📚 ms. wittmore Part 5 of 5
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Ms Wittmore Pt 05 It Begins

Ms Wittmore Pt 05 It Begins

by ameilaah99
20 min read
4.67 (6400 views)
adultfiction

As the music died down and the lights came up Cally slowly stood up and collecting her items of clothing started to move off the stage. As she reached down with her back to the front of the stage to pick up the last item she felt warm hands on her. Silently she smiled to herself, staying bent over that little bit longer as the hands moved their way down over her ass cheeks and squeeze lightly. Slowly she stood up and turned to face the owner of the said roaming hands.

Stood in front of her was the Cities Mayor, Leonard Rawles, his eyes were transfixed on Cally's body. Slowly she step closer and leaned in to kiss him lightly on the cheek.

"Good afternoon Mayor," she said smiling widely, as he wrapped his arms around her.

"Good afternoon Cally, an amazing routine as always," he replied as he pulled her into a tight hug.

"I'm glad you approve Mayor."

"I really wish you would call me Leonard, but then again there is something about the way you say Mayor that stops me insisting."

Cally laughed lightly and kissed his cheek again before attempting to pull free of his hold, only for him to pull her tighter to him.

"You really are special Cally, I hope you know that, you look so beautiful on stage, I simply could just watch you all day."

She could feel the bulge in his pants as he pressed himself against her and as his hands moved down her back she arched her back a little causing him to let out a soft moan as her mound pressed against him.

Behind them suddenly they heard footsteps approaching and a small cough.

"Mayor Rawles, we really must be going now, sir."

Cally smiled to herself again and step back as the Mayor loosened his hold, she turned to face the man now stood in front of her, Ronald Harrison, Mayor Rawles driver and personal security.

she remembered him from her days at Gus' bar but had never known his name, back then he was know by all the girls as being a poor tipper and a chancer. She noticed the way he looked at her, his eyes travelling down her almost naked body, she smiled innocently, turning back to face the Mayor kissing his cheek once more leaning in close.

"Maybe one day you should leave the guard dog at home and we could have so much more fun," she whispered quietly and let her hand lightly brush against the bulge threatening to force its way out of his pants.

Catching his breath and letting out another low moan, Mayor Rawles pushed her hand away and without saying another word walked away, only stopping at the door and handing a closed envelope to Seb, who was stood waiting.

Ms. Wittmore sat back in her office chair, having watched the events live on the CCTV covering the room. She knew her plan was starting to come together, Mayor Rawles was slowly being drawn deeper and deeper in and very soon she would have him exactly where she needed him. She had known it wouldn't be easy but one thing Ms. Wittmore had was patience and persistent and finally it seemed the 'Cally effect' as she was now calling it was paying off. It had been a risk to use Cally like this, but now having seen the way Mayor Rawles looked at her she knew he was captivated by the woman in an even stronger way than even she had anticipated. But then again she herself should have known, after all she herself was totally captivated by Cally herself.

Her office phone rang breaking her train of thought, she hit save on the recording, adding to the others in the file and put all thoughts of Cally and Mayor Rawles to the back of her mind for now as she picked up the receiver.

Meanwhile Mayor Leonard Rawles stepped out into the cold air of the day, he quickly looked around before stepping out of the doorway and into the waiting car. Once sat inside he let out a slow sigh and attempted to adjust himself so his now throbbing cock didn't feel quite so trapped inside his pants. He knew he was playing with fire and taking a huge risk continuing with these visits but the draw of seeing Cally was too strong to ignore. Ever since he had first seen her dance he had been mesmerised by her and forcing himself to stay away had been so hard. But now finding her again it was impossible to stay away and the throbbing bulge in his pants reminded him just how hard it was not give into the temptation of taking things further. It had been made clear to him that Cally's new employer could be open to an "Extra Special" arrangement if he so wished and every time he stepped inside that dark club he knew it was getting harder to refuse.

Taking his phone from his inside pocket he reluctantly turned it back on, to be met with message after message beeping, demanding his attention. Back to reality he sighed to himself turning his attention away from Cally.. For now!

"Robert, is there a problem?"

