“Eww, a bug”, Kaley says out loud to nobody in particular “they don’t pay me enough for this kinda shit”.
“Wait, wait!“ pleaded Jack “I’m not a bug! I’m a human!”
But she could not hear him. She began twisting her heel on him, causing excruciating pain on Jack as she grinds him out like a cigarette. Jack was utterly powerless, being unable to even control which direction he was being twisted in.
As she continued to grate him down under her heel, Jack began more understanding the heel. Having been under it for close to half an hour by now, he began to really appreciate the texture of the sole he was being tortured under. The cold hard shoe bottom that was perceived as smooth was no longer so, with Jack feeling indents and bumps on the heel. He could use this to enter the indents to lower the pressure on his body and avoid bumps that were both more painful and more dirty.
In fact, this type of deep understanding eventually culminated into something else. Jack had recently become a teenager, and as such has had very confused emotions. Of course, living in a fancy hotel’s lobby, all he ever saw at eye level were pairs of high heels. When he thought about his relationship with Kaley and how much power she had, he felt a sensation his pants. It began growing and growing, until the twisting shoe began being able to move it around the place.
Kaley was quite an attractive woman, and she was always well dressed, especially with her pumps. Within just 3 minutes, Jack finished. This was Jack’s first time, and it felt very novel. After a few more minutes, she stopped twisting, and went back to the taps. Just seeing the shoe bottom and feeling it press against him began to feel good, and after another hour, he had released another 7. The bottom of her sole above his groin was now noticeably a different color from the rest of the shoe underside.
“Finally, closing time”, Kaley thought to herself. As she gathered her belongings to leave, she shuffled around her desk. At that exact moment, Jack had just finished his 9th unloading, and as he began spraying, Katey stepped on him one more time, completely draining him, like rolling a tube of paint to get it all out. With a slight unintended twist, Jack was completely emptied, climaxing for close to 5 minutes. As Jack heard Kaley’s heels clicking and clacking away, causing him to grow downstairs, Jack suddenly realized the true extent of how much pain he was in.
While Kaley was actually quite light, for Jack, she felt like a skyscraper. A skyscraper that keeps stepping on you over and over and grinds you into the ground. His body was filled with tread marks and many many imprints of the logo on Kaley’s tread. Jack wanted to get up, probably to try to follow Kaley, but it was very difficult for him
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