There is always a price to pay!
David’s groan was barely audible, just a low sigh of anguish was all that escaped his mouth which was filled with the worn panties of Ms Anna. He was naked. Kneeling on a wooden broom handle with his back ramrod straight and his hands clasped behind his head. Sweat ran down his face inside the thick cloth hood that covered his head and he was shaking with the strain the position put him under. “Five more minutes still to go” Ms Anna whispered into his ear. He could sense the smile on her face as she tormented his mind. Five minutes, it might as well be five hours. He had been in this position for twenty-five minutes already and he was not sure he could take any more.
He did of course; he had no choice if he wished to ever get Anna Campbell to let him take her to bed.
Then Anna had joined the company and really transformed it with further expansion into the main cities in Australia’s Western States. Anna was a dynamo; everybody loved working with and for her and David quickly promoted her to C.E.O. with total responsibility for the company. She was that rarest of leaders who inspired people to give their absolute best by motivating them. She never raised her voice or openly criticised her staff but quietly and privately talked to them. It rarely failed though occasionally she had to let someone go because they did not give their all. Even then they seemed to part amicably.
David did not know what the secret of her success was but he was getting very rich because of it.
Anna Campbell was in her mid forties and was a stunning woman, a full rubenesque figure that was David’s ideal of womanhood. She always dressed smartly in business suits that both emphasised and flattered her figure. Whenever David was in the same office as Anna he was continually aroused. But the thing that drew him most was Anna’s smile. When she gave him that smiling look his knees would weaken as he felt himself almost physically drawn into her influence. It was irresistible.
David was married but the sexual side of his marriage had died long ago and his wife was not too interested what he did as long as he did not bring it home. She was more than content to enjoy the affluent way of life that the business success gave them and occasionally she would have a weekend or week away with a special ‘friend’. David did not enquire about this other than to ask if she had enjoyed herself.
This all meant that David was regularly looking for women who would go to bed with him. Almost all the people who worked for him were very attractive well groomed women and he would target a particular woman and flatter her, take her out to dinner, give her expensive presents and if all went well he would bed her and then move on to his next conquest.
More recently he had found himself only looking at Anna. He would change his schedule so that he was at the same branch as her as often as he could and he kept trying to get her to go on a date with him. Anna however kept telling him that she liked to keep her private life separate from work and she kept refusing his invitations and did not accept any gifts he offered.
David could not understand what he was doing wrong and got more and more frustrated with his lack of success. He did not even try to date anyone else as his desire to have Anna totally dominated his thoughts.
When the invitation for the bi-annual Beauty Business Expo in Sidney came in the post David saw an opportunity. He would take Anna to it instead of going alone. They would book into a five star hotel for the five days of the exhibition and he was sure she would finally give in if he gave her a good enough time.
Anna at first refused and David got angry, demanding to know why she would not go.
“Don’t you like me Anna? What is wrong with coming to the Expo with me? You will have a fantastic time and I will really spoil you. You have been the mainstay behind my company’s success and I want to reward and thank you for that.”
“David, I have tried to avoid saying this but you must know that you have a terrible reputation among your female staff. You pursue us until you get us into bed and then we are tossed aside as you look for your next conquest. I am not like that and I will not be used, no matter how good a time you offer me.”
“But Anna surely you realise by now that I am totally infatuated with you. I have not looked at anyone else for months. I will always treat you with care and respect surely you can see that. Please, please come with me. You can be sure I will do what you want. I will hope to win you over but you can set the rules by which I must behave so that you do not need to worry.”
Anna still said no but that she would go home and think about it and give David his answer the next day.
David had a sleepless night and he got to the office early to be sure he was there when Anna arrived.
She gave him one or her disarming smiles as she entered his office and he knew he had got lucky.
“David, you know that I have tried to keep my private life away from work with you. I am willing to change that but only on my conditions and you may not like those.”
“Anything Anna, anything I just want the chance to please you and if things go on from there so much the better, for both of us, I mean.”
“Very well David, these are my conditions.”
Anna handed David a typed sheet of paper.
For each day I am away with you will pay me AUD $3,000 in advance at the airport.
Any form of sexual contact that occurs will be what I want and only if and when I want it.
For each sexual session you will pay me whatever figure I ask for.
You will do exactly what I ask for the complete week. Any refusal will mean it stops there and then and it will never happen again.