"No, no Mayor quiet the opposite, it seems we are about to get the go ahead on the new apartments and mall."

"Oh that is great news, I'll be back in the office in about 20 minutes, if you are free we could meet and go over the details again."

"Sounds like a plan, see you then Mayor."

Ending the call, sitting back against the seat Mayor Rawles sighed once more his mind wandered back to Cally and he played the events that evening some six months ago through his mind. It had been at the end of a committee meeting in his office that had over run, Robert, or Councillor Robert Davis had been there, he was never sure what to make of the man. He didn't know him that well but had worked with him many times, he knew he was said to have some shady business deals but as a Councillor he did seem to get things done.

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Robert had mentioned to the one of the other Councillor's that he was heading out to the club, Mayor Rawles had only been half listening but he did note the interest in the other man's voice. There were rumours some of the Councillor's were members of an exclusive gentleman's club across the city. The Mayor had always avoided the subject, one of his election policies had been to clean up some of these clubs that were nothing more than brothels, not that he had any suspicion this particular club was anything but genuine.

But that night's meeting had run over and he had felt frustrated by the lack of progress so when Robert had turned to him half jokingly saying would he like to join them, he found himself agreeing, he really could use a stiff drink. He still wasn't sure who was more surprised at his acceptance of the invite, himself of the other two Councillor's.

Alarm bells should have rung when they pulled up in front of the building, you would never know it was anything but another town house from the outside. No aluminated sign stating it was even a club and when they approached the front door, Councillor Davis had spoken into a intercom before the door was swung open by a tall very intimidating looking woman. She must have been in her late 40's even into her 50's, it was hard to tell from the dull light escaping through the door.

The woman was extremely charming, she had shown them to a table, situated in the corner where the men would hardly be noticed. Drinks were brought and kept flowing and the chat was entertaining, in fact it was the most enjoyable evening the Mayor could remember for a long time.

After that he and Councillor Davis visited the club a number of times, each time they were met by the same lady who finally was introduced as Ms. Wittmore. A name he had heard many times but this woman did not meet the description he had been given of the hard nosed business woman that ran some of the more exclusive sex clubs in the City. He was beginning to believe all he had heard was incorrect, concerning her and her clubs, even though he had only been to this one and there were girls dancing but they didn't even strip fully. There was nothing here to worry him and so he began to enjoy his visits.

It most definitely didn't match his description of a seedy club, not like that one on the other side of the City that he used to visit. That had been a seedy, cheap place and it made him shudder just to think how he ever could have been drawn to such a place but then his mind would wander to the young dancer there. Cally, he remembered her fondly, it had been a wrench to pull away and stop visiting but his feelings for the woman were in danger of taking him across a line that he knew could and would damage his career plans.

The first time Mayor Rawles had seen Cally at Ms. Wittmore's club he had, had to physically stop himself from falling off the chair. She was on the far side of the room, she wasn't dancing but mingling with customers and Mayor Rawles couldn't keep his eyes off her. Ever so slowly she was working the room moving from one table to the next, laughing and chatting as she went. When she finally arrived at there table he could feel his hands were clammy and a few beads of sweat run down his back, it actually was her, his Cally.

Cally had smiled widely as she approached, he was happy she had appeared to recognise him and he automatically stood up. She'd kissed him lightly on the cheek and whispered a sweet welcome into his ear. As he had sat back down another girl approached with a bottle of champagne which Cally took, along with the glasses on the tray. She'd poured two glasses handing one to each man, followed by a third that she turned and handed to a smiling Ms. Wittmore, who had now approached their table.

Cally hadn't joined their table that night and in fact he didn't see her again. He had become frustrated wanting to know where she was until finally he'd cracked and had asked Ms. Wittmore. She had explained that Cally worked at another of her clubs and was only here that night to fill in for another girl.

The following night Mayor Leonard Rawles had persuaded Councillor Davis to accompany him to the other club and that was how he now found himself in the mess he was in and digging himself ever deeper in.

Cally herself had never been in this club herself before, it seemed to her to be way more exclusive and she was more than a little shocked to see Mayor Rawles there. The penny dropped pretty quickly when she was instructed to approach the Mayors table and to make a point of letting him know she recognised him. She had done as she was instructed and simply walked away, guessing that she was about to become a pawn in some much bigger game.

