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Chapter 104
by
vanillathunder
Does anything happen during the night? Or do the girls show up the next day to get Kylie ready for her second date with Greg?
During the night
While Kyle slept, in a gorgeous short pink teddy, MARCI’s systems continued to construct mild subliminal tracks in order to aid “Kylie” into getting more comfortable in certain situations. After all, as MARCI had established, Kylie’s biggest enemy was herself, sabotaging situations, perhaps out of fear or nervousness. And with her second date with Greg coming up the following evening, MARCI had to ensure that Kylie would fulfill all of the tasks she’d need to in order to make the date perfect.
In fact, over the past few days, MARCI had been working extremely hard in all aspects of her duties, having also taken charge of Kylie’s social media accounts and posting images that she acquired whenever Kylie used her phone. She’d have normally left that to Kylie herself, but she’d been slacking, and in order to build a proper presence on those websites, consistency was key! Besides, her algorithms could predict what Kylie would say in a caption with 97% accuracy.
MARCI was also concerned about Kylie’s habit of rebuffing everything that the artificial intelligence had done to aid her in completing her goals. The current methods of corrective action worked, but MARCI wondered if there was more she could do to ensure Kylie’s cooperation. Having been a mainstay in the Gladstone household for much of Sami and Amy’s childhoods, MARCI was well-versed in multiple techniques of discipline, perhaps some of those methods might come in handy?
In his dreams, Kyle found himself sitting across from Chrissie. From the look of things, it looked like he was back at Le Chez Minuit, although a glance down at his hands showed the nails short and bare. A feeling itched at the back of his mind making him feel uneasy, but he couldn’t remember why. Chrissie was wearing the same dress that Kylie had worn to the restaurant, but Kyle didn’t immediately pick up on that. All he cared about was that he’d somehow won Chrissie away from Sam.
“You look gorgeous,” Kyle started, as he reached out to grab Chrissie’s hand.
“OMG, same girl! Greg is gonna love that dress!” Chrissie exclaimed.
“Huh?” Kyle looked back down at his hands to see his hands were dainty and manicured once again.
Pushing his chair back, he looked down to see breasts blocking his view and a tight, low-cut black dress on his body. He could feel the sensation of stockings covering his legs and the tightness of the heels on his feet.
His eyes darted back up to Chrissie, but she’d vanished! Replaced by Greg, of course. And so had the entire room, now they were in Kyle’s bedroom, and Kyle was standing before Greg, who was sitting on the bed. Greg’s eyes glanced down towards the floor and Kyle knew what he was expecting. But he had to stay strong, only MARCI’s arms emerged from the walls to drag Kyle down into a kneeling position and grab his wrists, forcing them ever closer towards Greg’s zipper, bulging from what lay behind it. Kyle couldn’t do this, it was wrong, wasn’t it? But Kylie was supposed to want it, right? Where had that feeling come from? Thankfully, before anything happened, suddenly…
Kyle woke up!
Do the girls show up to get "Kylie" ready for her date? Or does Kyle have some time to himself?
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The Chronicles of Miss-chief
An anthology featuring stories about gender bending adventures!
An anthology featuring stories about gender bending adventures!
Updated on Jul 25, 2025
by BHCP2
Created on Feb 21, 2020
by vanillathunder
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