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His muscles tried to push the toy out but it was not going anywhere. She kept stroking him with one hand and caressing his lower back and ass cheeks with the other, waiting for him to get used to the intruder in his rear opening. Slowly but surely the pain started to subside and he could feel the pleasure take its place. Every part of his body was suddenly a lot more sensitive and the feel of her stroking him was electric. Despite being in pain moments earlier, now he felt like he needed to cum, and cum hard. He could not describe what exactly was happening but it was incredible and oh so good- just like Maddie told him it would be. He began moving his hips to meet her hand, wanting it faster and harder, and each time he thrust, his muscles would contract around the toy and make him feel even better. "That's right Connor," she encouraged him. "Doesn’t that feel like heaven?" It didn’t feel like heaven though, it felt like a fire ball was inside him, it felt as though he was peeing. ” “Two roast beef sandwiches with all the fixings. Some chips, bottled water, and sodas. Regular or diet?” “Um… diet,” said Hailey. “One regular, one diet.” “I’ll get right on it,” said Ms. McDermott. “Great, shall we go shopping?” asked Rick. “Sure.” Rick took Hailey to a series of shops and they picked out a nice backpack with the resort’s logo on it. Hailey figured she could give it to Tim to use for school when she returned from her vacation. When she reached the counter to pay, the salesgirl smiled and said, “The gentleman already paid for it.” “Oh no!” “It’s a gift to make up for making you think I ditched you.” Hailey blushed. “You don’t need to.” “I know, I want to. Now, you need to change as I’m sure you’re not wearing your bathing suit under your clothes, so let’s meet back here in say half an hour.” “Okay.” Hailey caught a ride back to her bungalow and quickly changed her clothes, putting on her bathing suit and matching shorts. She traded the tank top for a t-shirt since.
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