I think things are progressing as expected, if not a little better. My wife has known about my cuckold desires for over a decade and nothing has come of it. We have role played about others in the bedroom for years and she goes along with it, but has also told me several times it will never happen.l for real.
This is why I will not push too hard, because I see this as the best chance I ever have had. I actually like that she has not brought it up to me about their chatting. I want her to be comfortable chatting with him and I think by me not prying or asking questions, she can do what she wants with it. I want her to naturally get closer to him if there is any chance.
He and I text almost daily. He really wants it to happen, but I told him we need to tread lightly. He is positive that since she didn’t freak about the dick pic that we are on track. I also really like that she has interest in his dating and he keeps pushing it to his sexual encounters. She seems to like it and I know she liked seeing his cock, even if she didn’t tell me.
I see the best chance being the Christmas party, but need to be careful about it due to coworkers. He is going and told her he is getting a room. He and I coordinated and I did the reservation for both rooms without her knowing. I asked for adjoining rooms and hope that makes it easier for us to hang out without others knowing. He is going to be like holy shit, we got rooms next to each other after we checkin.
I have been nonstop horny this whole time. I have jerked off more in last 2 months than the last year.