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Then it would have already been loosened up.My regrets were quickly assuaged, however, as holly gave a contented sigh and finished pushing herself onto the plug. Like I said, she is a perfect pain slut.Mistress Gloria scowled over at me and I got up onto the big mower. That shiny black plug looked enormous. I tried to center my asshole over it, but I still had to slide myself back and forth a couple of times to get it right at my sphincter.I bounced slowly up and down on it for several minutes as my asshole slowly adjusted to its size and allowed more in. The whole time, puddy tat and cynthia were smiling and smirking at me. Finally, I felt the seat against my asscheeks. I reached down and pulled out on my cheeks so that I could bottom down on the plug and then sat still on the seat.Mistress Sam reached beneath the seat and flipped a switch of some sort and I screamed. Partly it was because it took me by surprise, but mostly it was because that anal plug was now stretching me both. "Hmm. Look at the pretty little pussy." I whispered to myself, watching it twitch slightly as I played with her ass. I could see from the slight gaping of her vaginal opening that she was certainly no virgin, but in saying that she was still exceptionally tight. I imagined she had only had maybe a handful of lovers in her entire young life, and I doubted any of those had given her what she craved the most. Licking my fingers, I gently eased a wet digit into her young cunt and once inside it was easy to slip in two, then three. I was now fingering her and jacking off at the same time, watching her eyes as I penetrated her with three of my long digits. Her eyes were staring somewhere out into space, yet she was breathing deeply and her lips were parted slightly. "Mm yeah." I cooed. "You like that don't you. You like having three fingers inside that tight little cunt of yours huh." Steadying myself between her spread legs, I then moved into position and rubbed the end of my hard cock up.
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