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I did and with that Jack jumped up and mounted me from behind. I could feel his dick poke around at my asshole. I didn’t know how this was going to feel, not have anything but master’s fingers in my hole before. Jen grabbed Jack’s dick and putted some jell on my asshole and lined up his dick with the hole.“This may hurt, but it with feel great in the long run”. She explained.“Ready” and with that said she let go of his dick and Jack rammed it into my asshole. Wow that was painful as he didn’t take anytime for my hole to adjust to the size of his dick. I could feel the drool from Jack hitting the back of my neck as he continued to fuck the shit out of me.“Dose my little slave like his surprise I had for?” Jen asked me.“Ooooh, ah, ye, ye, yessss, master”, I tried to replied as Jack was giving me the most brutal fuck of my life. Then all of a sudden I could feel, what seem like a baseball in Jack’s cock, start to push against my asshole as he was fucking me. With a POP! he pushed his. She had visited my private chamber many times in the past, though the last time was almost two years back. As with Rita and more recently with Estella (see Rita’s One Mistake and Estella’s One Mistake) she too had been tied to the frame many a time for an exciting torture session. She was 58 now, and nearing retirement, but I had plans to give her an extension when that time came. I walked closer to her with the cane in my hand. She stiffened slightly at my approach, but was not too uncomfortable. ?How are you Madeline? Good to have you here today.??Fine Sir. It’s great to be here again.?I looked down at her breasts as they jiggled. They were bathed in sweat, and her brown areolas glistened as the light fell on them. Her dark brown nipples stood forth proudly, and I knew from the torture sessions with her that they were especially sensitive. Laying the cane across her thighs, I took her nipples between my fingers and pulled them towards me slightly. I heard her gasp, but then she.
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