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So I decided the time was right to make my proposal. One evening over a glass of wine I told her the stakes that I would agree to. I told her that if she lost she would have to agree to the following. First, I would get to see her naked in full light from now on and on a regular basis. This meant changing in the bedroom as well as lights on during sex whenever I asked. Second, I would be allowed to take digital pictures of her naked to do with what I wanted as long as I didn’t publicly expose her. And finally, in order to make up for all the years I hadn’t seen her, she would agree to go with me to a hotel and let me take pictures of her naked in public areas to prove that she was over this phobia. We would try to do it when things were quiet and she wasn’t seen, but she’d have to endure whatever unfolded. After letting me explain the stakes (with Ashley blushing and shaking her head the whole time) she stated simply that this was absolutely. He now seemed to be purposely aiming for my cunt, my moans grew heavier and I was panting “where are you kitten” “green Sir”He dropped that flogger and picked up a heavier one, now paying attention to my bottom and cunt “please may I cum Sir” “no kitten not yet.” He untied my legs and yanked them wider apart, before retethering me, he hit me 6 times right on my cunt, “colour kitten” “amber Sir” “oh I know you can take more than that” he grabbed my sodden panties and yanked them off me, before slamming his cock deep into me. Fucking me hard like he was just using him. I felt him push his thumb into my cunt, then into my ass “cum now kitten” I screamed fuck and cum hard as he pumped his cum into me.“Well done kitten, you’ve pleased me, but I need to further stretch your ass, you are not able to take my cock yet and I will be fucking you there” he pushed a plug in my ass. Her first butt plug, leading up to anal. He knew how much he was looking forward to claiming her anal virginity..
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