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If she uses either safe word, I want you to go on a date with me.”Faith was, it was immediately clear, legitimately and fundamentally rattled by his proposition. “A ... a date?”“Yes, a date. It doesn’t have to lead to another, and it certainly doesn’t have to end in bed. In fact, it might be more interesting if it doesn’t. It obviously doesn’t have to be public, either, because this absolutely isn’t about wanting to be seen with you. We can sneak off to a place where we can rely on complete discretion. I have more than enough connections to make that happen, and I’m sure you do as well. I know you were expecting some sort of exotic deviancy, but since you’ve already admitted that you don’t have any limits, there’s nothing I could possibly propose that would catch you off guard. I think the concept of an actual, romantic, we’re-just-going-to-talk date unsettles you more than anything we could do while naked, and that’s why it’s my side of the wager.”“But,” she whispered, quite. "How are we going to do this?" I asked unsure."How do you want to?" She responded. When I didn't quite answer, she continued "Just lie across the bed on your back. Lift your legs and leave it to me."This was the moment of truth. I must admit that I was quite excited and my prick stood testament to that. It lay hard across my abdomen. While stroking my rigid cock she placed the fake cock at the entrance to my arse, initially gently stoking it, testing. Slowly she applied pressure and pushed it in a little. Twice I lunged away with a flinge of pain. "Do you want me to stop?" she asked, obviously concerned.We have come this far, I thought to myself. She has allowed me the privilege of expanding our sexual horizons. I can't quit here. I can't disappoint her. "Try again." I stammered, "nice and slow. "If I can't do it now, we can try something else."Again she applied pressure. She was ever so gentle and then it just seemed to slip right past the tight ring of my sphincter. It was in. A.
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