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Chapter 99 by vanillathunder vanillathunder

Is time for "Kylie's" private time to begin? Or is it interrupted?

"Kylie's" private time begins (Softer Version)

Kyle shut his eyes tightly as he expected the appendages to drag him through some restraining sequence like they had when he was given his “release”, but instead found that the only things the arms did was take his hair and tie it into a tight ponytail before releasing him back onto the floor in front of the mirror. Looking down, Kyle saw that the dildo had been affixed to the mirror and shuddered.

“While you were out, I downloaded research on the most efficient methods of fellatio. In accordance with your goals to find a boyfriend this summer, I will ensure that you can perform all tasks that may be necessary.” MARCI stated. “Please kneel down.”

“Please don’t make me do this, I’m not a girl!” Kyle shouted.

“Please kneel down, Mistress. If you do not, I will be **** to provide corrective assistance.” MARCI said.

All of Kyle’s body was telling him to rebel, telling him to fight the crazy computer, but experience had taught Kyle that it didn’t matter how hard he fought, how much he tried to explain, it wouldn’t make a lick of difference. But a small part of him wondered what it would be like. A very, very small part, mind you, because no matter what MARCI did to him, Kyle was still a boy, a man! Unfortunately, MARCI took his inaction as insubordination and acted accordingly.

“Corrective action sequence activated.” MARCI stated as the high-pitched whining began once more and MARCI’s appendages flew from the wall to grab Kyle’s arms and legs.

Kyle doubled over, clutching his head with both hands when the appendages grabbed him and repositioned his body into a kneeling pose, and took his hands away from his head and placed them onto the dildo, but didn’t release them, he was back to that strange, not restrained, but restricted situation that he’d been in the past two days during his “daily orgasms”.

“Once you have begun the process to engage in fellatio, you must ensure that your partner is properly prepared. For this, you may use your hands to stroke the head and shaft.” MARCI said.

Great, the computer wasn’t just about blowjobs, it was also giving him a crash course in handjobs as well! When Kyle didn’t immediately start moving his hands, he felt a light shock that caused him to clench his fists around the dildo and the appendages began moving his hands up and down the shaft. Kyle winced as MARCI brought another appendage down and his hands were taken off the dildo momentarily so MARCI could squeeze some liquid onto them, before resuming the stroking. Kyle could tell from the feeling that it was lube, and Kyle tried to relax his hands but every time he did the shocks **** him to clench again. The experience went on for several minutes, taking Darla’s “really savor the experience” tip literally, but eventually the appendages began to slow down, which Kyle realized was the calm before the storm.

“Please, MARCI, don’t do this…” Kyle pleaded, staring down the head of the dildo.

Kyle's discomfort came from both the **** nature of this, but also from the part of him that was excited. He felt a light stirring in his panties, obviously there was nothing exposed to stand up, but Kyle imagined this was some Pavlovian response thanks to his previous experiences with artificial stimulation. Kyle shut his eyes and tried to just focus on the movements of his hands to take his mind off of the situation. It was easier, better, if he didn't think about it. It's just a dildo after all, it's not the real thing and there was nothing to be ashamed of, he was **** into this.

“When you’re ready to move on and your partner is properly lubricated, then you can begin fellatio. You may begin.” MARCI stated.

Kyle opened his eyes and swallowed hard. The curiosity was there, while he'd had it in his mouth for only a few moments at Melissa's, and the few terse licks were one thing, but to suck it, to let it fill his mouth, that would be tantamount to letting MARCI win, to accept that he was being turned into a woman. But if he'd had ****, if MARCI was forcing him to do it, using her "corrective action" to **** him, then there was nothing he could do, was there? He'd just have to do it, get it over with and move on with his life! He didn't have to like it, but he just had to endure it.

Kyle leaned forward and opened his mouth slightly, trying to wrap his lips around the pink object, but MARCI was overzealous and used an appendage to **** Kyle's head forward into the dildo.

“Mmph!” Kyle tried to use his hands, still wrapped around the end of the dildo, to **** his head back, and took a deep breath through his nose.

