My H started cheating on me with one of his co-workers. My H's boss is the brother of my next door neighbor who is a very good friend of mine (note: that is not how I found out).

My H works at a large, hip and very social company and that place has more drama than a soap opera so nothing stays quiet for long. It never even dawned on my H that his boss would tell her brother and he would tell me. Again, it's not how I found out but it certainly was a possibility that my H never thought of as he was so invested in the high of an affair.

I hope for your sake your H is not having an affair of any kind but IMO it seems he has had one or is having one.

Flirting about an affair is disrespectful IMO.