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I joked that I sure would love to show her how wonderful it was and she perked up and said she would love that. I told her I was joking and it seemed to really hurt her feelings. She kind of smiled and said that if she could get her mom to agree to it would I be up for it. I yelled HELL Ya! She then hinted that she had something in mind and for me not to jerk off in the hot tub as I may not need to and she quickly got up and left winking at me as she left.Janet returned home later in the afternoon and Whitney asked her if she would like to have a shot at being her first message customer. Janet quickly agreed and they set a time for later that evening. We had set the table up in one of our spare rooms downstairs. Whitney had asked all of us if we could meet prior to the message and share a toast to her new venture. We agreed and proceeded to drink two bottles of wine doing so. Following that the two girls left me and went down to the message room. As they did, Whitney turned and. I took her hand in mine and she squeezed it gratefully. I looked at the way the weight on the chain pulled her tits down towards the floor and I admit I smile at her obvious discomfort.I felt a hand on my bottom. The sting of my earlier flogging had almost disappeared, and the hand was gentle and comforting. My thong was pulled to one side and I felt the plug being manipulated. “It’s time to bid farewell to this, Marie.”Despite myself I let out an ‘aww’ of disappointment. I felt the stretch begin as she pulled it gently out of me and then, suddenly, the widest part was gone, and the rest of its length slipped easily away. I felt empty in a way I was only slowly learning to understand.“Don’t mourn its passing, dear Marie,” came her soothing voice, “its time you went up a size.”Suddenly my body tensed as I felt a slippery substance being applied to my arsehole. Then I felt something pushing at my hole relentlessly. I was stretched back to the size of the little one but this time it.
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