High on the experience, he mustered his remaining energy to get up and chase down Kaley to recreate the scenario. Kaley had gone to sit down in the hotel lobby, idly tapping her shoes as she waited for her Uber. Even though this was but a few steps for her. Jack spent about 5 minutes chasing her down, before finally reaching her familiar heels.
He waited for when she had lifted her heels, before sliding under them. Just seeing the heels had caused his member to grow, and being flattened by them felt amazing, with Jack coming a few more times.
Once again, Kaley felt something under her heels. Assuming at this point it was stuck to her shoe, she decided to just scrape it off with her other heel.
The sheer pressure and friction Jack felt between the 2 heels was unmatched. He was quickly disposed of, forced back onto the ground, and she even kicks him further away, hard.
Soaring through the air, Jack prepared for a painful landing, but instead was greeted with a soft landing into a start piece of gum. Just then, he realized he had another problem. He couldn’t get out. Stuck in the gum, Jack tried everything to get out, but to no avail, and at 5:30, hardly anyone was in the hotel.
After 2 hours of frustrated attempts to escape, Jack heard a procession coming. A dozen of businesswomen, all wearing pumps and stockings, chatting about stocks and bonds as they head towards him. It was Olivia and her colleagues!
A pair of red heels crashed onto Jack. Olivia’s friend, Beatrice, had accidentally stepped into the gum. And as much as being squashed under heels was enjoyable for jack, he was getting quite hungry and wanted to go get some food. However, he was now stuck to Beatrice’s sole.
Walking through concrete floor for the next few hours, while the women enjoyed the mall, Jack enjoyed the endless crushing he endured under Beatrice’s red heels. She had this habit of standing on the toe of her heels and grinding down, which was perfect, as that was where Jack was. Having never done it before, receiving so many shoe jobs in one day felt amazing, as he came for probably the 30th time today.
However, his hunger was getting to him. He couldn’t even eat the gum, as his back was to the gum, and his face and mouth pointed directly at the cold brown shoe bottoms of Beatrice. After another hour or so, he passed out from the hunger.
When he came to, loud music was blaring and Beatrice was jumping. They had gone to a club and were dancing, and it was the combination of loud music and forceful impacts that brought Jack back awake.
He noticed that he was now at the edge of the gum, probably able to escape it, and pushing with all his might, he flies out. Looking around, he sees the exit, but also a table of refreshments in the party. He’s torn between which to go to for food.
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