Chapter 10
by KinkyCreations
"Do you want to go any further?"
Yes, please!
"More..." Michelle exhales, still taking in the waves of pleasure her initial stretching sent through her. "Please."
Kelly smiled once more before walking to the wall, returning with several more toys, a little larger than before. This next set was a little more phallic in shape than the first set. With a couple odd ones Michelle couldn't initially make out.
Michelle stared back at the monitor anxiously. Ready to watch the first of the new set of toys. Instead Kelly went back to work with her fingers for a minute or two. Inserting a gel from on her fingers into Michelle's vagina once more. She felt the rubbing inside as it was applied to her G spot again. This time recognizing and feeling that it had slowly begun to become more sensitive since they'd started.
It took less then a minute for the feeling to completely dissipate once more, and Michelle felt herself edging an orgasm through most of it, slightly bucking her hips but failing to put enough pressure into it, in her relaxed state. She felt herself almost cry from the theft of release before everything calmed back down and Kelly's four fingers slipped out.
Four. Michelle hadn't noticed at first, but it suddenly occurred that Kelly had slipped in another finger at some point. She hasn't made it past the lowest knuckle on her hand, but she was close. Michelle suddenly longed to know what it felt like to have that hand all the way inside. It would be hard to hold out, but she wanted to experience at least that.
The dildo that suddenly appeared on her screen had a phallic head, but with a slightly pointed shape. Almost human in appearance, but not quite. The shaft was smooth and slowly thickened toward the base. Michelle wasn't going for depth today, but she could see this was a little longer than the last, maybe six inches in total. She watched as each thrust slowly went in another half an inch or so, back and forth until she could feel it stretching and hilted in her.
Except for the girth being a bit larger this would've been around average length had it been the real thing. For a quick second Michelle forgot she was only a woman by use of a pill, as she began day dreaming of taking a real one. Maybe she'd have to try it some day. But then she snapped out of it, Michelle wasn't female, and before this moment he'd never had any interest men at all. The thought still weirded him out, but his focus was once again pulled as the toy slid out of his womanhood and was followed up by yet another.
The next one was much closer to the final width of the previous. A much more realistic shaped penis head on the dildo this time through. Michelle focused perhaps a bit too much on it as this one went in. With the taper, like on the toys she'd previously delt with today, she definitely began to feel the stretch with this one.
Michelle watched, as Kelly slowly worked it in and out, that her pussy gripped this one a bit more. Pulling a little with each outward stroke, and pushing in with each thrust. There was slight horizontal ribbing about every inch, indicating a small step up in width, and as Kelly went in and out over these ridges she could see the shape under her stretched skin of her gripping vagina before the ridge would pop out, and then get **** back in. Her senses were dulled by the applied gel, but that didn't mean she felt nothing, and Michelle felt she was close to orgasm again, regardless. A warmth slowly filling her belly.
As Kelly hilted this one Michelle also noticed, for the first time, numbers molded into the base. 2.5" was easily clear to see along the side, and judging by the size, Michelle was sure that was diameter, but the girth. Kelly once again held it for at least a minute before slowly removing it, pulling at her vagina, as one by one the ridges popped out.
The next toy completely ditched the human shape however and went back to a tapered tip, but quickly worked back up to a width within the first two inches were it expanded to the complete diameter of the previous one before popping over the lip of the head. Kelly worked it in slowly, like before, but Michelle still let out a moan as her vagina made it over the first obstacles and sucked in the head.
Kelly stayed at that point for a few minutes, working in and out over the width of the head, Michelle feeling every pop over it as she watched her own vagina stretch, until it began going in and out smoothly. Kelly then began to work her way up the slowly widening shaft until she came to a small ball of rubber that Michelle immediately recognized as a knot. As a guy searching the internet for all manner of stretching porn, Michelle had seen her fair share of animal shaped dildos before, and the thought of taking the knot on this suddenly had her feeling more flushed than ever.
She watched as Kelly pushed the bulge up to her already stretched opening, and slowly press in. She would hold it for several seconds before releasing, but only for a moment, then pushing it back in. This back and forth work slowly, millimeter by millimeter began working it into Michelle's struggling pussy. Kelly stopped just before the apex, and held it there for what seemed like an eternity to Michelle. Letting the skin stretch and adjust to the girth of the knot before "pop!" Michelle slipped all the way over and quickly sucked the dildo to its base. 3" in clear letters on the side.
Michelle let it a muffled cry when it happened. A small shockwave of orgasm going through her muted nerves. She felt almost cheated if the feeling and experience it would've been raw, but at least the release helped her relax a little. Which Kelly seemed to be waiting for, before she began slowly pulling it back out.
Her pussy gripped the knot hard as it began it release. There were small veins molded through it that were clearly visible, pressed against her stretched vaginal lips. As it almost got halfway, Kelly again waited for what felt like several more minutes before finishing it, with another "pop." As it exited.
Michelle thought she was going to continue removing it, but once again slowly pushed it back in. "Pop." And back out. "Pop." Waiting a little at the apex, each time. Until, at some point, Michelle loosened up enough that her pussy started working it's way over the knot with less and less effort. Her tight lips continued to pull and stretch against it, but yielded much quicker with each attempt.
As the dildo slowly slid from her, easily getting back over the width of the head, she could see a very noticeable gape. If her body hadn't been so relaxed she would've most likely been breathing heavy in sexual pleasure as she watched her gaping vagina slightly open and close with her own breath. With the good lighting of the video she could start to see the pink of her vaginal walls within though the hole.
Michelle's trance was once again broken by a large intruder at her entrance. Glistening and covered in lube she recognized it as an egg plug.
Kelly easily got it in about a halfway to the apex before Michelle's pussy began to strain against it. She seemed to be taking this one even slower than before. She began instructing Michelle to occasionally push against it, like she was trying to push it out. Michelle wasn't sure how much of that she could do with her body as relaxed as it was, but she tried nonetheless. Tiny bit by tiny bit, for what seemed like nearly ten minute Kelly slowly worked it in. She could see her stretching lips growing red and gripping their best, as it was worked inside her.
And then, it was in! They hit the widest point and Michelle watched as her exhausted pussy slowly sucked it in the short distance to the base. Reading 3.2" as she stared in awe at the screen of what her body had just done.
"We're gonna let that one sit and stretch for a minute, while we let you relax." Kelly spoke up. Michelle could tell, by her voice that she has gotten a little tired with that one as well. Not realizing beforehand, but thinking it probably required quite a bit of work on her part to do a job like this.
"This is the end of the second set." She spoke again, having come around to face Michelle. "We can try going further today, if you'd like. However, my professional opinion is that you get some practice until you can more easily take this plug before moving on to the third stage."
Michelle thought about it. She wanted to stretch wider, but at the same time she'd seen enough horror stories on the internet when searching for porn to jerk off to, to know better than push things too far, too quick.
"We can keep going if you want, but I may stop if it looks like you'll be hurt."
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Updated on Jun 19, 2025
by Blood612
Created on May 15, 2015
by Noah_Peal
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