Businesswoman Requires Punishment
By
The Disciplinarian
I received an urgent telephone call a few weeks ago.
"Is that the Disciplinarian?"
"Yes, can I help you?
My name is Samantha and I am the Chief Executive of a large company. I have been finding recently that I have been getting very techy with my staff. I get aggressive and am rude and overbearing. I am aware of this and am also aware that my staff cannot anwer me back. I have been reading your website and see thatin your examples you have dealt with similar problems. Can I visit you and see if a good hard punishment spanking will help. I will put myself in your hands over exactly what form it takes. Finally I do need it urgently so if you can fit me in in the next two or three days that would be helpful."
I listened as she spoke and confirmed that I was prepared to help her. Looking at my diary I was free on Thursday(two days away) in the afternoon and evening. We confirmed 2pm on the Thursday<,br)
"Thank you Sir. I am looking foward to our meeting."
It was 2.15pm before the car arrived at my door. The bell rung and I opened it up to a woman about forty years of age wearing a black mid length dress. When I let her in she apologised for being late but explained that she had missed her way.
"You do understand that that is no excuse and you will receive extra strokes of the cane. Now let me explain. You have come to visit me and from this moment you are under my control. You will do exactly as I tell you, although I promise that nothing I ask will be distastful as opposed to painful. Do you understand and do you agree."
"Yes Sir, I understand everything also the fact that I can expect extra punishment for my lateness."
I looked at her and saw that she was about 5ft 4ins well built but not fat with a well developed bottom and breasts. Her hair was dark and long.
"Right we will now begin. You start over my knees for some preliminary handspanking to prepare your bottom for the rest. Lay across my knees and we will begin."
She took up her position with her legs across my legs as I sat in the middle of the settee and her head tucked into the cushions at the end.
I started spanking her prominent bottom over her dress.
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
I gave her fifty sharp spanks some fast and hard some slow and some gentle. The strokes fell like rain but with plenty of massage. Now I lifted the dress over her back. I saw that she had a pair of lacy black knickers and suspender belt Her stockings were sheer black and were filled by firm calves and thighs. I continued spanking over her knickers and she gasped as she felt them more since I had lift her dress out of the way.
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
the smacking went on with hard and soft, fast and slow ringing out on her knickers Still the massage eased the pain. After a hundred or so spanks it was time for her knickers be pulled into her bum crack while I continued spanking on her bare bum. Then it was time for her kickers to come down and I put my fingers in the waistband and eased them over her buttocks. She showed a small resistance but then helped me as I eased the down her thighs and calves before they came off her feet. Now I was going to spank her bare bum which had already been reddened by the earlier spanking. I saw a superb, full and fleshy bum with dimples at each side which flexed as she waited and the gentle red cheeks which my spanks had covered glowed warm . She got comfortably into position with her head tucked into the end cushions and her bum under my hand.
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
Lots and lots more spanking, ten, twenty, thirty and more and her bum was getting redder and redder. I constantly massaged her buttocks and thighs between spanks. As I massaged the inside of her thighs so her legs parted a lttle wider and I felt the warm flow oozing from her but, as this was a punishment spanking, I did not attempt to take advantage.
Now it was time for a short break for me and I gave her instructions.
"You will go into my office where you will remove the rest of your clothes and stand beside my spanking bench, facing the door, with your hands on your head. Hand me the strap you will find on the top of the bench when I arrive. Is that clear?"
"Yes Sir. Do I have to remove all of my clothes?"
" Yes. Please understand that humiliation is part of your punishment!"
She left for my office and I waited for five minutes before I joined her. When I entered she was facing me with her hands on her head. She was certainly a very attractive woman. As I have said she is about 5ft 4ins tall. She had excellent calves and thighs; a pussy with a prominent mons which was part shaven. Her full breasts were lifted because of her hands being on her head and their dark aureoles were topped by firm nipples. I held out my hand and she passed me the strap.
"Thank you. Now I will fasten a legspreader to your ankles. and then I want you bent over the bench. Grip the end. I will not tell you how many strokes of the strap you will receive."
She stood with her legs apart as I went down between them with the legs spreader and, as I fastened it to her ankles I scented the musky odour of an aroused woman. I was there happy that she was ripe for what was to follow.
She turned round and bent over the bench with her buttocks clear.
"W H I P P P ! ! !", "S P L A T T T ! ! !"
the strap made a healthy sound as it flayed both buttocks.
