Open Questions for Hotwife

I have a buddy I’ve know for 40 years. My wife has cucked me with a lot of strangers but never with anyone we’ve known. I think my buddy has a thing for my wife as we had him and his significant other over to our pool a couple of times last year and after he talked about coming over on his own, but we never had a lot of time for that last summer.

How do I work it out for him and my wife to get together. I don’t think he is the type that I could tell him she has sex with guys while I watch or goes out and comes back full of cum.

Thinking I could somehow set them up where I have to leave and they get alone time.

Your thoughts.