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I didnt tell him it was my first anal , so as soon as his condom was on, he shoved his cock up in my very tight man pussy. It hurt, really bad, and i told him to go slow. but he started thrusting in and out really hard and fast, which made me bleed a little. Seeing some blood, he got freaked out and left. I was still horny, and now disappointed too.I went back to check my email, and a few other guys left a message. One was a young black man about 30. I had to go to dinner with my people from work, but agreed to meet him after i returned. At dinner, my ass was still a little sore, but also getting wet thinking about the next cock that would soon be in there. Once I got back to my room, I got in the shower and washed and shaved all around my ass and hole. I just got out of the shower and was wrapped in a towel, when there was a knock at the Door. It was Andre, the guy I was expecting... I was still nervous. I opened the door, and we made some small talk as he got undressed. When he. Her coat covered her figure quite well. She unbutton the first three buttons down to her massive cleavage. Her red push up bra barely contained her massive boobs. Her right nipple was just peaking out and her dark aerola could just be made out.She looked me up and down. Her blue eyes and black mascara gave my cock a jolt. "Let's hurry up, I get to go home after this. Plus I am off for the weekend," Missy said. I laughed and walked in to the bathroom. She followed right behind me. "Buck I need to make sure that this urine is yours and not anybody else. I am a professional and have seen many men and women go before. Relax and this should only take a few seconds. Then I can leave and you can go back to being on welfare." she said in a stern manner. I grimaced and barely could talk. I just looked at her in the doorway with her tight red dress and matching leather boots as she stared at me. I normally have no problem going but a pinch of stage fright was setting in. "Are you sure you need.
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