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Duncan, after he had finished blowing his load then got down beside me and started to cuddle and kiss me, which felt really nice.Thoughts of being back at Hallbrook had resurfaced into my head as I cuddled up some more with Duncan. I had never sucked another guy off in my life, I had ended up giving Jimmy many hand jobs, as well as one of the teachers, but none of my male playmates at Hallbrooks had taken me to the next level at all. It had been Duncan who had somehow gone where no man had gone before.There where other couples constantly coming in and out of the room to have sex with each other. I was half noticing what Heidi was up to. She had finished off Kirk, who had left the room afterwards, and now found herself with Marc on top of her and another guy in her mouth. Luckily Duncan had an anal fetish. By this time was hard again and he and was soon taking away my anal virginity. This caused me a lot of pain but I didn't want to be found out as a boy just yet so I let the pain. I didn't anticipate that he'd ask his mom to step out, but he that's exactly what he did. She reluctantly agreed and I was left alone without a chaperone. I should have called for a nurse, but I decided to just go ahead and get this over with. After all, the young man was already about to suffer the indignity of having his ass probed by a cute female doctor; no need to ask a stranger to watch! Rushing into a patient's first-ever rectal exam is a recipe for failure, so I took plenty of time working up to penetration. I donned a glove on my right hand and applied a generous dollop of warmed lubricant between his butt cheeks. I slowly spread the slick gel around his virgin anus. Several times, I placed more lube at the tip of my manicured finger and pushed the gel into his tight, tiny asshole.Only after a significant amount of lube was inside him did I attempt to slide my finger into and through his sphincter. That worked pretty well. He didn't immediately clamp shut, and with a few.
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