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She had to be in her late 50’s or early 60’s. She was wearing gray sweatpants and a baggy t shirt like she usually did. And while I must admit I always wondered how big her tits were I don’t think I ever actually wanted to see them.She then confessed that she’d seen Katie and I fuck several times and she could see why I was so obsessed with her. I tried to play dumb and said we don’t really do stuff like that. She laughed and said I didn’t need to hide anything from her. After all she was once a young pretty girl too. I was embarrassed and sat silent. Then she told me it was okay because she always liked me more than anybody her granddaughter ever dated.That gave me a little relief but I still sat silent not knowing what to say. What she did next caught me completely by surprise. She rested her hand on my crotch and told me everything would be okay.I was shocked but I figured she just didn’t realize where she put her hand so I just said, “Thanks. I hope you’re right.” She just looked. Jennifer took pride in her work so she always made sure to make time for it. On the days I didn’t have any work to do, I liked to tease Jennifer and see how wet I could get her. I’d start by sitting behind her and gently kissing her neck. She’d smile and go, ‘what are you doing mister?’ ‘Oh nothing, you just seemed a tad bit stressed.’ It may have sounded corny but Jen loved my terrible pick-up lines. She said it added to my charm. ‘That may be the case, but I need to grade these tests before dinner or it’ll never get done. So shoo shoo baby.’ That never worked on me. I would move closer to Jennifer so she could feel my cock on her lower back. She would let out a small sigh and pretend not to notice what was poking her. The next way I liked to torture Jennifer sealed the deal. Ms. Singer had really sensitive breast and if I played with them the right way, she’d get soaking wet. I loved watching her squirm in bed while she tried not to moan loudly. ‘Jared..you’re the worst. Why can’t.
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