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”Josh’s mom always loved showing off her cleavage. The way she dressed, her boobs seemed ready to pop out of her clothes at any given moment. Josh had often hoped that they would. What he would have given...What? No. He would never titty fuck his own mom. Well, at least not in front of this guy. Josh felt a wave of embarrassment as an image of his cock buried in all that boobage briefly popped into his head.Josh knew he should be paying attention to the roads they were taking, but he instead found himself watching a large drop of cum as it slowly dripped from his mom’s right nipple. Without thinking, he reached down and touched his finger to it. As he pulled it back, a slimy string formed between the nipple and his finger.“Gross”, Josh whispered before wiping the scum onto his mom’s shirt. He immediately felt bad for using the torn fabric and not his own. “Sorry, Mom.”Blacktop eventually turned to gravel and gravel turned to dirt. A path surrounded on both sides by tall weeds finally. Their connection and friendship centred on a mutual love of bondage, torture, humiliation, degradation, and the most extreme fantasies of severe sadism and masochism. Over time and over regular bottles of popular, inexpensive wine, the freak had begun to challenge Dee to carry out some of the twosome's ideas - on him. Their conversations both online and in person began to be dominated by banter and probing. The freak would say that Dee would never have the nerve and cruelty to do some of the things she fantasised about doing to a man. Dee would counter that the freak had no idea how readily she would do so, and that it was he who would 'chicken out' if push came to shove. Dee had constantly wondered; Would he let her do these things? Should she call his bluff? Or would she expose herself to him as deranged? Would he pull up in shock and say 'I was never serious... How could you have been??' Now, with hindsight, she knew that he had been wondering just the same. Had also been pushing.
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