10 comments on “Pegging Preparations

  1. Hi CagedMonkey, I hope you both enjoyed yourselves. You deserve it after your efforts over the past week in setting all this up. DtBHC.

    • It was a nice night together, even though it all didn’t go as planned. It’s always great just to spend time with ML, that’s the best part!

  2. Can’t wait to hear how this goes! Yummy. Can imagine the anticipation you are going through!

    • We never actually got to the “pegging” part, as we were both very tired at the end of the day. Wearing the plug was still very exciting, though. The pegging will have to wait for another day. 🙂

  3. Ahh…one of my favorite activities. It’s neat how sensitive one’s prostate can become after a while. I know I look forward to a good ass pounding, but if I recall correctly, you have safeworded (is that an actual term?) in the past, and knowing that you are rather tough, Lady M must really have some strong quads and gluts, you lucky son of a gun 😉 . Enjoy!!

    • From what I remember, I used the safeword when ML wasn’t exactly “pegging” me – she was using toys on me, but not the strap on (I’m sure ML will correct me if I’m wrong). It really did test the limits of what I could endure!

  4. I’ve never experience what you have CM but you have such a great nack of making me feel what it would be like!

  5. I know what you mean about how it is hard to remove a large plug. I have an anal intruder with the large ball and I have to take my time working it in but when it comes time to pull it out, it makes my eyes water because it hurts so bad.

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