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This story is about one of my more unusual outcalls. I received a call one day and the party specifically asked for me, by name. When I got on the line, a gentleman with a very slight accent that I couldn’t identify, asked if I did outcall massages and I responded that we did. He clarified that he specifically wanted me and that the massage was for his wife, as a gift. I told him I could do that and obtained his address, which was in a VERY exclusive neighborhood. I quoted him a price, and since the call would be in the evening, a premium was added. He said the cost was no problem, and I agreed to be there at seven.That gave me time to shower, clean up, and get a bite to eat before heading to the appointment. When I arrived at the home (did I say it was upscale? That is an understatement) which was clearly in the seven or eight figure category, I was greeted at the door by a short, pudgy gentleman (about 5’8” and 180 pounds) who was around fortyish with black hair, nicely styled, dark. Finally the receptionist slid two fingers into the virgin entrance, and Jessie felt it opening up as she surrendered. Unexpected pleasure made her shiver all over as she was penetrated in both holes.Marie continued to finger Jessie in ass and pussy both as Jessie felt the Doctor's arm steadying her. He pulled the pin from the exam table and tipped her back, stretching her out on her back. Marie's fingers disappeared from her pussy, and Jessie whimpered. Before Jessie knew what was happening, the doctor had tightened her leash to tip her head back, and unfastened his own pants, slipping his cock out and rubbing over her drool-moistened lips, forced wide around the ball gag. The scent of his cock intoxicated her; Jessie felt his cockhead leaking pre-come as he rubbed it on her face as he deftly unlocked the ball gag and pulled it out of her mouth.She gasped for air as he steadied her head with her neck stretched easily back. He guided his cockhead to her lips and began to penetrate her.
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