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I threw down a 20 dollar bill for her to take later. After I left the room and made it to breakfast it occurred to me that I gave her 20 dollars for opening the door. I laughed to myself and my friends looked at me oddly.After a day of sightseeing I began to formulate my plan. It really did not seem like I had to do a whole lot. I would simply ask her if she would be interested in a night out. Freezing up again was a very serious concern of mine. My abilities with women were not exactly the stuff of legend and I knew I would be very intimidated by this woman! All I had to do was make sure that I was in the room when she was. I would play sick with my friends to make sure that I was not going anywhere.The next day my plan came to fruition. I played sick and it was bought hook, line and sinker by everyone. The waiting truly was the hardest part. Hours passed and still nothing. I started thinking about the fact that it could be her day off. If that was true then what a fucking waste of. .” Phil trailed off, unable to finish.“Alright, I’ll tell you what. No mouth. But I can see that you must be very uncomfortable down there. So just let me help you out. Sound fair?” Jess said.“Ma’am...” Phil said, but Jess could tell he was wavering.“It would mean a lot to me, Phil. That big, bad man over there-” - she gestured to me, the big bad man wearing a cock-cage and butt plug - “said he’ll punish me if I don’t make sure everyone is pleasured tonight. You wouldn’t want that, would you, Phil?”There was no way Phil could possibly be buying that bullshit. But it was enough to make him look horror-stricken.“No! No, Ma’am! Of course, not!” Phil exclaimed.Jess clapped her hands together. “Great!”Jess, I noted, got a lot of mileage out of that scam. Guess it was good she always kept it in her toolbox.Jess resumed undoing his pants. She didn’t try and pull them down, just let them fall to the sides. Fortunately, he was wearing boxers and Jess was able to work her hand through the.
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