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‘Are you ready?’ ‘Yes. I want you to be my first. Fuck me now.’ She whispered lovingly. I kissed her passionately as I lined my cock up at the entrance to her pussy. I broke our kiss and looked lovingly into her eyes as I eased the head of my dick into her hot hole. She grimaced in pain as I entered her so I held it there for a min to let her get use to my invading cock. When she was ready I entered her more, slowly pushing inch by inch of my cock into her until my cock bottomed out in her. I waited again until she was ready before I began to ease my cock out. Before I pulled it completely out I eased my dick all the way back in, in one smooth stroke. She grunted as I hit the back of her pussy. I slowly pumped my cock into her tight pussy letting her pussy stretch to accommodate my girth. The pain started to subside as her moans began to change into moans of pleasure. I began to pick up the pace of my thrusts as she began moaning and breathing heavier. I continued to slide my cock. His boxer shorts were strange they were far too big for him as they went down to his knees, so I said “Tim, you and I are going shopping tomorrow and we will buy some trendier boxers”. His response was that he does not want any as those were fine. I did say they don’t fit well and asked why did he wear boxers that were clearly too big. At this he looked at the floor and visibly blushed. I said “What’s up Tim?” he replied by saying he can’t tell me, I said to him to stop being silly come and tell me what’s up. Eventually he said he can’t tell me as his mum had made him promise not to tell anyone. So I said “Listen Tim, tell me what’s wrong and I promise I will not mention it to any body” He then told me the reason why he wore oversized boxers it was and in his words “My willy is too long” I said to him “Tim that is silly that cant be right” He then went on to explain when he does gym he keeps his boxers because if the other boys see him they would all tease him. I of course by now was.
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