"W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !",
ten, twenty, thirty strokes. I stopped and massaged her bum. It was getting very warm and beside lines forming it was a much deeper red than before. I told her to stand for a minute or two. After a short rest she bent over again. "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !",
the strap rose and fell for another fifty strokes so that by the end her buttocks were very well marked but she had been a willing participant. I again massaged her bum and told her that the final session would be the cane. Again I would decide how many strokes and she should not move her hands to her bum or the strokes would not count. I sent her into the corner facing the wall with her hands on her head. Her bum was already well marked but still it was ready for the cane. A ten minute break and it was time for the cane.
I told her to bend over and grip the end of the bench. As this was a punishment spanking I had no intention of holding back.
"W H I P P P ! ! !", C R A C K K K ! ! ", the cane hissed down and sunk deeply into her fleshy buttocks raising a white line as the cane withdrew. She drew in her breath as though this was something she had not expected.
"W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
I could see from the way that the lines were showing that my strokes were doing a good job. After twelve I made her stand up and face me.
"Please tell me again why you have come and then tell me how you will change.
She stood up stiffly and I could see tears in her eyes. She faced me and as her bum touched the bench so she took a sharp breath.
"I have been unpleasant to my staff Sir and I felt that I needed some discipline to correct this. Your punishment has certainly done me good and I will treat my staff better in future. I now leave it to you to decide how many more strokes of the cane I should receive.
"Good I am glad you understand why you are here. Now back over the bench for the final tranch of the cane. Again no number of strokes as I will decide."
She bent over again and I felt her buttocks. No problems here - her buttocks were very hot and I could feel some of the marks were lifting.. She could take plenty more punishment before I should be concerned. I wanted her to remember this for the sake of her staff but I also wanted her to return.
"W H I P P P ! ! !", C R A C K K K ! ! ", "W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
Now she was feeling some discomfort so I felt that eight more should serve and changed my cane to make sure that these told.
"W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
"That is the end of the punishment but before you stand we have the four strokes for arriving late so remain in position."
"W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
This was the finish and I had made sure that the final four were the hardest and I told her to stand up. I went down between her legs to remove the legspreader and saw the liquid which oozed from her pussy. I still scented the musky smell. Howeverr this was punishment day so I said nothing.
"If you go into the lounge and come across my legs again I will massage some baby oil into your buttocks. I advise this as otherwise they will tighten while you are driving. I massaged her bum for several minutes while she lay relaxed will I massaged and caressed her. Then I finished, told her to stand and that she could get dressed. I also said that she should not worry about the erotic feelings she had as all punishment was pain/pleasure in equal measure and if she came again we could explore further her other side.
She dressed, thanked me for the session and promised she would be in touch.
It was a week later when she called again.
"I am just calling to thank you Sir for my punishment, the lines of the caning have only just disappeared. It has certainly had a good effect as my staff have commented on my behaviour. I was wondering whether I could come back in a couple of weeks time as I remember your final comments and I would like to explore what you called pain & pleasure."
"Of course just call and I will be happy to see you again. I am glad your visit had the required effect."
A couple of weeks later I heard from Samantha who asked for another appointment.
"I expect you remember my telephone call after my last visit and I hope that you will help."
"Of course. I suggest that you allow more time to arrive as remember last time you had extra strokes for late arrival."
The doorbell went at exactly 2pm and it was a smiling Samantha.
"On time today Sir"
"Well done. Remember my promise. Nothing happens that you don't want to happen, but today I will add that unlike last time I will also explore your sexuality. Do you agree?
"Yes Sir. I have been thinking over the past month. The pain was what I needed and I expect at least as much today but I am sure that you were aware that my feelings were more ambivalent than just the pain. I will leave myself in your hands as I am sure you will not do anything I do not wish."
We went into the lounge and Samantha went over my knees. Today she wore a light skirt and blouse so as I spanked and massaged
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
I could feel her bottom through the thin material. Now I lifted her skirt and saw that unlike the last time she was wearing a thong and hold up stockings. Her bum was slightly reddened but now I had my target of the bare buttocks. I promised myself that she would have plenty to feel and
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
smack after smack landed and as I massaged them I saw her buttocks flexing. I knew that we were now going into unknown territory. We would soon find out what was to happen. I told her to stand in front of me and I knelt between her legs. I removed her skirt, rolled down her stockings and eased them off her feet. Now still in position I eased the thong down and she stepped out of it. Her pussy lips were clear of the partly shaved pubis and she had liquid already oozing down the inside of her thighs. I could smell the scent from her arousal. I told her to get back over my knees and
"S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
lots more spanking and now I massaged her thighs and eased my fingers to the insides as I did so. Samantha widened her legs and I knew that she was ready for me to explore. Last time I had refrained but this time after twenty of thirty spanks and massaging I gently approached the entrance with my fingers. Her thighs were wet and hot and when I felt the inside of her pussy she gasped and opened even wider. Nothing was said but I stiil spanked and massaged and then my fingers explored deeper. The inside of her pussy eagerly accepted my fingers and I found that she had a clitty that was like a hard nut. I rubbed it serveral time and then "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !", "S M A C C K ! !","S M A C C K ! !",
more spanking before again I explored and this time I rubbed her clitty hard before sliding two fingers deep into her slippery wet pussy. She squealed and then bucked as she had her first orgasm. I felt a spurt of spend which covered my fingers. I told her to remove the rest of her clothes and then sit back while I held an arm around her naked body. I caressed her breasts with their erect nipples and gently rubbed her pussy.
