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I slipped on a condom and smeared it and Nathan’s ass with lube. I took up my position and began to tease Nathan’s virgin hole with the tip of my...dick. Then came the moment when I began to push gently but firmly against the twitching hungry hole. My dick slipped in easily for a short distance before Nathan reacted to the intrusion and I encouraged him to relax and push back against me. That worked well and the next thing, with a loud grunt from Nathan, half my dick was inside him. I stopped. Jill was clearly feigning the struggling moves as she wriggled on the bed. I was nearly paralyzed with shock. Brent quickly hustled me out of the room. “Wow sorry man, guess I should have explained, but Jill thought it would be more fun to surprise you!” Brent blurted out before explaining Jill’s fantasy to me. She had wanted to be held captive and made to pleasure any man her captor ordered her to service. Once I knew what was going on I happily agreed to play along. Brent suggested that we. More

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