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"Relax," he said, "you'll be fine."He put a pillow under my ass and told me to bring my knees up and to spread them wide. I complied, at which point he climbed up on to the bed and liberally smeared k-y on his condom and his middle finger. He added a little more jelly to his finger then he ran his lubed finger around my asshole. After a few moments he pushed his finger inside. The coldness of his finger with lube felt very strange but not uncomfortable. The he stated to slowly push his finger in and out and to move it up and down and from side to side, trying to loosen me up for the main event. I think that I even began to enjoy it a little. "You sure are tight," he said, "but you'll make it." Then he withdrew his finger and climbed up on the bed till his face was directly over mine. "Are you ready?" I replied yes, at which point he placed my ankles on his shoulders and put the head of his prick at my rear entrance. Slowly, carefully, he began to push forward. I felt my sphincter. He might explode!” she half giggled, watching the two of them complete Cyndi’s dare.Cyndi had hugged more bare bodies, and pressed against more bare breasts than she could remember ever doing. The feeling was strangely exciting, if still a bit ... nerve wracking. Sitting back down, she absently rubbed her nipple with her arm as she considered her options.Looking at the naked Chuck, she shook her head, she wanted more of the other boys out in the open...”Enough of the one by one. I think we all get a turn to dare whomever we want, even the whole group. I am sure the boys would agree. They look ready to burst.”Not getting anything more than a few quizzical looks she continued, “Well, I have one for everyone...“One by one each of us will stand before the group, and we will vote who gets to try and get you off inside of two minutes. If that person succeeds, they can either put a piece of clothing back on, or ask an immediate bonus dare for the player of their choice.”Cheyenne looked at.
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