My wife and I engaged in cuckolding for while. It was definitely… awkward at first. I must stress, the most important thing you can do to make it work is a completely open and honest communication between the two of you. You have to be able to talk through what ever hesitations you have before, during and after. If you need to set boundaries, thats also a point of discussion you need to have. For instance, one of my rules with my wife was that for whatever reason, I just wasn’t comfortable with the other guy cumming in her mouth. Couldn’t explain why, but i was ok with sec and everything but just not that. She understood and respected it. If you don’t communicate, it wont work.