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After I got the machine set in place, I got back down on my hands and knees and eased back until the tip was again at my hole. This time when I pushe... back....the chest of drawers kept the machine from moving away from me and the head of the dildo slid into my virgin asshole. I eased back until half of the dildo was inside me and stopped. I was just thinking that it didn't hurt at all when my virgin ass went into spasms and let me know it didn't like what was happening. I lurched forward. I helped myself to get up and failed miserably since I was still weak in my knees. Jake and John came to help me and they picked me up grabbing my shoulders making me sit on the chair in front of Trudy.“Thank You, guys, I hope you don’t mind me being naked,” I said.“No worries, Ma’m. We are just doing our jobs,” Jake replied and they went back to their seats. We were only 90 minutes on our flight and still had half to go. Trudy was still unsatisfied but not for too long. “Want to see how I like. More

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