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7/06/15: This past week, MD has taken me with Her on four “first dates”, but this time, it is with guys She was meeting who might possibly play with me. We put an ad on Craiglists a couple of weeks ago, looking for a bi-guy who would be interested in topping me while MD watched. The ad only ran a couple of days but we had several responses and MD settled on four guys to try to meet. We met “Doug” on Wednesday and then “David” and “Roger” on Friday and then finally “Jeff” on Sunday. Two of them we met at Starbucks and two we met at a sports bar. After meeting all four, both MD and i eliminated “Doug” very quickly. There was no connection between us, plus he wore a ton of cologne which MD doesn’t like.
Last night, after we got home, MD asked me to rank the remaining three. i said Jeff, David and Roger; and She said for Her it was, David, Jeff and then Roger. The difference was that She felt David was more into me and my rational for making Jeff first, was that i felt he was more into MD. Of the three, MD would not be interested in playing with Roger, but the other two She said She would consider. David is a 6’2”, black and looked in great shape. He mostly plays with women, but he said, that he enjoys playing with men on occasion as well. Jeff is 6’4”, white, and has been with another cuckold couple before. He played with Her mostly, but on a few occasions he also played with the husband. He seemed very interested in our situation, plus he couldn’t quit staring at MD!
Of course whatever we do will be choice of MD. MD asked me my opinion of the guys, but this is something that She wants, so She will schedule and move forward whenever She is ready. Between David’s travels and ours, it would be later this month before we can see him again, but the other two guys seem “ready to go”.
It is an amazing realization that this is going to happen. To be f*cked in the ass, while dressed as a little sissy boy is something i couldn’t have even imagined a few years ago and now it is almost a foregone conclusion. There is part of me that is interested in us “sharing” a lover, and another part is intrigued with having someone just for me. With Roger, MD would be Domme over both of us, where She would be the “director” in our little production. There is also a very real possibility that MD may have me play with all three to see what situation She likes best.
At first, i thought that maybe MD would only want me to play with a guy one time, so She could say She saw it. But, lately i am getting the feeling that this may be an ongoing part of my training as Her sissy sub hubby. She told me that once my cock cage goes on permanently this will be the only sex i am every allowed to have again. i have read that some guys, once locked up in long term chastity, start craving anal sex as they used to crave traditional sex. That would be hard to imagine, but it is also hard to imagine i am at the point in my life, that i am going on “first dates” with other guys.
We discussed last night that if She does have me play with multiple guys, that She may start a tattoo, like She does with the number of lovers She has had on me. I have tattooed slash marks for each of Her lovers right above my cock. Maybe MD will do the same with slash marks over my ass for the numbers of lovers that She has that takes me.
Our Relationship: (Repeating on Each Blog)
As of 4/7/14, my relationship with my Wife of 16 years, changed from me being naturally submissive to Her to one where we now live fulltime in a “Wife Led Marriage” (WLM) relationship. She is now in total control of all financial, life and daily decisions. She is recognized as the unquestioned authority of our marriage and my life. My role is to be the “sh” to Her “MD”. “sh” is Her way of reminding me that i am Her “sissy”, “submissive”, “servant” and “slave” husband. The MD is “Masteress D (Her name)” or “My Domme”.