Pulling his head back, there was an audible 'pop!' as the dildo exited Kyle's mouth. MARCI's appendages remained still, and Kyle leaned forward again, wrapping his lips around the dildo and started bobbing up and down, MARCI's appendages moving his hands up and down the shaft while he did. Kyle had seen enough porn to know what to do, although he never imagined he'd be on this side of the blowjob.

MARCI, to her credit, had done copious amounts of research into fellatio and what were typical situations. As a computer, MARCI had no emotions, but knew that displays such as oral sex were heavily involved with emotions, and knew that it was done to forge an emotional connection as well as sexual. While her mistress had many suitors, Greg was the only one thus far who she seemed interested in, which must mean something. And thanks to the tips from Darla, Robin and Melissa, MARCI had some hands-on experience in addition to the clinical research to base her training methods on. Knowing that this practice was for Kylie’s upcoming date with Greg, MARCI took some initiative and uploaded the recently received selfie from Greg to the mirror, placing the picture in the proper place, and adding in some of the voice samples of Greg that it had fabricated for Kylie’s morning routine.

“Oh, Kylie, you feel so good!” Greg’s voice rang out.

And there was Greg again, MARCI was using his image and voice to manipulate Kyle, and that must have been why he felt that stirring, MARCI had used Greg's image and voice during their earlier session. Ignoring of course that the stirring started before the image of Greg showed up.

Kyle continued bobbing his head up and down, fighting his gag reflex to take more and more of the dildo while stroking the shaft with his hands. After all, it's what MARCI wants, right? Kyle rolled his eyes as he realized that Darla had been right, his nails did indeed look gorgeous wrapped around the dildo. Kyle also neglected to realize that MARCI had released his wrists from the restraints, and yet he continued jerking the dildo off.

MARCI was fully satisfied with Kylie's performance thus far, it was a little shaky at first, but she was getting into it now and the longer it went on, the better Kylie was getting. MARCI also knew that recipients of oral sex, particularly male partners receiving it from female partners, often responded to this activity by holding onto ponytails or the back of the female’s head, obviously on an attempt to connect with the partner, as human touch displays fondness and affection. In keeping with that, MARCI moved an appendage to grip onto the ponytail as Kyle continued.

“Good girl, Kylie.” the Greg voice said in a reassuring tone.

Kyle, getting lost in the experience, hardly even noticed when he unconsciously moved one hand from the dildo to his crotch, reaching into his panties and digging around. He didn't know the first thing about masturbating in his current state, but it felt like the thing to do at the time. Noticing what her mistress was doing, and noticing that she was doing it wrong, MARCI sent an appendage out to subtly correct Kylie's hand for optimal pleasure.

While the dildo would never reach climax, because it was just a hunk of silicone, Kyle began to moan as he started bringing himself to orgasm, while continuing to suck on the dildo, not realizing that all of MARCI's appendages had receded, meaning that the one in charge of the entire operation was Kyle himself, and he could stop whenever he wanted.

And stop he did, once he brought himself to orgasm and realized that he was no longer under duress. Shamefully, Kyle swallowed as he realized how much he'd enjoyed it. He wasn't supposed to enjoy it, he knew that, but MARCI had done something to him, no one could have resisted it, not after the week he's had. Kyle was silent as he tried to square away all the conflicting thoughts running through his head. MARCI took care of her mistress, running him through a quick shower to clean off the lube and sweat, along with a good teeth brushing, not that there was anything in his mouth apart from the taste of lubed silicone, and redressed him in a fresh bra and panties, then a pair of hot pink yoga pants and a pink lace camisole, before placing him back onto the bed. The spa trip had taken most of the morning and hanging out with the girls until mid-afternoon. After the training it was just about sunset.

“Feel free to utilize your evening, Mistress.” MARCI stated as Kyle sat blankly on the bed and stared into space.

(Author's Note: A comment remarked on the fact that the way I wrote the original version of this chapter made it traumatic for Kyle, and while I stand by that chapter, it got me thinking of another way I might have approached this chapter and I decided to re-write it to reflect that. I'll probably still be continuing on from the initial one, but enjoy this alternate take on the chapter anyway, one where Kyle finds himself enjoying the training session)

What happens next?

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