Finally enough pressure was applied and with all the lubricant the engorged cock head slipped past the sphincter muscles and entered the new virgin anus. Pim moaned, she drew in her breath and her body tensed with extreme pleasure.“Rob, I have always wanted to give you this. To give you something Henk had never had. “ I smiled and my ego was certainly boosted. “Be gentle, this is my first time.” she said.We moved slowly and the incredible tightness of her ass together with the forbidden nature of this new lovemaking was building me faster than I could have expected. All of Pim’s lessons of control seemed to have gone out the window as the sensations cascaded around and built me up much too rapidly. I told her I was loosing control and could come at any second. This seemed to increase her passions and instead of trying to make me last longer (as I had expected she would) she seemed to want to drive me to a new edge, a new level of passion without any delay. This unexpected. All the other players lose chips, but it is only the last player that has their slave hurt. This is a relief since I am spared several beatings because Mistress Green is not the last to surrender chips.The first player determines the type of the bet. Usually this is whipping, but anything seems to go. One round Master George calls for anal penetration width. The stakes increase in 1/4" increments. The final two players are Mistress Natasha and Master George This time Master George is the winner and he requests a 3 1/2” toy from Mistress Benny. Bird is strapped over a saw horse, the latex dress just lifted over her hips, her painful pussy ornaments dangling down her reddened thighs. Master George takes his time inserting the toy and bird gets increasingly desperate as she begs for mercy, for cessation of the pain, she pleads with her Mistress, but to no avail. The toy is slowly forced into her anus, stretching her anal sphincter past breaking point. As Master George forces.
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