Chapter 4: Failure
This time the bed wasn't completely foreign to her. She had woken up in this bed before. Chloe remembered doing so weeks ago; she also remembered what happened the night before. The pleasure she felt, the things she was made to do. She wanted it all again. She wanted to wake up in this bed, to wake up every morning having had the kind of night she just had. Is it possible? Could it happen? Would he let her?
After getting dressed, a lot slower than last time, Chloe meandered into the kitchen.
"Hey there, sleepyhead."
"Mmmm. What smells so good?"
"Sausage, waffles, and some coffee."
Chloe made herself a cup of coffee and then settled down into a seat. He made her a plate of food before going back to the waffle iron. As she sipped her coffee, her mind started to wander. Last night was amazing. Both times she'd spent with him had been beyond anything she had expected to get from a lover, and that's not to say she hadn't had some talented boyfriends. But nothing she'd experienced before could hold a candle to what Sean had done to her... twice. She had to know.
"Will it always be like last night?"
"How so?"
"After the training. You... 'used' me for so long. I'm just not sure if that's what it's going to be like every night or if you're just doing it to get me hooked early on."
It took Sean a second, but he realized something and then replied, "Oh... I see the issue. You haven't realized that that was also a part of your training."
"Wait... what!?"
"I'm working on your stamina."
Chloe thought she understood. Last night wasn't a reward or him being nice. He was doing exactly as he said and was using her however he wanted, and part of that was getting her up to his standards. And the best part was she was happier knowing the truth. A part of her hated the idea that he was doing all of that for her benefit. She wanted it to be true that once she had the collar on, everything was about him.
Sean broke her thoughts by saying, "You know, you're right, it won't always be like last night."
"Huh?"
"I will gradually make things harder for you. Like last night, I might add a rule, I might make you do something completely different, and some nights you might never climax."
That last bit surprised Chloe more than everything else. She did realize that it was a possibility that she would have a night solely for his pleasure and wouldn't be able to get anything out of it. But it also hit differently knowing that he expected it to happen, and not only once.
"I will make it so that some nights, you will fail, and I'll punish you for those failures just as badly as if you did it on purpose."
Her heart began to flutter.
"I'll make you push past your limits and learn to love every moment you have with me like it's your last. I'll make you ask to be punished so that I'll give you even a single moment more attention than you would have gotten from me before."
She could feel the wetness between her legs grow.
"And then... I'll take off your collar. I'll take it off, and you'll return to me. You'll be the one who is happy to go out on a date and talk about your workday. You'll watch movies and make bad jokes at my expense. All the while, we'll both keep those two parts of our lives separate."
Chloe stood up, walked over to him, and kissed him hard on the lips.
Over the next few weeks, they met up more and more. Now seeing each other at least once a weekend and sometimes in the middle of the week when their schedules aligned. While they only ever went back to his apartment on the weekends, every time they did, he pushed her further. Sometimes he might increase the length she had to suck, other times he'd give her a time limit. But so far, she'd succeeded in following his orders. And each time she succeeded, the night ended with her being exhausted and passing out from the pleasure.
That was until one night, Sean had increased the depth, and she wasn't able to do it within the time limit. Chloe kept not tapping the screen due to not being able to go deep enough. So he informed her that next time there would be a consequence for such a failure. But by the next weekend, she had forgotten. She went into his apartment not realizing that he had plans for her.
After some talking on the couch, she excused herself. Walking through the bedroom, she noticed the collar on the bed. Just like the past few times she came over after dinner, he knew what she would want. What she would need from him, and he prepared everything for her ahead of time. She tended to slow down while in its presence. Chloe couldn't help herself. Her body wanted the collar to be on her; she wanted to be his, not later, but now. She wanted to skip the part where she would take off her clothes and run to him, collar in hand. She wanted to put it on herself, just to feel the leather on her neck, to remember how he made her feel when she was his. But that couldn't be. She couldn't be his, couldn't wear the collar without it being put on by his own hand.
