I was away from this thread. In my work situation, Craig was clearly not a creepy guy. None of the women, to my knowledge (and in that startup I had a good rapport with almost everyone), were worried about him other than his breast fixation. @Anaamika and others, regarding confronting him directly, it was neither needed nor called for. If the women felt threatened or concerned, or even a little creeped out about it, and since I worked closely with Craig, if that were the case then yes I would have said something.
My girlfriend, the one that Craig made that comment about, was not concerned at all and just brushed him off as harmless in that regard, and otherwise was socially friendly with him. We were a small company back then, often like a family (low turnover, a work-hard play-hard have-fun environment), we got along very well. It was a tight-knit group, we loved what we were doing and we did it very well. Anyway, that to describe the environment, the closeness of all of us,
Craig was otherwise a jovial, fun-loving guy in a kid sense. I described him as a child in a man’s body. And, of course, the women could have confronted him directly.
HR? We were so small we did not have a dedicated HR group back in the early days, let alone an employee. Now we have an HR department, VP and a Director or two. By the time we hired any HR people, Craig had moved on for other reasons, mainly his low performance.
Hopefully that describes the situation. Craig was basically harmless. Yes what they did to him was uncalled for, unprofessional (okay, fixating on tits isn’t very professional), and yes it was passive aggressive.