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This wasn’t going to be a one night stand, like the times he had before. Those had been cheap, tawdry affairs, lacking in meaning or importance. This had to be different. She was a bit younger than him; sure, she was mature for her age, but it still felt a bit off, somehow. He wondered what his parents would think; after all he would need there help for any of this plan, and he hadn’t called them yet to talk about it. He couldn’t do this from the train; he’d need to call from Chicago Union Station.He wanted to make sure he was playing this by some kind of rule book. So far he hadn’t committed a crime. Tiny may have. But he didn’t. He didn’t take her into his room. He didn’t ask her to come to his room. He didn’t ask her to take her clothes off. If things went wrong, and there was a chance they would, it would be better if they couldn’t use this crime, at least, to keep them apart. He didn’t want to be in a position to have justice perverted against them and used to make him look like. Wiping some Astroglide on the larger butt plug, which was shaped much like a smooth Christmas tree on a stand, he started twisting it into Jessica's asshole. She could feel it was going to stretch her much wider than the first one! Bones worked the first third into her distending anus as Jessica felt her body being invaded by two large tubes at the same time. Bones started a subtle movement of his hips, so that his cock was slipping in and out of her vulnerable pussy, kept exciting her nerves throughout her body. With each insertion, his groin was driving the butt plug further into her butt. Jessica was ecstatic with the feelings in her vaginal canal, but uncertain about being plugged and stretched in her ass. Bones upped the tempo and was starting to pound the head of his cock towards the depths of her birth canal, and this was pushing the plug so that the widest part was trying slip into her rectum. Jessica was unprepared for the monstrous sensations these two bludgeons were.
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