The good thing about having been inside Carly's jeans rather than outside was that the direct contact with her soft skin made things a little more bearable. Rather than being pressed into the coarse fabric of her jeans, he was held, or rather indented, into her gelatinous underwear-covered butt cheek, offering some relief from the pressure of her sitting on him. Regardless, Jack was sick of being Carly's personal toy and had decided enough was enough. After only five minutes of study time, Jack put up a fight.
Starting merely by moving around, Jack, instead of bothering Carly, actually pleased her. His movement was another unique sensation that she quite enjoyed. In response to his movement, Carly playfully moved around in her chair, making sure not to move around too firmly, so as to avoid hurting Jack. Even then, Jack was growing more irritated by the moment. Being placed against her butt was humiliating enough, but rubbing around against it was making things worse. That's when Jack took a step further and tried to punch Carly. Considering his space was so limited, though, he couldn't move his arm far enough back to do as much damage as he wanted. Thus, when that plan didn't work out, he went to plan C: biting the girl.
*chomp*
"Ah!" Carly cried. She felt a sharp pinch come from her left cheek. She huffed and immediately pulled Jack out, to his satisfaction. "What the hell do you think you're doing, you little brat!" Carly lectured. Jack shrugged. "Just trying to get your attention. I did, didn't I?" A cross look fell across Carly's face. "You're starting to get on my nerves, bug boy. I'd be careful if I were you," she warned. "Oh please, you're fine, aren't you? No harm, no foul," Jack chuckled. "That's it!" Carly bluntly spoke, "I'm done with fun and games, you are going to be my little seat cushion whether you like it or not. You're coming with me." Carly closed her hand around Jack, giving him a tight squeeze to let him understand the severity of the situation he was in. And that did the trick. Jack right away understood that he probably went too far.
Carly slammed Jack on a desk somewhere in her house and wrapped a string around his mouth to prevent him from biting her anymore. She then forcefully tied his arms and legs together, making escape almost impossible. When she was finished with her work, Carly gave Jack a devious smile. "There, all better. Now you'll learn your place in this house. You are mine now, Jack, and though I thought we could have an easy-going relationship, you've shown that you're going to make things difficult. I'm sorry that I had to do this to you, but I had no choice." Jack wriggled around and tried to make a coherent complain to Carly, but all that came across was weak movement against his restraints and a confusing bit of speech. Carly laughed. "Well then, now that that's out of the way, let's go back to studying, shall we?" She grabbed the now tied up Jack and swerved him around her back. Using her open hand to pull back her jeans, Jack saw the same dark entrance to a now much scarier setting he had been in prior. Carly tucked Jack into the waistline of her underwear, finishing by patting him against her butt, then slowly closing her jeans back up.
The next few hours that went by felt like decades for Jack. For the most part, Carly didn't move much, so Jack could only remain steady against her ass, which was both very boring and irritating. On the occasion that she did move, Jack was pressed firmly into her cheek, forcefully rubbed around, and crushed. Carly was enjoying herself. This was the perfect opportunity to satisfy herself without any repercussions. Though this was very pleasurable in and of itself, the moment that Carly enjoyed most came when the time for bed rolled around.
When she had finally worn herself out, Carly raised up from her desk and stretched, which squeezed Jack against her butt. "Ah, what a great day," she spoke to herself. The girl walked over to her closet, then pulled out some pajama bottoms and a tank top. She threw off her shirt and replaced it with the tank top, then pulled off her jeans and threw her dirty laundry into her hamper. When Jack was finally able to see the light of day again, he was relieved. Surely Carly had finally come to her senses and was going to let Jack at least stretch. But his captor had a very different idea in mind. She carefully picked Jack up in her finger tips and brought him over to her face to speak with him one final time. "Well, I hope you've enjoyed your day, because it's time to go to bed," she smiled. Jack tried to speak, but couldn't form an understandable sentence with the rope in his mouth. Carly laughed. "I don't know what you're trying to say, but now I'm going to show you to where you'll be sleeping tonight." She once again brought Jack behind her. "Oh, she's going to tuck me in her waistline again? No problem," Jack thought. But instead of moving him to the top edge of her underwear, Carly's fingers were moving closer to the space between her butt cheeks.
"AGHHH!" Jack screamed. He couldn't do anything though. He knew exactly what Carly was doing and knew that his night was going to be one of the worst ones he's had in a long time. Maybe ever. Without any effort, Carly slid Jack in between her cheeks then felt him go deeper.. and deeper.. and deeper until he finally settled quite literally where the sun doesn't shine. Encased in utter darkness and with two enormous hills on either side of him squeezing him like nothing else could, Jack was helpless. What's worse was the temperature. It was very stuffy inside Carly's crack, and while it didn't necessarily smell terrible, the scent of sweat and oily skin didn't help anything. Jack ultimately knew he was stuck for the night when he felt Carly pull her pajama pants on, wiggling her butt while she did, which caused Jack to bump into both of her cheeks. A tear ran down his face. He was exhausted. He wished he could just be somewhere, anywhere, else. But that wouldn't happen for another several hours at least. With a goodnight tap to her ass, Carly smiled and hopped into bed. She had scored big time that night and expected many more like it to come. With these positive thoughts in mind, she drifted off to sleep in no time.
What happens next for Jack?
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