David would have signed his life away if asked; such was his desire for Anna so he didn’t hesitate.
“I promise you Anna you will not regret this. I will do exactly what you want for the whole week.”
Anna beamed another smile and said “I am sure you will David!”
The Expo started on Sunday so they were flying to Sydney on Saturday morning. Anna popped into David’s office on Friday evening as she was heading home. She gave him a small gift bag and said “You will wear these tomorrow morning when we go to the airport, I will check that you are wearing them so don’t try to deceive me.”
David opened the bag as she started to disappear out of the door. Inside was a bright red shiny panty and bra set with a pair of black hold-up stockings.
“But Anna” he shouted I can’t wear these.”
She poked her head around the door.
“Well I can’t go with you then David.”
“All right, all right I will wear them; honestly, I will have them on when we meet tomorrow.”
So David spent another almost sleepless night. His mind turning with the exciting prospect of a week away with Anna, but also worrying about travelling through airport security in women’s underwear.
They met at the check in desk and after putting their bags through they went to the departure lounge. David handed over the AUD$18,000.
“David” Anna said as they looked around the airport shops and then she manoeuvred him into a quiet corner. “I want you to show me that you are wearing your new undies.”
David blushed; he was so surprised and embarrassed. “What here! You can’t be serious.”
“Yes here and now David. You will show me your underwear.”
David turned his back to the departure lounge and undid first his suit jacket so that his white shirt was exposed and the outline of the red bra showed clearly through it. He then surreptiously unzipped his trousers and quickly flashed a glance of his panties and stocking tops to Anna.
She smiled that smile again and said “Once more please David and slower this time as I didn’t quite see.”
David blushed even deeper and then did as he was told.
The rest of the journey was uneventful though David was uncomfortable on the plane as it was very warm. Despite Anna’s encouragement he did not take off his suit jacket.
They booked into the Hotel where David had arranged for adjoining linked suites.
Anna handed David a small case. “You will find your underwear for the week in there. The bill is also there so make sure you pay me. Tonight I want you dressed in the white bra and panties when we go down for dinner. Put a pair of tan hold-ups on as well and you are not to wear socks. I will come to your room an hour before dinner. I will give you some sex then if you are willing to pay the price which is AUD$500.”
“Of course Anna whatever you want, I will pay it.”
“I know you will David. Be naked when I arrive.”
David was shivering with excitement as 18:30 approached. He was stood in the centre of the bedroom stark naked with an erection that would not go away.
Anna entered the room carrying another gift bag and did not smile this time when she saw David.
“Is that how you show me respect David? I do not find that sort of behaviour acceptable at all. You will be punished. Do you accept that you deserve punishment?”
“Yes Anna, I am sorry it is just that I find you so exciting.”
“It is Miss Anna to you now David don’t forget that.”
“Yes Anna. I mean Ms Anna.”
“Good you will kneel on this until you loose that erection.” She handed the naked David a 12” piece of wooden broom handle.
David knelt, while trying to hide his erect penis, on the handle and Anna made him keep his back straight so that all his body weight was centred on the handle. “Put your hands behind your head and keep still.”
The discomfort was immediate and it quickly turned to pain making his erection shrivel away.
“That’s better now I can see we will need to use my broom handle more often. We will start at 15 minutes tonight and I will increase that by five minutes each day. You will kneel on the handle first thing in the morning and before you go to bed at night, as well as whenever I think you deserve to of course.”
David quickly found the pain too much and started to moan and groan at Anna. She popped back to her room and when she returned she stuffed the panties she had worn to travel in into David’s mouth which stifled his noise.
“There that’s much better now David just enjoy this time of peace and quiet while I finish my make up.”
David completed the 15 minutes and Anna her make up.
“David come over here.”
He gratefully stood up, his knees were heavily indented by the handle and it made it stiff for him to walk.
Reaching into the gift bag Anna pulled out a CB6000 chastity device and expertly fitted it onto David’s penis locking it in place and putting the key of the tiny padlock into her handbag.
“There, now you don’t have to worry about misbehaving any more do you David. Y
ou are nice and cosy in there.”
David looked aghast at the tiny container “But Ms Anna I thought we were going to have sex as long as I meet your price.”
Oh don’t worry David your little penis will be seeing a lot of attention from me but as I told you it will be when and how I want to do it.”
