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Tom had planned his approach to popping her cherry with care. Now was the time to start her progress from virgin to an active lover of anal sex.Cathy's mind was pulled back to reality as she felt Tom cease his message. She knew she was about to experience a new sensation. But something about his personality had removed any trepidation for what was about to happen.Tom picked up the tube of anal lube and allowed a drop to drip from the tube and land on the small puckered hole he was about to violate. He dripped more onto his forefinger and gently touched it against his target.Cathy felt first the warm liquid touch her sensitive skin, followed by Toms finger applying gentle pressure to her virgin hole, and her body tensed.“Relax my babe, relax,” Tom's firm soft voice commanded her.As she did as he asked, Cathy felt his fingertip invade the small opening and her muscles involuntarily clamped onto it.“Relax,” once more the firm voice took command, and she did.As he felt the pressure on his. Now I want to hear all about it from you??Ma’am?? ?cornerboi, you are about to be severely punished. I’m going to ask you some questions, questions that the answers are already clear to me. The truth of your answers will help me determine just how severely you will be punished.??Yes, Ma’am.??cornerboi, why are your genitals shaved,? Mother asks.?Because it is required,? I reply.?And why is that? She asks again.I look at You, and You nod.?Because I am a naughty boy?, I continue, ?and naughty boys don’t deserve to have hair down there?.?Yes, cornerboi, that is correct. Now tell Madam what I caught you doing? I look at You again and if anything Your smile has broadened.?I was playing with my cock,? I say.Mother is laughing as She speaks again, ?I would hardly call that a cock. Real men have cocks.? ?That,? She says as she points between my legs, ?is not a cock. Naughty boys like you have weenies?Hearing these words, my erection, which had been flagging, begins to grow again.?So.
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