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From my experience with a friend, HR couldn't do anything as the communications were not via work channels (aka in work place, work email etc). There is so many procedures that they have to follow, and are their to protect the firms reputation.
Maybe talk to them off the record without telling names first.
That said you much follow your heart and do what you think is right. Ive seen sexism on both sides and its a fucking disgrace.
I'd get the other girls together collate all the messages of communications and track his finance down. She has to know at least. This could be done anonymously as well. Once this has done the damage I would then move into the firm.
Another thing to take into account is how protected he is with this firm, i call it the funny handshake. (I'm from an old uk family so i say it a lot growing up.) be he one or not - he sounds very protected by the firm.
I have seen a lot of weird shit in my time so above all make sure your extremely paranoid and cover all your bases before you make your play.
Let us know if you need help.
Another idea is to go on the dark web and get a hacker. get as much dirt on him as possible. then take it to him and ask him to stop.