Charlotte was very excited about taking over the handling of the family business and she was sure that she could turn it round and make it profitable again. ‘Wetland Potteries’, a ceramics company, had been founded fifty years ago by Charlotte's father and he had turned it into a major player. Unfortunately a stubborn man, Charlotte's father had refused to go along with the changes and the company had gradually lost market share until there was now the possibility of them being taken over by a rival. Charlotte was trying to arrange new finance and she had an appointment that afternoon with John Clooney, an renowned entrepreneur who had unlimited funds and had indicated that he was willing to invest. If so they could retain their independence. The big problem was that time was short and she had to get funds by the end of the week. Moreover, Mr. Clooney had a difficult reputation.
Charlotte made sure that she was dressed smartly as she went to the offices of Mr. Clooney. She was impressed with the size of the building and, on arrival, went straight to the marble-lined Reception. She explained that she had an appointment with Mr. Clooney and the receptionist showed her a room where she could wait.
She was kept waiting for half an hour before she was taken through to Mr. Clooney’s plush office. As she entered he stood up walked round his desk to shake her hand and led her to a chair. She hadn’t really known what to expect, but he was young, sophisticated and very good looking. He had on a fine gray wool suit, obviously handmade and he smelled fantastic. He sat down and started.
"You want me to finance you, right? I have looked at your accounts and I think that we might be able to do business, but it will be on my terms. I shall expect you to return to this office at 8pm and be available for whatever I wish for the rest of the evening. If you agree then I am sure that I can arrange for the required money to be yours. If you are not interested, find something else to do this evening. We won’t talk again. Is that understood?"
Charlotte looked shocked as he had been so sudden and brusque. There was no discussion, but she knew that she had little choice if she wished to save the company so she said
"Yes Mr. Clooney, I understand. I’ll think about it this afternoon."
"Then goodbye for now and I hope to see you this evening."
Charlotte left the office with her mind in a whirl and unsure what to do for the best, but after a long afternoon getting all the necessary paperwork together she went home. She had light snack and having a long soak in the bath she knew that she knew what she must do. She looked at her naked body in the long mirror in her bedroom and liked what she saw. Her body was slim and curvy with perfect breasts and neatly shaved pudenda. Her bum was well formed and the cheeks were pert and sexy. After her inspection she dressed herself carefully putting on a silky cream bra and matching silk panties and suspender belt. She fastened sheer tan stockings to the suspenders and put on the high heel shoes that set off her shapely calves. Then dress in a tasteful satin shirt and a smart wool business skirt. She took a final look before finally putting on her coat.
She left home and drove to the office of Mr. Clooney and saw that most of the lights were off but several still burned on some of the top floor. She entered the building and told the Security man on duty that she was meeting Mr. Clooney. He pointed to the lift and told her to go up to the top floor. This was different from the office in which they met earlier, which had been on the third floor.
She entered the lift, pressed the button and was taken up. As she left the lift she saw that it opened onto a very large penthouse suite complete with beautiful wood flooring and large windows overlooking the city. There was a substantial, solid oak desk in the middle of the floor and a drinks cabinet in the corner. The room had a number of classy leather chairs and sofas scattered around and soft lights shone from concealed fittings.
When she entered it was exactly 8pm and Mr. Clooney, looking up from his desk, welcomed her into the space and called her across to the desk. She walked across to stand in front of him and then handed him the paperwork on ‘Wetland Properties’. He took them and briefly glanced at them before putting them aside. He then looked her up and down and told her to get undressed down to her lingerie. She had expected this, but it had come rather earlier than she had thought likely. She removed her coat and placed it on a chair then unfastened her blouse and removing it put it down beside her coat.
“Are you wearing stockings and suspenders?” he asked.
Charlotte said nothing, but unzipped her skirt and dropped it to the floor.
“Good” said Mr. Clooney.
Now she was standing in just her underclothes. Mr. Clooney sat and watched, drinking in her fantastic body. Already her nipples were hard and standing out from the breasts, pushing against the silky material of her bra. She stood there facing him with her hands at her sides while he sat back and looked her up and down.
He told her to go over to a large oak chest on the other side of the room and bring him the strap that lay within. She did this without question and handed the deep brown leather strap to Mr. Clooney. Charlotte suddenly realized he was going to spank her and felt a strange fear rise up in her stomach. Mr. Clooney walked around to the other side of the desk.
"Bend over the desk and grip the other side."
She looked at him. This was not what she had expected at all, but to save her company she was prepared to do anything. She bent over as instructed and prepared herself. She felt his hands caressing her silky derrière before suddenly there was a flame of fire across her cheeks as he struck. She jumped up and cried out:
"No, I won't, I can’t, take this!"
Mr. Clooney stopped and said:
"That is fine. As you wish. You can get up, dress and leave and then find your own financing."
Charlotte said:
"No! I will agree to anything."
"Then get back in position and do NOT move until I give you permission."
Charlotte got back down and prepared herself.
"WHIPP!!!", "SMACKKK!!"
The leather strap rose and fell and it seemed to cut into her bum.
"WHIPP!!!", "SMACKKK!!", "WHIPP!!!", "SMACKKK!!""WHIPP!!!", "SMACKKK!!"
The blows came thick and fast until the whole of her bum seemed to be on fire. She lost count of the times the strap rose and fell before he called a halt. Her bottom was stinging but, besides the pain, she had not found it as unpleasant as she thought she would.
