Is he ready to give up OW and show 100% commitment? Is he willing to have some sort of transparancy plan where you know he is not involved with OW? If there have been no changes on his part, then you can bet he wants the best of both worlds. He doesn't want to lose you as a "friend" (and maybe a friend with benefits) but I bet he's not willing to let his other lifestyle go, either.
When you start seeing "proof" then you know it's okay to reach out. I think he would need to pursue like crazy before thinking about "reaching" for anything.
It is not about what you feel should work in your M. It is about doing the work that gets the right results. Do what works!
