Jack was especially hesitant to decide now, since Jessica started getting aggressive. But he didn't want to anger her any more than she was already, so Jack forced himself to answer.
"I-I'm sure your pocket would be a good place for me to be" he offered. Jessica rolled her eyes. "That's not very exciting. I thought you would have been more energetic about this, Jack". "W-well, I just want to make sure that I-I'm not injured is all" Jack weakly responded. Jessica chuckled. "Do you honestly think I would intentionally harm someone as cute as little you?". Jack was still concerned. Jessica never addressed the unintentional side of things.
"Probably not, but what if you accidentally hurt me? That's more likely to happen". Jessica sighed and just gave up. She had managed to coerce him in to coming with her, so she might as well just take what she got. "Okay, fine. Hop in then, and we can get going" Jessica muttered. But before she opened her pocket, she remembered that her other pocket had a hole in it, and if she put Jack in that one, he might "accidentally" fall into her jeans and get stuck. That would sure liven things up.
"Actually, why don't you hop in this pocket? There's a lot less clutter" Jessica suggested as she shifted her right pocket to Jack. "Okay, whatever". Jack hopped in, and Jessica's sly grin crept across her face once again. Walking along the sidewalk, she'll "trip" and jostle Jack into her jeans. Then she'll be able to make it look like he wanted to go there, and she'll get to have some fun with a miniature person after all.
Jessica got going soon after, and exited the school. Instead of taking a left and walking along the road that led back to Jack's house, though, she went straight ahead on the crosswalk which led over to her house.
In Jessica's pocket, Jack got comfortable. "This actually isn't as bad as I thought it would be" Jack muttered to himself. He did notice something that might be of some trouble, though, and that was the rip in the back of the pocket which gave Jack a view of Jessica's black silk panties. "Definitely don't want to end up in there," he thought, "she'll think that I went in there intentionally, then I'll be in a whole load of a mess". While Jack was thinking about the opening in the back of the pocket, he wasn't paying attention to the sudden change in walking route. Outside, Jessica was briskly moving along her street, only a few more minutes away from her house.
That's when she decided to go for it. Jessica noticed a pretty significant elevation change in the sidewalk, and pretended to fall. "Shit!" she yelled. The intense motion tossed Jack around the pocket like a rag doll. In his final round of movement, Jack started to head to that ominous hole in the back of the pocket, just as Jessica had wanted him to.
But does he slip in the hole and crash against Jessica's sensitive area? Or does he managed to stop himself before whatever catastrophe lay ahead?