1. Sisterhood of Sin -- 14 -- The Courage Jars


    Date: 11/22/2014, Categories: Anal, Author: LastWife, Rating: 5, Source: LushStories

    had our jars. We took a few days to think about what we had left in the jars and what we had thrown out. Before our kinky date night, we had made additional changes. When 'Freaky Friday' finally arrives, Dan tosses a coin and I call 'tails'. It turns out to be prophetic, because he wins the toss, or loses it, depending on how one looks at it. He is the first to pull a card from his jar and submit to what it says. I am very surprised that this particular card stayed in his jar at all. When he first read it, he thought about it for a long time as I waited. The card had said 'Pegging'. I expected to have to explain it to him, but he hadn't asked what it meant. Given his aversion to anything with other males and any sissification, I expected to be disappointed when he threw it away. Instead, he had modified it to, 'Sensual Pegging', and then I had to ask what that meant. "It means I'm willing to do this, but I don't see myself as your 'bitch-boy'. I'll be passive for sensual anal lovemaking. I'm curious about my prostate and how it would feel to have it stimulated. It supposedly produces amazing orgasms. I also want to let you experience this, if you want, I just... want to show you that I support what you're doing here. This is naughty, and naughty can be fun." His description could have ruined the fun for me. I had had visions of being very dominant and borderline abusive in fucking his ass with my strap-on. I had seen so many captioned photos of women dominating their ...
    cock-locked husbands with really big strapons and really rubbing in the humiliation they were dishing out. I had watched many short videos of huge dildos stretching men's asses. I had masturbated to fantasies of doing that to my husband. But Dan was offering something else, something that could be good for him without being too negative to his self-image. When I thought about it, the power-transfer aspect that many women seemed to crave from pegging their husbands, had already happened when I forced him into the re-nup agreement. I had won the option of cuckolding him and now I wanted to go much further beyond humiliation with him. Why was I fantasizing about becoming like Mrs. Fuscia, a woman I despised? I had been telling myself that I wanted to find out what kind of man Dan is. I had been thinking along alpha or beta male lines, but my shrink has warned me that those are silly ways to pigeonhole complex creatures. In her words, "Those are fine for stupid, simple men, but it sounds like Dan is smart and complex. He was raised within the same abusive culture you were. You should allow him to be a 'switch', just like you are. And even that is too simple to describe you both." So I had warmed to the idea of 'making love' to Dan's ass in the same way that I would use my strap-on to make love to Kyra or Claire. We had left the card as Dan had modified it, and I am happy that it is the first card that Dan drew. Dan does not look so happy. The future of 'Freaky Friday' hinges on how this ...
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