At any rate, since she lives alone, I let her know it would be my pleasure to connect with her outside of work, if she'd like to see and hear more of the city. She gave the typical "Thank you - I'll keep it in mind!" Well, this past Monday, she came to me and said, "Were you serious when you offered to join me in the evening?" I nodded, smiled, and said "In spite of our age spread, I would be honored to escort you about town!" She smiled, and looked into my eyes unlike she'd done thus far. Not wanting to read much into it, I let it go. We arranged to have early dinner (happy hour is a big deal in our city), then see what happened. I took her to a fantastic Italian place - great ambiance, superb food menu, and exquisite wine list. We went from one course to another, eating and talking. It didn't take long for her to get loosened up, and she talked less small talk, and more about her reality. I should mention she'd changed her clothing between end of work day, and when I picked her up. And the phone sex thing that had started in Lucy's bed also became a thing. Like, she would call me up and tell me to masturbate whenever or wherever and I would do it. And maybe because I felt like I owed her or something. But I liked it too of course. But we never overdid it, there were a few times when I had to say no, when it was just absolutely impossible and she was okay with it but she would punish me for it later. I mean, she was her mother's daughter after all.And a couple of times she even made me do it when I was with mom. And I could have said no then too, but I didn't. Or, I did of course but just a little and then I kinda let her talk me into it.Like the first time that happened I was in the living room on the couch with my laptop on my lap and mom was ironing a bunch of clothes behind me and the TV was on because mom was watching it a little but I can't remember what was on because I wasn't watching, and then Cait called me.And I had been with her earlier that day so.
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