The whole cabana over the water sounds really romantic. Would you take me there some time?" she asked, snuggling up close and kissing my shoulder."Any...here, anytime for you, Allison, I'm so lucky, and grateful, to have you here to help me with all this stuff." Just one thing." What's that?" Change the sheets first."I had to pull my pillow over my head and laugh. Then we snuggled back up and went back to sleep.I woke just before the alarm as usual and, for a change, managed to slide out of bed. ”He looked at the floor and said, “I know. My mother said that I have to give you part of my earnings each week until it is paid off.” Then he looked up at me and laughed.I asked him what was so funny and he replied that he would be making a fortune and that our bets were going to get bigger. I smiled and told him that I had sworn off gambling at my mother’s request. He told me that his mother made him swear to that too but that he wasn’t going to keep his promise.After school Mom sent me right. "But first we need to talk about that." She shook her head a little, "No, I agreed earlier to your punishments when you felt they were necessary, so I don't think we need to talk. Just do it and let's move on. Please! I'd feel so much better about it if you do."I nodded again, understanding a little bit, and remembering various things I'd read on the subject. Things were moving faster than I expected, but I didn't think a quick spanking was going to break anything, and at least then we'd both. ’ I complemented her looks, suddenly aware that She was by far the oldest woman I had ever been intimate with. My own mother was a few years younger than Millie. I asked if I could kiss her one more time and she consented. She was a very good kisser. I fished a tip out of my pocket and she was on her way. It was only when she left that I was overcome with emotion. If the Mastered tired of Sherry she could end up like Millie in twenty years. Worse, there was nothing I could do to correct that.