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”I was afraid that she was getting bored, and that our relationship was not going to last long. Was I wrong.It was either our third or forth night together, we had come back from having dinner at a fancy restaurant. Her winter coat, white turtle neck sweater, tight light blue jeans and high winter leather boots made me just want to fuck her all night long. I so wanted to see her pee in her pants; and I asked her to, she said that if I was a good boy, it may happen, but not that night.As we arrived in our room, we starting making out and saying erotic things in each others ears. At what point she says “I really like it when you fuck me in the ass;” my answer was “I really like it too, and I like that you like it.” She smiled and said “how do you know, how it feels?” Uhh? I really didn’t know what she meant, and instead of asking, just kept on touching and caressing her....She then said, we should do it, and said “do you want to have anal sex?” Of course dammit was my thought, I want to. ’ He sat on the spanking chair and patted his knees. I smiled at Judy reassuringly. She took the plunge, got up and placed herself across his knees, bottom in the air. He lifted the back of her skirt, revealing plain, serviceable white cotton knickers. ‘Take your knickers down Judy.’ She lifted her body slightly to shift her weight from his knees, and drew her knickers down to halfway down her thighs. From where I was sitting I had a clear view of her long, shapely legs and lovely round, unblemished bottom. I felt another pang of jealousy. That was my place! Philip began her spanking at a slowish pace, slapping lightly at first, and building up the force behind the slaps until the sound echoed through the room. Judy was silent at first, and only after the first couple of dozen slaps did she start making a sort of suppressed squeal and kicking her legs. Her bottom was reddening, her knickers had slid down to her ankles and I could see the telltale glistening that betrayed her.
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