David then dressed and was proud to go down to dinner with Anna who looked absolutely stunning in her little black designer dress. They both enjoyed their meals and although Ms Neta did not allow David to ply her with as many drinks as he would have liked to she did enjoy a couple of glasses of a particularly good Sauvignon Blanc. David was entertaining company so the time passed very quickly. David had to occasionally adjust himself in his trousers as he looked at Ms Anna’s most generous cleavage and the chastity device confined him.
“So David let’s go up to my room and let you enjoy some sex. That is what you want isn’t it David, to have sex with me.” Another of those stunning smiles lit up her face.
“Yes Ms Anna, I want that so much.”
As soon as they entered the hotel suite Anna ordered David to remove all his clothes. She made him move the sturdy coffee table under the large ceiling fan and stand naked on it. She then proceeded to blindfold him before tying his hands with a soft thin rope. The other end of the rope she looped over the fan pulling it tight so that David had to stand on tiptoe she secured it in place.
She left him to hang while she removed her evening dress and returned in just her designer lingerie. David would have given his right arm to see how wonderfully sexy she looked. She then opened her travel bag and proceeded to lay out a number of toys on the bed.
Her first choice was a small butt plug, she put on some latex gloves and then picking up a tube of KY jelly she put some on her index finger and then gently probed David’s rosebud with it. David moaned first with surprise and apprehension but as Anna worked her finger in and out he moaned with pleasure.
“Are you enjoying that David?” She asked as she speeded up her probing.
“Yes Ms Anna it feels wonderful”. He was rapidly becoming as erect as he could in the chastity cage and it was only when the pain of his constrained penis became too intense that he subsided again.
“Good then you will like this as well” she said withdrawing her finger and picking up the tube of icy hot with which she then coated the butt plug. She pushed it quickly into David making him gasp with surprise again. He had never been penetrated in his anus before but he had been enjoying the sensation. The fiery cream coating the plug soon started to burn and very quickly waves of pain were pulsing through him.
Anna stroked his back and whispered in his ear that she was pleased that he was so enjoying their sex play.
She then removed the chastity device and despite the burning pain David was instantly erect. Anna gripped his rigid shaft and sensuously worked her hand up and down making it glisten and bulge, the veins standing out. Anna kept working him until she felt him start to work his hips, almost teetering over as he struggled to balance on his toes. She stopped and then squirted a generous amount of icy hot onto her gloved hand.
“Would you like me to do that again David?” Anna asked in a seductive voice.
“Please Ms Anna, it was so good.” The butt plug still burned away in his anus but the pleasure he had been feeling overpowered the sensation. His penis was dripping pre-cum onto the coffee table.
Anna smiled, this time to herself as she gripped his shaft again, this time with the icy hot as lubrication. At first it felt even better but as she worked away David realised what she was doing. His penis was on fire as she rubbed and pumped. Her hand became a blur and David was so hard, despite the burning pain coursing through his penis that he had never felt so rampant. Anna slowed down as she felt him getting close to cumming and stopped to let him get the full benefit of the Embrocation which was now fully rubbed in to his burning red penis. His moaning was getting very loud so she again used her worn panties to gag him. His erection was gone once more.
Anna sat down on the bed and poured herself a drink from the mini bar. She took a vibrator from the toys and turning it on at a low setting she let it play against her panty covered lips as she took in the sight of David strung up naked and moaning from the pain she had gifted him. She was very turned on and gradually increased the speed of the vibrator until she was brought to orgasm. She drank some more wine and relaxed while David continued to suffer
She waited until David stopped struggling and moaning which took about twenty minutes as the burning became less and less intent. Then she released David from the rope and helped him down removing his blindfold and the panty gag.
“Have a drink of water David”.
He gulped it down quickly as his mouth was very dry. His penis and scrotum were bright red and sore but the burning had decreased. Anna started to play with his penis again and he winced as she worked her hand up and down but it was not long before he started to erect yet again. It was not just her touch; it was the sight of Anna in just her skimpy lingerie that appeared to be defying reality by holding in her voluptuous curves.
“I see you still want to play David well we will try something different now.” She noticed David eyeing the toys. “That is only if you want to. Do you David? It could be painful again.” She continued to masturbate him and the look in his eyes was enough to tell her that the answer was yes.
To be continued…………..
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