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I almost came when I felt her asshole start to spread and swallow the head of my cock. “Mmmmm…ow…ow…owwww!” She cried softly. “Go slow, it’s really tight. No one’s been in there for awhile.” “Tight is good. Tight is amazing,” I said as I worked the head of my cock to stretch and relax her anal sphincter. Jesse drew a sharp breath as I pushed another inch deeper in her ass.“God that is so fucking nasty! That is just wrong….” Yet she was pushing against my cock hard with her hips, trying to get me deeper into her ass. She was making guttural, grunting animal sounds as I continued to violate her ass. She wanted to take me deeper. Her hips were grinding her ass on my cock now, moving me an inch or so in and out as she tried to relax her asshole so it wouldn’t hurt so much.After a few minutes, she looked back over her shoulder at me and said “Fuck me as hard as you want now…” The next few minutes are a blur. I grabbed a big handful of that fiery red hair and pulled it hard as I. I had seen him outside earlier working with the woman who had become my Mistress. (I still did not know her name!) He had obviously been working all day as he was dirty and sweaty and smelly with stubble covering his face. He watched me with obvious amusement as my mistress grabbed my by my hair and forced me to my knees on the floor. For the first time, I noticed that she was holding a leather whip in her hands. As Bob walked over and stood directly in front of me, she moved around behind me and said, "You know what to do, slave boy, so get going! And if you don't do it right, I'll be right here to make sure you do." She let the whip dangle before my eyes. I hesitated and was rewarded with a stroke from her whip across my ass. Tearfully, I reached up and unfastened his jeans, pulling them down to his ankles. An even stronger lash from her whip made me jump, and I reluctantly pulled his shorts down also, revealing an impossibly large cock before my eyes. Never before had I even.
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