I won’t go into too much detail about how this came about, but I’ve had some recent conversations with a guy who is recently divorced and lives about a mile away from my wife and I. His and our worlds have some overlap conceptually but isn’t in our immediate friend group or have other direct connections to us as far as we can tell.

This puts him almost close enough to walk between our houses while still not being someone we are likely to run into at a party with friends, etc.

My wife plays along in bed with role play and dirty talk about my cuckold fantasies and even met up with an ex of hers a few times early in our marriage, with my blessing.

I have encouraged him to flirt with my wife and see where it goes. My end goal (and his) would be for her to have a long term sexual relationship with him but of course much of this depends on her interest.

I know I am somewhat playing with fire but has anyone else initiated a cuckold relationship this way with success?