Doctor Stewart looked out the window into the city and felt a small pang of sorrow.
For weeks he'd been completely engrossed in Anna. Obsession ran in his family. These things would consume his waking mind, making sure everything was progressing smoothly. Every person has a unique potential, and he had taken such delight in shaping hers. She was just so eager, and so malleable. Not in the fearful way that Grace was, not in the frustrating, dualistic way that Mia/Bella were, or the mindless way that some of his old toys were. No, for Anna, there was a naked desperation to please that was intoxicating.
Anna's transformation was nearly complete. Indulging in the baser pleasures of life was rewarding in it's own way, but finishing a project always left an emptiness inside. He simply didn't want it to be over.
In other areas, things had been running smoothly since the he'd renegotiated his agreement with Isabella.
He pushed one of the little buttons under his desk. Perhaps one and a half seconds later, a mug audibly clanked on the desk. Shortly thereafter, the door was clumsily swung open.
"Yes Doctor?" said Grace. He could see a small drop of tea slowly snaking it's way down her chin. Before it could get any further, she wiped it away with the sleeve of her cyan blouse.
"I'm feeling a little stressed," he said.
Grace wasted no time. She moved behind him and her well practiced hands started their work on those muscles just next to the shoulder blades.
"No, I think I want something else today.
"
She froze.
"Oh I'm so sorry Doctor," she muttered. She circled back around in front of him and knelt down while her hands reached for his belt buckle. He made no sounds as she fished out his cock and started pulling down his pants. The belt made a sound as it struck the ground.
Grace looked up at her boss, the object of desires and anxieties in equal measure, and smiled. Doctor Stewart returned the smile, and with that tacit approval, she leaned forwards and ran her tongue slowly up the shaft. He was already fairly hard.
"No no no," he said.
She looked mortified again. He stood and she scrambled to get out of his way. He pulled her up.
"That was
not
what I'm after," he said.
This was another little game that he liked to play with her - subverting expectations. She'd become entirely too good at anticipating his desires. Too comfortable in being able to avoid his displeasure.
"I want you to take off your panties, but keep the rest of your clothes on" he said.
"Yes doctor!" she almost shouted as she scrambled to comply. "I'm..."
"I know what you are," he said. "You're
sorry".
He twisted her around and stared at her in the eyes for a moment. She fished out her underwear and threw it on the ground beside her.
"That's better," he said.
He sat and pulled her down onto his lap, facing away from him, and spread her legs apart. Then, he ran a teasing finger up the side of her legs.
"Do you need lubrication?"
"N... No! No Doctor!"
"Very well," he said, and began exploring deeper. Grace squeaked as he entered her with his hand. Her cheeks were flush from shame and arousal. "I've been getting distracted. I haven't checked in for a little while, so I wanted to ask you about our favourite two-faced troublemaker. What's she been getting up to?"
"Um," she said, trying to focus. "She's been seeing Anna a lot. And she's been seeing Madame Barkley. And - Ooooh," she said, as he slipped a third finger inside and started pushing deeper.
"Yes, and?"
"Mmmm! Madame Barkley mentioned she was spending time with some of the girls there as well, but she didn't ask for permission. And based on what they're all telling me, she's been spending more time with them than she's letting on to us."
"Well it's just like we thought, isn't it?" the Doctor said. "I set limits with obvious ways for her to violate them, and so she does. I'm sure she'll be extremely wet confessing this all to me next week."
"Yes Doctor!" she said, her hips writhing on his lap.
Doctor Stewart's phone buzzed. They ignored it. He could tell she was getting closer. He placed a hand around her neck gently. Grace would accommodate anything the Doctor did to her, but she didn't really like overly rough play. A little spank here or there, but nothing too painful. And while he would never publicly admit it, from time to time he did like to see her happy. And at that moment, happy she was with a small orgasm washing over her.
"Good girl. Now," he said, removing his hand slowly, "clean this off."
Grace hesitated only for a fraction of a second. She took the Doctor's fingers into her mouth and thoroughly cleaned them with her tongue. He pulled his hand in and out a few times slowly, enjoying the visual.
He lifted Grace off and walked her two steps to the desk. He moved his keyboard to the side with a dramatic swipe and pushed her face down onto the desk. He hiked up her dress and rubbed his member along the outside of her pussy. He unbuttoned his shirt and throw it on the ground. Grace looked like she was weighing up whether or not to take her own top off, but he pushed her back down again to stifle the impulse. He liked fucking her half dressed.
