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31 Aug 2026 #1

member_af0e4043d9

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As you might recall from my post a few weeks back, last Saturday marked the anniversary of me and my Mistress. She made up her mind that we were heading to a lovely hotel for a day-and-night session of play. I hadn’t had an orgasm in roughly five weeks, so I wasn’t just desperate to be inside her; I was also hoping for a shot at achieving my own climax myself. It might have been a long shot, but it was our anniversary after all.

We started off as usual with her enjoying oral pleasure and then adding her favorite vibe into the mix. After that, she would either call me over or request “John Holmes” and/or “Gonzo”. I couldn’t believe my luck when she simply reached for John Holmes without even asking, which kicked off my torment. For hours on end, switching between one toy and another while I got nothing but a front-row seat.

After a couple of hours passed with some brief breaks here and there, right in the middle of her enjoyment of “Mr. Holmes”, she let out a sigh and said, “God, I really DO love being a Mistress. I get to do whatever I want, can make you do what I want, and can feel my pussy however I choose.” It’s hard to put into words how much that moved me. All my effort, patience, and perseverance had been validated. In thirty years, I don’t think I’ve loved her more than in that exact moment. There have certainly been times equal to it, but none that topped it. She has always mentioned she likes it when I ask, but this was an unsolicited confession directed at both of us.

Once the Mistress had been thoroughly used and abused by her “friends” and had orgasmed herself out, I still hadn’t received anything for myself. I felt completely frustrated, jealous, and humiliated by her verbal jabs about my shortcomings along the way. I knew that Sunday would bring me into a fantastic sub space, but at the time, it was a hard pill to swallow. But just when I thought all hope was gone, Mistress turned over and simply said, “BACKWARDS!” Well, needless to say, I didn’t need to be told twice. After a few minutes, she looked back at me with matter-of-fact ease and said, “You can cum if you want to,” before turning around again. Once more, I didn’t need asking twice, ending things with an incredibly satisfying finish. Afterwards, she revealed that it had been her plan all along. All I could think was, “how sweet.” The fact that she took the time to consider me and spend time on my pleasure meant the world to me. So for the day, I was blown away TWICE. Truly an amazing day—one of the best.

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Where this goes next

Nothing on this board is a scheduling problem. It is the day after, the feeling that turned up late, and the part somebody cannot say out loud even here. The third one is about words rather than feelings, because which word you use changes what the thing is.

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