Once in the bathroom, she sped up. Chloe started by taking off her clothes like normal, then began inspecting her body. This was also something of a ritual for her now. She wanted to know that she looked her best; she wanted to give her best self over to what they shared. After a thorough check of her body, she walked back into the bedroom to grab the collar.
She held it reverentially, cupped in both hands in front of her chest. Walking to the door, she tried to psych herself up a bit, happy to find out what the night had in store for her. Opening the door, she didn't expect him to be just on the other side. Chloe stopped for a moment, frozen in place from the surprise. But she recovered fast, smiling a big wide grin and holding the collar out as she lowered her head.
"Will you please take me as yours, will you become my Master?"
Sean took the collar placidly, waiting a few seconds before moving past her and saying, "I will take you as my own, now follow me."
He went to sit on the end of the bed, with her following close behind.
"On your knees," he commanded, pointing to a spot on the floor in front of him.
Chloe eagerly complied, rushing to be where he wanted her. To follow his orders. She sat in front of him on her knees, head bowed. After making her wait for a few seconds, he wrapped the collar around her neck. As he finished clasping it around her, she let out a content sigh that she didn't even realize she was holding in. Chloe realized that she had been worried, that when he didn't immediately put the collar on, it had scared her.
She felt a cupped hand on her cheek. A gentle pressure lifted her head up until they were able to look into each other's eyes. Keeping his hand on her, he slid his fingers down and under her chin, then used his thumb to pull down on her bottom lip. Without realizing what was happening, she opened her mouth to him.
Chloe's body started to heat up again. She would let him pose her like a statue for hours if that would please him. A feeling of wetness between her legs grew as Sean put his thumb into her mouth. Unconsciously, she closed her eyes and mouth and began to suck. Even after she started to realize what she was doing, she didn't stop. Why would she? He hadn't told her to stop. Which meant that he must want her to continue. So she did.
Soon, he pulled his hand back, bringing the finger with it. She wanted to follow, to continue to suck. She wanted to be of service to him in any way that she could. But... she caught herself. Chloe looked up into his eyes and saw a devious smile.
"Looks like you want to keep sucking."
"Yes, Master, anything for you."
"Good," Sean unbuttoned his pants and took out his cock, "then you can suck on this for a while."
Almost immediately she moved forward, she was hoping for such an order. Taking him into her mouth, she started to work. She knew that she'd gotten much better since she started her training, and she wanted to use this as a way to show him just how far she'd come. To prove to him that he made the right choice, but also, she wanted him. She wanted to feel him inside of her. She wanted to be given his seed. To feel his cum slide down her throat and know that she was the one to give him the pleasure that allowed him to finish. That she was repaying him for all of the things he'd done for her, to her. All of the nights that he'd given her orgasm after orgasm. As she continued to go down on him, his cock just seemed to get harder, and she had to slow down.
Holding the back of Chloe's head, Sean told her, "You're doing a good job, keep it up."
Even with a dick in her mouth, hearing such a compliment made her smile uncontrollably. So she kept going with a sore mouth and jaw. And then it happened, he pulled on the back of her head, pulling her towards the base of his shaft and held her there. His member pulsing inside of her throat until the spasms climaxed with his hot cum being pushed inside of her. His hands relented, no longer holding her in place. But Chloe stayed where she was. She was his to command and his to place where he willed.
Right now, she was a toy for him to play with. And she was where he wanted her to be. Still throbbing, he slowly pulled himself out of her. Chloe could feel him slip out of her, leaving a trail of cum as he retreated. Finally able to breathe around him, she made sure not to gasp for air. Her breathing was heavy, but she wanted him to know that she would have done more, could have been made to go further. That, in fact, she wanted to be pushed past these limits.
"Last week, you failed. And this was part of your punishment."
What did he mean by that? Oh... wait. Now Chloe remembered. She had failed the week before, and he had promised a punishment. Was this the kind of punishment she was going to receive? Was that all there was? Chloe could handle these kinds of punishments. In fact, she smirked a bit as she thought of asking for more. No... Sean had said that this was "part" of the punishment. So there must still be more to come.