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Chapter 10
by KinkyCreations
"How big are we going?"
Depends. How big do you want?
Michelle watched Kelly skip a lot of the medium stuff and go straight to the middle of shelf. She wouldn't have considered some of the things Kelly picked up, but felt her insides twist in excitement.
"Let's go as far as we can." Michelle finally responded to get earlier question. "Don't stop until it gets dangerous."
Kelly's face lit up in an evil grin. "Your my kind of girl. I like the way you think."
As she returned to Michelle's plugged ass she organized her toys once more, undid the startup and slowly pulled out the rippled plug. Michelle breathed heavy as she admired her slightly gaping hole, and Kelly immediately picked up on it.
"Oh, don't worry. You'll see much more than that when we're done with you."
She looked down at the pile of steadily growing plugs in front of her and required the next one.
"How big was that one?" Michelle asked of the previous plug.
"Two and a half inches in diameter." Kelly responded.
"How big are we shooting for?"
Kelly looked at the egg plug at the end of her new lineup. "A little under four."
Kelly began working the first plug in. A little shocked they were already up to this side. Almost every beginner she'd worked with would have struggled to get that rippled plug in on their first visit. And here she was, hardly any time into the session and already going bigger. 'This Michelle definitely has potential.' Kelly thought to herself. Her eyes glanced at some of the huge dildos at the far end of the shelf. 'I hope she comes back again.'
Michelle gasped as she hilted the next plug. It was at this point she finally noticed the numbers that were molded into the base. 2.8"
It may not have seemed like much to the uninitiated, but even small tenths of diameter see surprisingly big jumps in size overall.
Kelly held the plug deep in her for a few more minutes, and then began pumping it in and out, like the others that came before, until it moved smoothly.
3.0"... Then 3.2"... Then 3.4"
Michelle was letting out little weak moans with each step up. And gasped as she witnessed her ass hole stretch wider and wider. After several minutes of pumping the 3.4" plug Kelly spoke up again.
"Wanna see something neat?"
"Umm... Okay... Go for it..." Michelle spoke between breaths.
Kelly then brought her latex gloves up to Michelle's gape and slowly began to slip in fingers. Michelle counted them all, then Kelly made a cone of her hand and slipped the hole thing in.
Kelly then balled up her fist and slowly removed it, the skin of Michelle's ass, gripping it tightly as she did. Pop! Michelle twitched a little as it happened, feeling the pressure. Then, without stopping, Kelly returned her fist and slowly began pushing it back in. Michelle's relaxed and ravaged sphincter stood no chance, and before long Kelly was pumping her fist easily in and out.
Michelle knew her body couldn't feel much of it, but she still experienced a small orgasm as Kelly reached her peak.
"Sorry. I couldn't help myself. Your ass just looks so hungry."
Kelly worked around her rim deftly, reaching fingers from both hands in and gaping Michelle's ass as wide as she could.
"It's so big!" Michelle said, in shock, "I can see everything!" She peered deep into the pink fleshy depths longingly. "It's so hungry."
As if Kelly was waiting for those words she stopped and grabbed the plug next to her. It was egg shaped, with a base only slightly less girthy than the full width, reading 4.2". She brought the large toy to bear, adding a little more lube as she did, and began working it in.
No among of relaxation would keep Michelle from feeling the pressure it brought, and it sent little shockwaves each time she felt her ass stretch against the intruding mass. Michelle began moaning in show rhythm with Kelly's pushing.
'More. More. More!' Michelle's mind kept screaming. She wanted it all inside her, and the necessarily slow pace of the stretching was maddening. Every little bit continued to tease and mock her desires, but she watched intently as Kelly's pumping slowly worked it towards that apex of pleasure.
"Oooohhhh!" Michelle moaned out loudly as one final push sent it past her sphincter and sucked the massive egg deep within her. She could feel the pressure everywhere below, as it rubbed from tail bone to vagina, filling her ass so completely.
Kelly stood up, letting the plug sit inside and walked around to where Michelle could see her.
"That's as far as I feel comfortable pushing you today."
Michelle let out an exhale and a pout. This all seemed like it was over so soon.
Kelly then lifted a straw to her mouth.
"Don't look so sad, we still get to have a little fun. What's the point of stretching an ass like yours if we don't get to test it out."
Kelly gave her a wink and went back around behind her.
Michelle wasn't sure what was in the drink, but she could feel it quickly start coursing through her, and as it did her body began to tingle as feeling quickly began rushing back into everything.
"Mmmmnnngggggaaaa!" Michelle shouted in pleasure as Kelly suddenly removed the huge plug. The **** shot through her like a shockwave, and she gazed back into the monitor at the gaping hole that was once her virgin ass. As if her pussy knew exactly what was going on, she felt it heat up, and she was surprised when she was able to move a hand down to the folds over her clit and began rubbing.
Kelly could see what was happening and knew she needed no further invitation as she began working her hands around Michelle's cavern. Pulling and stretching and pushing in and then balling up her fist as big as she could before pulling it out.
Michelle grabbed one of her breasts with her other hand and began massaging it and tweaking her nipple before pulling it up her mouth and beginning to suck on it. Her list was working overtime now and she found now problems slipping a finger or two inside of herself, and begin her finger fucking.
Kelly kept diving first after fist into Michelle's ass, then began twisting one hand around the other and moving in and out, and before long Michelle watched her pump both of those beautiful latex covered hands deep inside of her, stretching her further as Kelly double fisted her cavern.
Michelle had felt close to orgasm when the double fisting started, but the quick increase in pressure seemed to block it, and start the build up within her. She stopped sucking her tits as she moved her second hand down to rub her clit, while she slid a third finger into her womanhood. She began letting out cries and moans as she pushed, furiously. Pumping in and out, looking for that release.
And Kelly wasn't slowing down either. Both hands were locked together and pumped and pumped, ravaging the swollen stretched ass hole in front of her, as she pushed Michelle to her breaking point.
"Oooh... Mnnnnnnn!!! .... I'm..... I'm cuuuuu... I'M CUUUUUUUUUUUUUUUU!!!!" Michelle screamed ecstaticly! She began squirting hard as her entire body tensed and tightened and shook as Kelly was determined to keep going until she rung out every bit of orgasm from Michelle.
"NNNNGGGAAAAAAA!!!" Michelle moaned again, but by a second wave. Kelly continuing to pump.
Michelle was in bliss. She hadn't realized pleasure like this was possible. And it kept flowing over her, like she was caught in the tides.
"FUUUUUUUUUUUUUUUUCK!" She let out one final cry as her virgin went white, and her body spasmed uncontrollably. She breathed heavy and rode wave after wave of pleasure as they crashed over her.
Kelly had finally finished and pulled her hands out, Michelle barely catching a glimpse of her massively gaping ass before the pleasure finally overtook her and she passed out.
Michelle woke the next morning in her hotel room at the Vanilla Alternative wondering if the previous night had been a dream.
It didn't take long to realize it definitely wasn't a dream as she felt something tight against the inside of her ass. Every movement rubbed her everything inside and she was almost immediately turned on.
Almost instinctively she began to head straight to the bathroom, but stopped when she saw the note on her bedside table.
"You missed seeing you're gloriously gaping hole, so I left you with a little present. I hope you enjoy it.
Hope to see you again soon
-Kelly
P.S. 4.5 inches"
Michelle excitedly shuffled to the bathroom. She was going to be fully awake for this one.
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Updated on Jun 22, 2025
by Blood612
Created on May 15, 2015
by Noah_Peal
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