It was a few weeks later before she was called to Ms. Wittmore's office, nothing unusual in that really, except that over the last few month or so Ms. Wittmore had been spending more and more time in the other club. Now suddenly she was back and as Cally had entered the office she felt an air of anticipation in the room, it wasn't long before she was fully briefed and her instruction given. Mayor Rawles was expected that evening and it was up to Cally to give him a reason to keep coming back, what that actually meant she wasn't sure of just yet but she had a feeling it could become testing.

So that was how it had begun, Ms. Wittmore's plan, to insecure that her businesses were left alone in any plans Mayor Leonard Rawles had. Every time the Mayor walked into one of her clubs every movement was being recorded, she would have the man eating out of her hand to protect his position and reputation and maybe down the line the man could be of even more used to her.

Meanwhile it was now up to Cally to hook him and reel him in, she had every faith in her girl, but deep down it also worried her to use Cally in this way. The woman was special to her, the thought of what she might require her to do in order to get what she needed left her a little uncomfortable but she would make it up to her in the end, or so she kept telling herself. The truth was another part of her enjoyed the power she held over Cally and using her in this way, challenging her beyond anything she had before, excited Ms. Wittmore more than she liked to admit.

The car pulled up in front of the council offices and Mayor Rawles stepped out of the car as Harrison opened the door. He noted the smirking look on the man's face, maybe Cally was right, it was time to cut Harrison out of the loop but that could have other consequences and he wasn't sure he should make himself even more vulnerable than he already was.

That first night at the other club he knew the minute Cally stepped on the stage and began to dance that he was already hooked again and after when she had approached their table and spent the rest of the evening chatting with him he knew he was pretty much doomed and the rest had just happened.

It had been Ms. Wittmore's idea for him to attend the club out of hours, to protect his position she had said. She told him how she could arrange a private show whenever he required at the first club if he felt more comfortable there. She was good, he had to admit that, she said all the right things and for her part Cally had sat quietly, listening intently and smiling in his direction every time he looked her way. He knew he even before the woman had finished speaking that he would be agreeing, the thought of time alone with Cally, having her dance personally for him just as she had at that other club she had worked at was all he needed to hear.

The deal was done and that was how it had begun, in the first few weeks he visited once or twice, then it became weekly and now it was almost every day. When Ms. Wittmore first approached him with the added offer of a special relationship if he so wished, he had been shocked. But she was clever, she covered her tracks by making it sound like a joke, saying it wasn't that kind of club and that Cally wasn't that kind of girl but it was left hanging in the air, a suggestion and one that he now was unable to get out of his head.

Shaking his head to clear his mind, Mayor Rawles walked into the council offices and tried his hardest to put everything out of his mind and get on with the business ahead of him.

Ms. Wittmore finished the last of her calls just as Cally walked into the room, she looked up and smiled at the woman, noting a down cast look on her face, she stood up and walked around her desk to meet her half way across the plush carpet. Opening her arms for Cally to walk in, she pulled her into a tight hug.

"Why so glum looking my dear?" Ms. Wittmore asked a little concerned.

"I'm not sure this is working," Cally quietly replied.

Pulling Cally tighter to reassure her Ms. Wittmore laughed softly, before tracing her index finger around her face. Hooking it under her chin she lifted her face so she was looking straight into the woman's eyes and she was returning the look. Her eyes full of doubt and even sadness would have broken any normal person but not Ms. Wittmore, instead she was filled with disappointment.

"Stop this, its not your place to think Cally, you just do as I direct you!"

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Cally was about to protest but before the words could leave her lips she felt the sting of the slap Ms. Wittmore delivered to her cheek.

The pain and shock bought Cally back to her senses, she stood up straighter, keeping eye contact with Ms. Wittmore, although inside she was fighting to stop the tears that threatened to fall from doing so.

"Sorry Ms. Wittmore," she managed to reply quietly.

"Don't be sorry Cally, be stronger, I have taught you better than this."

"Yes Ms. Wittmore, of course."