"Did you enjoy it?"
"Hmm ! Yes I was anticipating that there could be more than just punishment but could not believe that I could be opened up so much."
"Now you must trust me. Remember nothing will happen that you don't want to happen!"
"Funnily enough I do trust you in a way I have never trusted anybody else before."
"Now we go to the office and the bench."
She followed me into the office and waited for me to tell her what to do.
I told her to bend over and used the leg-spreader to keep her legs wide. I felt between them and as my fingers entered her pussy I felt the juices which were already in full flow. I told her to take hold of the end of the bench as I was going to start. I took up the thick tawse.
"W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !",
I was started and the first twenty strokes landed. I then took up a butt plug and going behind her I massaged her bum before parting the cheeks and slipping the butt plug home. She gasped as she had never taken a plug before but made no other movement. Another thirty strokes
"W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !", "W H I P P P ! ! !", "S P L A T T T ! ! !",
I felt between her legs and she was so wet that I decided to use a vibrator on the puffy pussy lips. I pushed my fingers inside her pussy and spread them. I rubbed the vibrator round and round her pussy lips and turned the vibrator on. She cried out as she felt the vibrations but did not object.
"Keep going, push it in it's wonderful."
I did as she requested and the vibrator slipped deep inside her and moved the vibrator in and out while she seemed to have an endless orgasm.
"Don't stop that is fantastic!!"
I withdrew the dildo and told her to stand up. I held her for a minutes and then told her that it was now time for the cane and this time it would be harder than on her last visit. I took up the cane
"W H I P P P ! ! !", C R A C K K K ! ! ",
I had started and kept up a steady rhythm.
each stroke was hard and found a new space on her bum. The red lines soon began to fill up. I felt between her legs and she was wet and cried out as I slid my fingers in. I used the vibrator and slipped it deep inside her
"More please. "
I pushed the vibrator in deeply and she bucked against it as she pleasured herself. I took the vibrator out and started caning again.
"W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
She had now had two dozen and her bum was well marked with the lines the cane had left. I went behind her and removed the butt plug but instead slipped my anal vibrator in. She gasped but made no adverse reaction as I eased it in and out. She was weeping softly.
"This is wonderful please continue Sir."
I removed the vibrator and set out to give the last dozen stokes of the cane. I again used the heavier cane to make sure that they counted "W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ", "W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ","W H I P P P ! ! !", C R A C K K K ! ! ",
At last we finished and I removed the leg spreader. She hugged me and asked how she could repay me. I explained that even spankers had emotions and would she please lower my trousers and bring me off. She unfastened my belt and lowered my trousers. Then she eased my pants down laughing as she saw my rigid pole. She told me to lay on the bed and taking the shaft in her fingers rubbed it up and down slowly at first and then faster and faster until I could hold on no longer and spurted a jet of cum over her bare breasts. She laughed and rubbed it over her body. Now I invited her to present her pussy to my mouth and I would give her the tonguing of a lifetime. She knelt over me and soon my tongue was sucking and playing with her clitty. I sniffed the cum which was oozing out. Then I opened the soft petal lips of her pussy and my tongue hunted the inside. The interior was slimy and wet with her spend and she squealed as she felt my tongue go deeply into her body. She bucked and called out as she came again and again while my face was covered with her spend before we were both finished.
We both lay back and rested.
Samantha looked and said that she had not believed that the sexual pleasures were as great as the pain was intense. Her bum was throbbing like crazy but the pleasure of the play overrode it. She inteneded to come back again and although she wanted the punishment she also enjoyed the rest and wanted to explore further.. We went back into the lounge and I spent several minutes rubbing the baby oil into her sore buttocks. She had a final orgasm as my fingers found the insdie of her pussy and gave a quick finger fuck. Her looked purple from my treatment but as I gave Samantha the final finger fuck we finished and she dressed herself and giving me a quick kiss she left.
"Until the next time !"
