The Babysitter's Helper - Part 2 (Patreon)

"All right, young lady, it's time for bed," Cheshire chanted. It was only once she'd said it, and the girl began to strip out of her daytime clothes, that she began to see a potential problem, in that Isla had not actually gotten ready... She hadn't brushed her teeth, or used the bathroom, or done anything, really, other than, right now, changing her clothes.

Cheshire probably could have talked her through it, while she was in a trance, but from what she'd read, it was better to stick with simpler commands, and only a couple, or else you'd run the risk of your subject snapping out of it. Besides, she could always brush her teeth in the morning.

The other problem... That was something else entirely. She had no idea how good her mental grasp on this girl was, so she wasn't sure she really dared push it any further than she needed to. Luckily, after a moment, she came up with another solution, one she found quite amusing. "Hold on right there," she told Isla, who had managed to undress herself. "I'll get your PJs for you."

She grabbed a shirt from a pajama set in the girl's dresser, handed it to her to put on, then made a quick detour into Isla's brother, Joel's, room. Cheshire babysat for him as well, from time to time, although today, he had a ball game to play in a couple cities over that Isla hadn't wanted to go to with her parents.... Cheshire was quite aware, however, from the times he was here, that he tended to have a little nighttime problem, and how their parents dealt with that.

"And these," Cheshire smiled as she came back to Isla's room, holding up a pair of her younger brother's Goodnites. "These are also part of your pajamas, so put them on, too!"

She half expected Isla to say no, but she obediently took the childish things and slid them up her legs. Cheshire couldn't help giggling as she looked at the girl, standing there with her pajama shirt, covered in glitter and rainbows, and boy's Goodnite, very visible underneath, decorated with Spider-Man. She could have let Isla put on the matching shorts that went with that shirt, to cover up the bedwetter pants... 

Instead, she chuckled, "Don't be afraid to use those," before clipping the pacifier's leash to the girl's shirt, a way to complete the hypnosis, and strengthen it. She could see a hint of defiance appear in Isla's eyes, though it was replaced almost instantly by sleepiness, as she nearly fell into bed, curling up and drifting off, just like Cheshire had told her.

Cheshire slipped out of the room, proud of a job well done. That had gone even better than she could have hoped... It was definitely going to make her job much, much easier from now on...