eyes then opened them again and continued to look at me sitting there sipping my whisky. I placed my glass back on the table and stood up taking the long black riding crop with me as I approached the chair Jackie said, “Please don’t hit me hard, I’ve never been hit with a stick before, Please be kind… Please!”
I stroked her bottom through the dress and smoothed the material out. I patted her cheeks and she flinched as I patted. I gently pushed her feet apart with my shoe so her legs were about 6” apart. I gently ran my hand down the skirt over the backs of her legs feeling the stocking suspender clips. I could also feel the trepidation in her as her legs trembled slightly.
Taking up position almost in line with her waist I tapped her bottom with the tip of the crop to get distance and aim. I tapped her bottom several times and when I was happy (and who wouldn’t be) I told her to count each stroke and not to move or stand up until I told her she could do so.
I raised my arm to shoulder height and brought it swiftly down across both cheeks! THWACK! – Jackie let out a gasp and stifled a yell by closing her eyes and gritting her teeth “ONE!” she gasped “Oh god Oh Oh god that stings” she said.
“Ready Ms Jones?”
“Yes sir”
I raised the crop again and whacked her backside another three times. “TWO! THREE! FOUR! SIR! Can I rub my bottom please?”
“Ok! Ms Jones you may stand and rub whatever you want to rub.”
Jackie slowly stood up and gently rubbed her bottom with both hands then lifted her skirt and slip and rubbed it through her pants. Eventually, after about a minute or two she smoothed out her slip and rearranged her skirt and bent over the chair again, “I am ready for the extra one now sir!” she said.
I placed the crop across her cheeks again and tapped a couple of times and then quickly raised it above my head and brought it down hard across her bottom; much harder than the first four. She gasped and shook then jumped up clutching both bottom cheeks… “FIVE FIVE FIVE. No more please Steve that really hurt. Shit Shit Shit that really fucking hurt Steve!”
“Ms Jones, be quiet and sit down please.”
Jackie was now whimpering and crying at the same time and still rubbing her bottom as she gently sat on the dining chair as before. I took my clean hankie from my left trouser pocket and handed it to her to wipe her face and eyes.
“That really hurts Steve. My backside is stinging and feels so hot; I bet I have got lines all over it.”
Standing directly in front of her now I looked down at her weeping face and gently lifted her chin to look at me. I could feel my penis getting rather stiff at this point and decided not to hide the fact. I gave her the crop to hold and then placed my hand on my crotch to move my dick so it would not strain at the zip front and tried to angle it down the left side of my trouser leg.
Jackie saw what I was doing and placed her hand on top of mine. She then pushed my hand to the side and searched for my fly zip which she found and then unzipped me. My dick was pressing hard at the front of my shorts and she then put her hands inside my trousers and eased my hard penis out from it’s captivity into the cool air of the room. She gently stroked it and caressed it from the tip to the base and then pulled the foreskin back to reveal the head which was getting bigger by the second – or so it felt! She leant forward and placed a kiss on the tip and then kissed the shaft and far as she could reach. This started to really excite me as I hadn’t expected anything like this so soon – if at all. She then opened her mouth and placed her lips around the shaft of my penis and began sucking and nibbling gently rocking back and forth to simulate a wank.
“Whoa! Ms Jones. Not all at once please.”
She looked disappointed as I slid my erect penis out of her mouth.
“Will you take your shirt and trousers off to cane me Steve?”
“Why?”
“I want to caned by a man with nothing to restrict his movements, a man that will take me to task and accept no excuses; I need to be punished like a naughty lady should be because I am not a child.”
“You only want to see my dick in my pants, don’t you?”
“I want to feel your dick in me Steve but not before you punish me like you said you were going to.”
I unbuttoned my shirt and pulled it from my trousers that were still open at the fly. Unbuckling my belt I dropped them to the floor and stepped out of them and bent forward to pick them up only to be met by Jackie’s hands as she grabbed them and began to fold them neatly.
“Take your shoes and socks off too please.”
“Are you telling me what to do Ms Jones?” I asked.
“No sir just being helpful.”
Now I was the one in a state of undress being stood there in just my underpants with a hard on still.
Jackie came back and stood in front of me and held my dick again placing her hands inside my pants and stroking my balls. “Am I being naughty sir?” she said.
“Remove your dress and petticoat Ms Jones”
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