.we hearda car drive up and we quick ran into his room to get changed before hisparents came up to see where we were!When we went to bed we started ta...king about our night. Michael said Ilooked really good, and that we should try to go out like that onenight. We were going to try something-to go out on dates, one of usdressed up so it would look normal when we were out. And we would taketurns. And that's where we were tonight, Diary. Not a real date yet, but wewanted to do a trial run, LOL. We. “I want to watch you put it in your man pussy.” Mortified beyond belief, Michael lubed the plug, and turned his back to his Mistress. Bending over to make its entry less disagreeable, he pressed it against his hole and began to push into his ass. At first, its entry was not unpleasant, but as the plug stretched his anal muscles, its painful progress slowed.“Get it in there or I will do it for you. It won’t be pleasant.” Holding his breath and gritting his teeth, Michael shoved it in, and sighed. More

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