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"You think?" I inquired. I didn't notice that she was nodding yes until I looked over at her moments later."Well, I mean, why do you not KNOW your age?" We pulled up one car closer to the first window and that's probably when I first discovered how sensative Boo was. I was getting a little annoyed with her 'no comment' thing and was about to ask the question once more when a quiet sniffle escaped her sound proof curtain of hair. I wasn't sure how long tears had been streaming down her cheeks, but when I lifted her face to check if she was alright, red splotches dotted around her beautiful, big, hazel eyes, and tiny, salty, tears streamed slowly and painfully down her cheeks. I almost choked on my own spit when I saw her hurt state. Scared of me seeing anymore of it, she jerked her head back down to gaze through tears at her lap. "B-Boo?!" I choked out, unsure of how such pain had come upon her. All I got in response was a small, insecure, sniffle and her small, soft hands hardening. This time, I was right.She had played with my ass a few times before but not with a toy. I had some concerns that I would be able to get it in me because it wasn't the smallest toy available.She told me to turn around and bend over. She started to kiss my ass, play with my balls and jerk me off. It felt really great until I felt something pressing against my asshole. There was the plug. She told me to relax and that if I couldn't enjoy this one, there was no point to our relationship and she would end it. That wasn't something you would want to hear when you needed to relax.To my surprise the plug went in really smoothly and it felt like it belonged in my ass. Ann (that's the name of my girl) picked up the pace and suddenly the plug popped in my asshole. I nearly came right that moment. You liked that, didn't you, she said? I could only give a moan as response but she got the message.She pulled the plug out and reached in the bag. The next thing she got out was a string of anal.
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