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As he was groaning from pleasure I applied a generous amount to my anal opening. I moved to the bed and laid on my side, as he crouched down behind me I said 'enter me me slowly and give me time to adjust, that way we both will enjoy this.' 'I promise to take my time and not rush,' he replied. He placed the head of his huge tool to my anal opening and gently pushed forward. I could feel my outer anal ring began to relax and open, slowly his huge head slipped into my but hole. I gasped as his head slid past my outer sphincter muscle, he was good to his word and allowed me to adjust as he slipped more of his tool into me. I was groaning from the pain of so much man meat going up my butt and moan from the joyful pleasure of being filled with such a great tool. I was bracing my self with my hand to the bed gripping the sheets as he continued to force inch by inch of his massive tool up my butt. He was about a fourth of the length of his fuck tool in my rectum, when he began to grunt. She was still technically my girlfriend, even though I'd been having sex openly with her best friend Lisa, and now my sister Jen, but since most of that all happened together while she was in the room, I guess it wasn't really cheating since she was a part of it. I guess it was cheating the two times I fucked Jen alone, but since she's actually my half-sister I think getting over the whole incest thing seemed more important to me at the time that it being cheating never occurred to me."Jen said you needed a little pick-me-up and that your mom was away and so we decided to wake you up with breakfast in bed," said Lisa who set down a tray over my lap with a plate of bacon, eggs, and toast. Then Jen set a glass of orange juice on the tray and said, "Eat up."I shrugged the sleep from my eyes and dug in while the three sat around me on my bed, Lisa on one side, Jen on the other, and Katey at my feet. "So," Jen continued, "let me tell you about last night." I thought you said a lady.
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