I gave it my all not only to please my mistress but to get this over with. I thought if I do a good job he would cum quickly and I would be sent away. No such luck. He pushed my head back and slid from underneath me. I was left crouching on the bed my ruffled skirts ballooned around me. Sir or Jonathan walked behind me. He pushed me forward. I slumped onto the bed and sir manipulated my stockinged legs and gloved hands so I was spread eagled face down. Sirs hands clasped around my ankles then moved up the back of my legs. I could feel his fingers as they moved up my thighs the backs of my skirts lifting as moved forward. His hands were now firmly kneading my bottom the lifted skirts now exposing my lace trimmed French knickers. I felt his fingers push them to one side and pulling my cheeks apart. My balls and arse were now easy for him access my cock was now hard and pinned between the bed and my belly. He, Sir, Jonathan shuffled himself forward his inner thighs rubbing along. I am getting hornier by the second and anxious for him to get it further inside me. I continue to look down between my legs and watch as more and more of his cock disappears. When he gets it about half way in, he looks over at the announcer and nods his head. The announcer says to the audience, "Ladies and gentlemen, this beautiful lady has just made herself one hundred dollars!" Then, he looks over at me and says into the microphone, "You can quit now and take the hundred dollars, or let Jerome see if he can get his monster in you all the way!" I tell him that I am going for the two hundred dollar prize, then the audience stands on their feet and applauds. After it becomes quiet again, Jerome backs his cock out a little bit then slowly pulls me towards him again. It slides inside me more easily this time, and when he has about two inches left, he stops and shakes his head at the announcer. The announcer brings the microphone up to his mouth to say I have lost, so I tell Jerome to.
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