"What do you think, Miss Choi? Do you think you've been meeting my expectations?"
"No Doctor," she said. There was a genuine sadness in her voice.
"That's correct, Grace. You do disappoint me sometimes. But I suppose I do have exacting standards, and I can tell you're trying very hard. And you're going to keep trying, aren't you?"
"Yes Doctor! Of course I will!"
"I'm very pleased to hear that."
He thrust inside her. Grace had always been tight, but she was wet enough that he could slip inside without too much trouble. He grabbed her by the hair, careful not to pull too hard, then gave her a gentle slap as he continued to fuck her.
As much as he loved seeing her ass, after a while he decided to twist her around and lift her up on top. Sometimes seeing the submission, arousal and fear in her face was what he was in mood for. Today was just such a day. He locked onto her eyes and continued pounding her. She appeared to be getting lost in the sensations.
Doctor Stewart was not the most skilled lover in the world, nor did he have an infinite capacity to hold back his arousal. But he did have one very powerful advantage over the average man. His lover was thoroughly brainwashed.
"Oh fuck, I'm about to come," he said. Moments later, as his cock started pulsing inside her, her hands tensed up and her eyes rolled back. Her low hum of continuous moans coalesced into a single scream.
Conditioning her to experience an intensely powerful orgasm when he came in or on her was initially conceived as part of the systems of control; it was part of how he twisted her into what he desired. He did enjoy it on a more primal level, however. He took a few moments to enjoy the sensations as he grew soft inside her.
When his head cleared, he remember that he'd received a message.
"Aside from a few slip ups, you've done well today, Miss Choi," he said, then reached down to find his pants and fish the phone out of one of the pockets. "Just a moment."
His thumbprint unlocked the phone on the third attempt. The message had come from Mia.
"Hi Doc, I was wondering if Grace was busy today. I'm boooored," it said.
He mentally corrected himself. It was Bella. He raised an eyebrow.
"Grace, which one of them is supposed to be in control today?"
Grace was still slightly dazed but responded quickly.
"Mia, Doctor."
"Well, it looks like Bella found her way out today. She's asked for you." He sighed. It might have been a temporary slip up, but the last time she started coming out when she wasn't supposed to, it was a complete disaster. "Get dressed. I want you to go and see her. Go see what she's up to in person, and wake Mia back up. Then, I want you to bring her back to me at once. I don't think we can afford any slip ups at this point."
"Yes Doctor!" she said, springing into action.
Doctor Stewart went about his day, had some lunch, then returned to his office. He looked at the clock anxiously. It had been almost two hours since he'd sent Grace off. She should not have needed this long. He contemplated calling her, but then wondered if she might just be in the middle of something. Despite his performative dissatisfaction, he had to admit that she generally had very good judgement.
It's probably fine.
He tried to believe that, but could not.
Half an hour later, his nerves got the better of him. He dialled her number, and sat anxiously for her to pick up. It rang out.
Moments later, she sent him a message.
"Urgent situation at club. Please hurry."
"The Club?" he said out loud to himself. He had no idea what was going on but whatever it was, it was bad. Very, very bad. He immediately sent a reply asking for more details, but when a minute passed without a response, he grabbed his effects, one of his bells, and the metronome. He didn't want to waste any more time.
As he darted through traffic he was running through scenarios in his mind. Was she trying to ruin Mia's reputation even further by having her show up at a strip joint? Had she started a scene? Was she trying to throw hand grenades into his relationship with Miss Barkley? Whatever was the case, he felt foolish for allowing himself to relax and focus on other things. He should have kept a closer eye on her. He should have called her in for more sessions in person. He caught a red light and slammed his fists on the steering wheel as he waited for it to pass.
As he pulled into the parking lot opposite the club, he scanned it. There were a few other cars, but it was impossible to tell if that was for or other places nearby.
The club was closed and the front entrance was locked. He checked his watch to confirm that it should have been ordinary business hours, then debated knocking. He decided against it, instead fumbling around with his keys until he found the oversized one for the side entrance. It'd been years since he'd used it to enter the club, but it turned out to be handy for cutting the tape on the side of packages or tearing open stubborn envelopes, so it had stayed on his key ring.
Just before he rounded the corner to head towards the side entrance, he felt a tingle in his spine that made him look over his shoulder. There was nobody there, but he caught glimpse of something else that he hadn't before - it was a police car. His anxiety spiked even further.