She tried to analyse what it was, but before she could think further Mr. Clooney smoothed her knickers across her bum and ran his hand down onto the material of her gusset that covered her pussy. He pushed the silk to one side and slipped his fingers into the depth of her dripping cunt. He felt the wetness and then told her to remain in position. She felt as two fingers probed her wet pussy lips followed by a long, wet tongue. Then, quickly, heard him behind her unzip his trousers and the two fingers probing her cunt were replaced by the prod of his cock as it entered her.
Quite involuntary she spread her legs wider for him and knew immediately that after the strapping she needed this. He held back the silk gusset of her panties and then thrust higher until he completely filled her. She could feel her panties rubbing against them both, the soft material stroking her clit. Soon her knickers would be soaking wet.
He then began to move in and out, gently at first and then faster and faster. Charlotte found that the pain from the punishment and the power of his cock had the effect of stimulating her to such a degree that she was reciprocating his actions and joining in the pleasure he was obviously obtaining. He thrust for several minutes until with a stiffening of his body he pulled out and shot his hot spunk all over her knickers. The feeling this sticky cum soaking into her silk underwear was just enough to tip Charlotte over the edge. She came hard rubbing her clit against the edge of the oak desk.
She was still spread across the desk coming to terms with her orgasm and her emotions when she heard Mr. Clooney offer her a drink. She walked across to the drinks cabinet, her backside sore, sticking and satiated. He said nothing further of the deal while they were having their drinks, but just chatted as though they had just met in a bar – an attractive lady in lingerie and a stunning fully dressed gentleman! When they had finished their drinks he reached behind the bar and took out a long whippy cane which he showed to her. He told her that she would now be caned and how many would be decided by the dice.
"Shake the dice one for the number and then shake it again for the multiplier."
She looked at him and shook the first dice which came down six. This made Charlotte very nervous. He then reminded her to shake again and this time, to Charlotte’s relief, it was a two. He then pointed to the desk again and told her to take up her position.
"Let me be clear. You have shaken and the number is six times two – twelve strokes with this cane – six on your sticky knickers and six on you bare bottom. If you stand before you are given permission all bets are off. Is that clear?"
She had gasped at the number and was not sure that she would be able to take that number but said in a small voice:
"Yes, I understand."
She gripped the end of the desk and prepared herself for the first six.
"WHIPP!!!", "CRACKKK!!", it was like a bar of hot iron as the cane landed on her sore bum and sank in. "WHIPP!!!", "CRACKKK!!", "WHIPP!!!", "CRACKKK!!" more strokes fell and, as they landed, she moved her bum to try and absorb the shock "WHIPP!!!", "CRACKKK!!", "WHIPP!!!", "CRACKKK!!" and as she did so her pubis rubbed against the desk. "WHIPP!!!", "CRACKKK!!"
“You have now had six so I am going to take your knickers down for the final six.”
Mr. Clooney slid down Charlotte’s panties to the top of her thighs and continued.
"WHIPP!!!", "CRACKKK!!""WHIPP!!!", "CRACKKK!!" and within the pain she felt a warmth running through her body. She also felt liquid running down the inside of her thighs as she was beginning to orgasm. "WHIPP!!!", "CRACKKK!!", "WHIPP!!!", "CRACKKK!!""WHIPP!!!", "CRACKKK!!" - By now she was in a state which she could not understand somewhere between pain and euphoria. She had no idea how many strokes she had received when suddenly it stopped.
This time she felt his fingers feel the inside of her cunt and wetting the tips before opening her bum cheeks and, a probing finger, found her anus. Sex she understood but she had never been touched there. She tried to wriggle free but Mr. Clooney slapped her and told her to stay still. She felt him spread her bum cheeks to give him greater access to her anus.
His first finger slipped deeper in before opening it to allow two fingers to widen it further. Then she felt his cock, rock hard once more, begin to thrust into her sopping pussy. She gasped as the full length of his dick pounded into her. She wanted to cry out at first as he took her roughly, slapping her sore bum as he pushed into her, long, sharp, plunging drives. But soon she was crying out in pleasure rather than fear and she felt warmth and a powerful new erotic sensation which she had never experienced before.
His firm thrusts grew in power and speed until she found that she was ready to cum. Mr. Clooney picked up the speed as though aware of it and suddenly he felt her squirt slippery juices onto his cock as she came again and again. Charlotte cried out in ecstasy, long and hard, not afraid of waking up the whole city.
Abruptly, Mr Clooney pulled out of Charlotte’s still orgasming cunt, grasped her shoulders and spun her around to kneel in front of him. Charlotte took his firm length, dripping with her cum, and sucked him deep into her awaiting mouth. It only took a couple of sucks and he was almost there. Pulling out of her mouth he shot thick loads of cum all over her face and breasts, the cum dripping off her lips and nose and soaking into her silky, cream bra.
Mr. Clooney stood back, his cock still dripping with cum. Charlotte came over to him and sucked him clean. As she tenderly licked up his juices, he picked up the telephone and dialed a number.
"Release the funds for ‘Wetland Potteries’!"
He then put the phone down and turned to Charlotte.
"Are you ready to leave or will you stay for the night?"
He opened the door behind the bar and showed her his private quarters. She thought for a short time and then knew that this was a moment of truth in her personal as well as her business life. She had enjoyed the evening including the strap and cane and the sex mingled with them had lifted her to new levels of eroticism. She took his hand and gave her answer by, leading him into the bedroom, undressing him and drawing him to the bed. Her business was saved and from now on she would also follow her own pleasures. This was the first night of her new life.
