1. "Wanna Bet?"


    Date: 1/14/2016, Categories: First Time Mature Taboo Author: brianbigdogsmith

    ... no matter how much you beg. If I win, you're my sex slave until the end of the summer. You do whatever I want, whenever I want, with whoever I want.&#034 Her eyes got suddenly wide at the last part. It looked like they were about to jump out of her head. &#034Now, do you wanna bet? Or do you want to keep things as they are?&#034 &#034What's the bet?&#034 she asked softly. &#034Sometime in the next five days, you will beg me to touch you.&#034 &#034That's it?&#034 she asked. &#034But that's so easy.&#034 &#034I'm not finished. You'll beg me to touch you, because you can't do it yourself. If you play with yourself in any way, whether you use fingers or toys, or even squeeze your legs together and rub your thighs, you lose the bet. I've gotten you used to regular orgasms, so it's time to turn off the supply, until you're mine, totally.&#034 Her mouth hung open a little, and I watched her wet her lip with her tongue, thinking it over. &#034Okay,&#034 she said. &#034I can do that.&#034 I thought it was a fair bet. I could hold off touching myself for five days. Girls should have it even easier. Of course, I had a little idea to help me win, but if she really wanted to, I thought she could have made it. I gave her the official handshake to seal the agreement, and once it was given, I let her go. &#034Let the game begin...&#034 I didn't do anything with her the first day. I wanted to see if she'd just come to me on her own, like I wanted her to. Besides, I had to work that day. I ...
    ... dropped by her room when I got back home to see if she might ask then, but she wouldn't. I let the next day pass, too. I treated her like a normal guy would treat his s****r, in the hopes of giving her a taste of how boring our relationship would be from then on. She mostly ignored me, which was pretty much as our relationship had been before the Samuel L. Jackson incident. By the third day, I was starting to wonder if my theory was wrong. It was time to kick things into high gear. I saw her in the kitchen, laying out some carrot sticks on a plate for breakfast. Mom and Dad were both gone. She tensed for a moment when she saw me, then relaxed. Once she let her guard down again, I came up behind her and reached into her shorts. &#034What are you doing?&#034 she asked. &#034I never gave up my right to touch,&#034 I said as I worked my fingers past her panties. As she bent forward, pushing back into me, I grinded my crotch towards her ass. I kept her like this for several minutes, and then when I heard her breathing heavily, and regularly, almost panting, really, I abruptly pulled out. &#034Aren't you going to...&#034 she asked, but then stopped. &#034Do you want me to?&#034 I asked. She shook her head, and left for her room. I stood outside, waiting, to listen for any sounds of masturbation that would constitute losing. Every time I saw her that day, if we were alone, I felt her up for a few minutes, to get her motor running, and then suddenly left. The next day, I went into her ...
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