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S. please reply with pic” and then it had a picture of a drop dead gorgeous woman. I figured what the hell right? The worst she could do is tell me to fuck off. So I emailed her that my fantasy was to have someone explore my ass. She replied almost instantly, saying that she would love to meet me tonight if I was available. This was far earlier than I had imagined. But I was the one who contacted her so I would feel terrible if I flaked out on her now. I asked for her address and she gave it to me. I told my mom that I was headed to a friend’s house to stay the night and I wouldn’t be back until tomorrow. I decided to wear some loose fitting clothes so I could get out of them easily. Her house was only a few blocks away and I decided to walk because it was a nice night. As I approached her door my stomach got all knotted up from the nervousness. I almost had to force myself to knock on the door. She didn’t answer. I had just decided to go home and forget about it when I heard the. Rubbing my cheeks she slowly started pushing oil into my asshole, then a finger - which felt amazing! Then a second finger was roughly shoved in, causing me to scream a little.Immediately she slapped my ass really hard, grabbed my hair and pulled my head to within inches of her face and scowled: "Don't make another fucking sound unless I say so!"All the time she was still working two fingers deeper and deeper into me. After a few moments she pulled her fingers out and I felt the tip of the butt plug being inserted, stretching my anus. Slowly, teasingly she pushed it in, twisting all the way. I loved the feeling but it was beginning to hurt and I didn't dare make a sound so gripped the sheets harder and harder until she pushed it past the widest bit and it slipped right in feeling unbelievably good. A mix of relief from pain and total fullness - a feeling that’s hard to explain but completely unforgettable.With the plug buried in my ass she climbed off me and walked to the head of the.
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