I knew that she was into me and she knew that I was into her from the start. I found out through conversation that Courtney she was about a year younger than me had a son and was recently divorced. That didn’t seem to matter. I didn’t want to scare her away and get too intense too quickly with her so we just all continued to drink and catch up on what was going on with our lives. Towards the end of the night, Greg decided to go to the bathroom and it was just Courtney, Portia and I at the table. I am typically a pretty calm and laid back guy who isn’t too forward but for some reason I felt the need to seal the deal and bluntly said to Courtney, “So, when are we going out?” right in front of my friend Portia. What? Did that just come out of my mouth? Me? Portia, knowing me, knew that this was out of character for me and turned and watched Courtney intently for her response. I will have to admit that it was a pretty bold and cocky move but it was done with such precision and confidence. Tell me how much you fucking love it. I gripped his throat with pressure light enough that he could still speak. My pussy was on fire and soaked beneath the strap on. I love sucking your cock, mistress. Please make me your little cocksucker. I squeezed his throat tighter, making his face turn a dark shade of pink. Leaning in close, I put my lips to his ear and whispered, Mmm… youre a whore, arent you? Yes, Mistress. Show me, I said, guiding the strap on to his mouth. I rubbed the head of the purple dildo against his lips and his small pink tongue darted out and licked. Good boy, now suck. I pushed the dildo against his closed mouth, forcing it open. Derrick took the plastic in his mouth, working his tongue along the shaft and bobbing up and down, staring up at me. My palms slid up the sides of his face and into his hair. I wrapped my fingers around the strands and pulled him into me hard, pushing the dildo deeper into his mouth. With short, quick thrusts I began to fuck Derricks.
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