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I knew he thought that his cherry had been taken and that he had performed perfectly. Little did he know that it was the easy part, I had prepared him as much as possible for that but the real deflowering was yet to come. I then pushed a little more and felt the resistance of the inner sphincter. “This might hurt a little when I take your Maidenhead.” I pushed a little harder keeping pressure on the reluctant muscle but not forcing it. I could feel him moving trying to find a way to allow me in but there was no entrance.I thought maybe with position the sphincter would dilate and allow penetration, but that didn’t happen. There was only one way now to achieve entrance. I grabbed his hips, told him to push out, waited until I thought I felt a slight dilation and then rammed my cock through the barrier. He screamed in surprise and pain, I stayed still while he adjusted to the new sensation of penetration. I felt him push back a little as an indication he wanted more so I slowly pushed. I was in the middle of gathering up my stuff when she called out that she was ready.I opened the door and saw her stretched out naked on her bed. I was very glad she had her head propped up on her arms and wasn’t looking at me, as the sight of her bare body in the flickering candlelight had me quickly making a tent in my boxers. I put my cloths down near my bag and adjusted my boxers as I stood up, only to find that she’d turned her head and was now watching me.I hoped she couldn’t see my face turn red as I gathered up my oils and walked to the edge of the bed near her, trying to ignore the still obvious tent at my waist.“Which of these oils do you like?” I asked as I let her smell each of the one’s I’d brought with me. After smelling all four she picked out the chamomile and lavender mix. It was one of my favorites, with an invigorating smell that wasn’t overpowering. I poured a bit into my hand and rubbed my hands together to warm up the oil. I placed my hands on her back, and.
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