Days later, Sir had Cassie attached to a padded bench, riding a dildo. Cassie had refused to move on it at first, but Sir had already planned ahead. If she didn't move fast enough Sir zapped her with an electric wand. So she rode the dildo best she could. She had never had sex being on top and her movements were jerky and uncontrolled.
Sir had set the wand aside and put his hands on her hips, he helped her find a good rhythm and pace. He held onto her long after she had figured it out and squeezed her hips as the dildo hit a spot deep inside her that set her blood boiling. She hadn't noticed when he removed his hands, but yelped when he zapped her with the wand.
"No coming without permission."
Damn him. Sir knew Cassie struggled with asking permission for anything. She didn't want to be a participant in her own training. She didn't want to be involved or begging for orgasms or scraps of food.
"Ask me, Cassie," Sir said, shocking her again when she had slowed. Cassie redoubled her efforts and found herself back on the edge, knowing she could come at any moment but Sir would make sure she wouldn't until she had asked him permission.
"It's easy really. All you have to say is 'Sir, may I come?'"
That wasn't easy. Cassie was pretty sure that would hard for her. She had barely had any sexual experience before her capture and, she was still shy about her body and about her needs. Deep down, she was upset she had needs she would have to beg to get. She had never experienced anything like this with any other guy. But then again, the boys she had been with before were only worried about themselves. Sir had made sure she knew pleasure. Knew it and then made her crave it.
Cassie struggled as she kept up her pace, not to fall over the edge without permission. Cassie tried to slow down a little to ease back on her pending orgasm and received a shock for her trouble. Cassie squealed when the wand had zapped her sensitive clit.
"Cassie," Sir sighed. "If you continue to refuse, I can always add another dildo. I know you will learn to love having a dildo or cock up your ass. Now is as good a time as any to get you used to it."
"P-please, Sir..." Cassie whispered.
"Louder, I can't hear you."
"Please, S-sir," Cassie said, only marginally louder. "Please, may I... may I..."
"Come, Cassie. Say it. Say, may I come?"
"P-please, Sir, may I..." Cassie gasped out and finally managed to whisper the last word. "Come."
"Now, Cassie, all at once and loud enough to be heard."
The rotten bastard! "Please, Sir, may I come?"
"Good girl. Let's hope it doesn't always take this long. Come for me, Cassie."
Cassie increased her pace as Sir's hand crept to her tender pussy and ran a thumb over her clit and sent her over the edge. Cassie screamed out her orgasm while she continued to ride the dildo furiously. Cassie finally slowed and slumped over. If Sir hadn't been next to her, she would have fallen to the floor.
"Good girl," Sir whispered in her ear as he held her up and worked on releasing her legs from the bench.
"Marvelous," Mr. Mason said, catching them both by surprise. Mr. Mason was standing in the doorway, clapping. Cassie tensed up in Sir's arms as he helped her off the bench.
"It seems you have made some progress, Luke."
"Yes, Mr. Mason. Some. She's a bit resistant in some areas, but excelling in others."
"I see. I think I want to see how far she's come. I'm holding a party tonight. I want her by my side tonight. And Luke, don't forget the tail. I want to show off my new toy."
Cassie paled as Mr. Mason turned and left the room. Sir swept her off her feet and cuddled her to his chest.
"I'm sorry, Cassie. I must do as he asks. You will do fine as long as you do nothing to warrant a punishment from him."
Sir set her down on the floor next to the French doors so she could look outside. He had brought her to his suit. It made training her easier. He said she was going to stay here for the rest of her training, so he had packed up her things this morning and moved her in here. He made her a pallet of blankets next to his bed. She would have to sleep with an ankle chained to his bed, but she felt better knowing he was close by.
Sir returned with a wet wash cloth and had gently cleaned her up. There was a knock at the door and then a servant walked in carrying a tray. She put it at the small table and left.
"Come, let's eat lunch, and I need to tell you what to expect tonight."
Cassie shakily got to her knees. She had to admit, she had grown more graceful about it. She no longer just plopped down. But after the orgasm she just had, it was hard not to let her body go limp to the floor since she felt boneless anyway.
"Good girl." Cassie was starting to like the praise Sir gave her when she did something right. It shouldn't, she knew, but it made her feel better for doing something that pleased him.
"Tonight is unavoidable. As you saw on your first day here, Mr. Mason has peculiar tastes." Sir fed her a few bites and took a bite of his own. "You will at no point walk upright. You are to stay on your hands and knees at all times. He will walk you on a leash, people will treat you as if you were a real dog, not a poor girl who would rather be a million miles away. He may ask you to perform tricks."
Cassie gasped and looked Sir in the eyes. Sir took a moment to eat some more and to feed her more food. She had finally gotten the point where she no longer rebelled at the idea of him hand feeding her.
"Cassie, I can't stress this enough. Do what he asks. Any punishment you earn there will be given in front of all the whole party. And Mr. Mason isn't exactly gentle and caring either."
No, he wasn't, she thought. She knew she had been wrong about Sir when she first got here earlier this week. He was strict, but he cared. He made sure she was alright, made sure she was fed and warm and that nothing was wrong. But Mr. Mason scared her. She felt safe with Sir, crazy as it seems. She felt like Mr. Mason was the very opposite of what Sir was. Safe, in control.
Sir held a glass of water to her lips, and she drained half the glass. Sir looked at her with concern.
"Were you thirsty earlier?"
"No Sir, just after... just after... the session."
"Ah, I see." Sir replaced the glass with food, and they ate the rest of it in comfortable silence. When they were finished, Sir beckoned Cassie to follow him. He had led her to the bathroom. It was a bathroom that she envied. Her father's house had been built decades ago, and while she missed her home, she also had a hope of one day having a whole afternoon to herself in this bathroom. The bathtub was big enough that she could probably swim in it when it was full and the shower had multiple heads to hit every part of the body.