"You have nothing to worry about Cally, if I wasn't happy with the way things were going, you would be the first person to know. As you know only too well, I do not mince my words, nor my actions and any excuse to punish you is always a great pleasure to me," she replied in a stern tone, to emphasis her words.

Cally looked straight ahead and bit her bottom lip, chewing on it slightly as her mind began to rush. Punishment with Ms. Wittmore came in many forms, some not even really punishment and just with the thought of some of these she could feel her pussy begin to tingle.

Ms. Wittmore watched Cally closely, she felt her heart beat a little faster, her own body begin to react. She knew the woman was deep in thought, the tell, tell sign of her chewing on her own lip let her know she was once more fighting the confusing feelings and thoughts that would be going within her.

"You are biting your lip Cally," she said softly, smiling.

Automatically Cally stopped as if to try and cover what was going through her mind but she knew it was too late, Ms. Wittmore knew her better than she knew herself.

Ms. Wittmore released her hold on Cally, then grabbing her securely by her upper arm she swung her around and pushed her back against the desk.

"What are you thinking Cally?" She asked smirking.

"Nothing Ms. Wittmore," Cally lied.

Ms. Wittmore laughed loudly, grabbing her again and turning her around, pushing her face down onto the desktop.

"Is that so?" She asked as she pulled up the woman's short skirt to expose her bare ass cheeks.

"Uhuh!" was all Cally could reply.

The slap that hit Cally's cheek was expertly aimed and weighted to deliver a sharp stinging pain that took her breath away. She closed her eyes tightly and prepared for what was coming, a run of stinging slaps rained down on her bare ass. Moving from cheek to cheek until her whole ass was burning hot and she could no longer stop the tears from falling.

"Now at least you have a reason to bite your lip," teased Ms. Wittmore as her hand slid over Cally's now reddened burning ass.

Slowly she let her fingers move between the woman's legs and she smiled as she felt the wetness between them. Cally never failed to please her, she pushed her two fingers deep inside her and began to thrust them fast and furiously. She wished she had more time to take this slowly and to continue to really enjoy her girl but time was against her. Then a very wicked thought ran through her mind and she smiled to herself as she bought Cally to a very fast, hard orgasm, feeling her explode over her fingers and her muscles begin to suck at her fingers, as if demanding more.

Telling Cally to stay exactly where Ms. Wittmore walked back around her desk, pulled a mobile phone from one of the desk draws and walked back around to stand behind the woman, smiling to herself at her own cleverness.

Leaning down she instructed Cally to spread her ass cheeks, she took two photos of Cally's dripping cunt and tight ass hole. Standing up she scrolled through the contacts in the list on the phone, almost giggling at her wicked mind as she selected none other than Mayor Leonard Rawles from the list. Add a simple text saying, "See what you are missing!" She hit send and sent both pictures.

Mayor Rawles had just come from Councillor Davis office feeling rather happy with himself, the deal reached for the new building project was definitely a good one, this would earn him a lot of brownie points not only within the City but with the voters too. He was still smiling when he received the photo's, he felt his cock harden the moment he saw them and he sure it had to be Cally, he would know that ass anywhere.

Checking that no one was around he quickly walked to his own office and closing the door he stared at the two pictures and ran his fingers through his hair. Sitting down at his desk he let his finger hover over the delete button but couldn't bring himself to hit it, instead he pressed save and sat back letting out a heavy sigh.

It wasn't the first time Ms. Wittmore had teased him with photo's of Cally, but this was the first time she had sent anything quite like this. Before it had been photos of her dancing, or leaning over a table as she served drinks to other clients. He knew the woman was trying to turn the heat up on him and make him cave, he knew it was a trap. The problem was the prize was Cally and that made it all worth the risks.

His phone beeped again and another photo appeared in front of his eyes. This time it showed Cally, confirming his thoughts on the first two, bent over a desk. Her skirt pulled up over her hips, her ass bare, her legs spread and he couldn't help but imagine his cock inside her. Looking down at the bulge in his pants, he gave into the urge and pulled his hard cock free, beginning to stroke himself. Flicking between the saved photos on his phone it didn't take long at all before he felt his balls tighten and he let out a deep grunt as he came all over his hand.

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