As Kelly walked out of the classroom, she briefly considered telling her friends about her new little butt toy. The idea of playing with him along with some other girls sounded fun, but she decided she had all semester to share her new little toy with her friends. And besides, Kelly didn't think he should have access to anyone else's butt but her own until he knew every last freckle and dimple on her ass.
Tony could do nothing but bounce along as Kelly sauntered out of the classroom, now trapped against her ass cheek instead of between her glutes. This was a different kind of pain entirely than what he had experienced on the way to class. Rather than having two massive butt cheeks pushing in on him, he was now experiencing what it was liked to be stretched, splayed out as he was against his new owner's cheek. The tight fabric of her shorts compressed him into her flesh, while her bouncing cheeks tried to push and pull him in every direction imaginable. It was almost enough to make Tony miss the consistency of being sat on.
Finally, Kelly arrived back at her apartment, already giddy at the thought of having free reign to do whatever she wanted with Tony. As she soon as she pulled the little man out of her pants, he was laying in her palm, gasping for fresh air. "Looks like my booty really took your breath away huh Tony?" She couldn't help but laugh at her dumb little joke, seemingly indifferent to the clearly exhausted boy sprawled on her hand.
"Don't EVER do that again!" Tony said, trying to yell but too out of breath to do so.
"What do you mean Tony? You made class way more fun! You're going back in my butt for tomorrow's classes too. I was super annoyed that I had to schedule a 7:30 AM class this semester, but I bet having you squirm around in there will wake me up." Kelly said, any reluctance to get up early replaced with excitement to once again be secretly dominating her tiny little freshman in public.
"I don't want to go back in your butt Kelly! It's awful in there!" Tony yelled back, hating his situation more with every word Kelly said.
"You mean you don't like snuggling up with my bootiful butt?" Kelly said, a hurt look on her face. Tony was having a hard time telling if this was just an elaborate act as part of her tormenting him, or if she really was just insane enough to think he'd enjoy being her butt toy.
"Of course I don't! Being back there feels like I'm drowning in ass fat!" Tony shouted. He immediately regretted his use of the word "fat", worried he may hay have made Kelly angry.
"Oh I see..." Kelly said, looking away from Jack towards the mirror hanging on her wall. "I suppose my butt has gotten a little soft over the summer. Fortunately, now I have a little workout buddy to help me out."
Before Tony could fully process what Kelly was planning, the blonde beauty had already snatched him up in her hand and stuffed him back down into her shorts, his tiny body clenched in her fist. She used a single finger to push her panties aside, exposing the endless abyss that was her butt crack. With that thin barrier out of the way, the rest of her mighty fingers unfurled, effortlessly pushing him between her cheeks for the third time that day. As her hand withdrew, he could not shake the feeling that he was once more being abandoned in hell, though he never imagined his version of hell would take the form a giant co-ed's rear end. All was still for a moment as he laid entombed in darkness, until Kelly suddenly sprang into action.
"Since you're going to be my butt toy from now on, I figured the least I could do is work on getting my glutes nice and tight to make sure your new home is perfect for you." Kelly explained, already in the midst of a deep knee bend as she began her first squat. She could feel her panties slipping deep between her spreading cheeks as she lowered her ass towards the ground. "Besides, a few squats never hurt anyone, right?"
Wrong. As his cruel captress squatted, Tony found himself being pulled deep into her crack by her accompanying wedgie. But that wasn't the bad part. The bad part was when she stood back up to her full height, allowing her cheeks to clamp together hard around the tiny freshman. Tony screamed as the fleshy hills became walls of concrete as her muscles tightened around him like a vice. Every ounce of air was squeezed out of his lungs by the powerful clenching of her cheeks, only for them to suddenly release just when he was on the verge of being strangled into unconsciousness. Of course, each release just meant another squat, drawing him yet deeper into her butt, and making the subsequent clench that much more painful, considering the deeper Tony got into her ass, the closer her cheeks were to each other. Not only that, but there was a great fear looming over Tony's head. The fear that if he got pulled in too deep, he'd encounter what he'd been dreading since first slipping between Kelly's cheeks: her asshole.
Meanwhile, Kelly was enjoying her "workout", her mind entirely focused on Tony's position between her cheeks. The wedgie was a bit annoying, but knowing that it was driving Tony deeper into her ass was so satisfying that she didn't even care. All she wanted was to drag him deeper into her butt, to completely claim as the property of her ass.
What happened?
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