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I asked him why he never said anything about it all these years, to that he replied that I made it clear early on that this was a deal breaker for me. I did not remember this conversation but I did not care, I was getting interested in this subject especially since I felt it is now something that is all my idea and not some guy forcing it on me. I asked him if he had anal sex before and he said many times so we spent the evening talking about it. I was hotter than ever before and we ended up fucking all night long. Since then we start watching mostly anal porn before sex and I finally asked him if he want to fuck me in the ass and he said only if I want him to. I said I do but I was scared it will hurt, so he said if we take our time and do it right it will be bearable the first couple of time then just pleasure. That night he started by liking my asshole, I felt bit tense at first but then I relaxed and started to love the sensation. Soon after he started to push the tip of his. Are we done already? Please don’t say we are done.’Finally resting his hand on her ass, fingers on the now distinctly noticeable wet spot, he asked her, "Miss Pearson, we are finished," placing a little extra pressure on her pussy, "unless you want to...continue...with the punishment?"‘...I should stop. I should stand up. I need to get out of here, before this goes any further,’ the honor student thought to herself. However she was too weak, ‘Maybe...just a little bit more.’He felt her slowly, almost involuntarily, start to move her ass up and down, seeking more stimulation, wordlessly acknowledging that she wanted the punishment to continue. He smiled, gently dragging his finger along the slit formed in her panties. For a moment she stopped. He was afraid she was going to stand back up.‘Just a little bit...more, for now,’ she tried to convince herself.To his relief, with her face pressed flat against her desk, she said in a quiet voice, "Don't stop."More frantically, she tried to.
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