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’ she said, as she released him. ‘I didn’t bring any work clothes with me.’ She left the bathroom and began to pack. Tom completed his morning ablutions and returned to the bedroom still naked. When he entered, Ashleigh had her bag packed but she was also still naked. He noticed she held her panties and a small dildo in her hand as he approached. ‘Tommy, will you do me a big favor? I’d like you to put this butt plug in my ass, please, but no funny stuff because I do have to go to work.’ ‘Of course, princess, but why do you want this thing in you if you’re going to work?’ ‘Sharon mentioned that the day may come when you would like to fuck my ass and if I wasn’t ready it would really hurt instead of feeling really great. She suggested that wearing the butt plug for a few days would adjust my ass so it would be ready for you. Was she right, Tommy? Would you like to fuck my ass?’ ‘Absolutely, princess, you’ve got a great ass and I’m sure it would be a great pleasure to fuck it.’ Tom. I was unsure of what I had just done. Part of me was mortified, but the other was elated. I said nothing about it. As far as I knew, Lilly had no idea I watched her. I was concerned, though. Lilly would have had to have seen that her webcam was still on when she returned to the computer. It would have shown that I disconnected, but she would never know how long I stuck around. It was going to be my secret, and it was certainly my masturbation fodder for the next two weeks. We hung out at school as normal, but it wasn’t until two weeks later that we were alone. I went to Lilly’s house to spend the night. We’d had regular sleep-overs, and this one was fairly normal from the beginning. But I wanted to see that dildo. I wanted to hold it. I had to wait until I was alone in her bedroom. Lilly suggested that we go swimming in her pool since it was a nice day. I didn’t bring my bathing suit, but Lilly offered to let me borrow some of her dry clothes, and that I could swim in my clothes. She.
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