She never asked for your permission to start dating him, but when she told you that he had asked her out, and told you how much she liked him and how attracted she was to him, you had strongly and enthusiastically encouraged her to say yes. And now, you are as nervous as she is -- with both of you hoping the date goes well and that it's just the first of many.
Experienced: The flirting in the hotel bar lead to getting spit roasted in our hotel room π§π»ππ©πΌππ§π»
You and your wife had role played cuckolding numerous times -- but you never thought things will progress beyond that. Apparently, your wife has had other ideas, and she strongly encouraged you to set up this "date". And even after you had set it up, you doubted she would really go through with it. But there is no question now that she's going to. And it's clear that this is not going to be a "one time" cuckolding.
of course.