I'm one of those people who interpret the above dialogue as being quite pushy considering he only wants Tav (at this moment at least), but doesn't want them to just stick to him. The reason it mostly feels pushy and more like some weird kink of his that he wants Tav to be with others is because the player doesn't get any say in the matter. Had there been a discussion about it, an option to say "Thanks for being so open to sharing" or "I don't want anyone but you either" or something in between, it would have felt at lot better. Without the ability to say anything it's just weird to me how he tells you to be with others without even wanting to know if that's something you want. He just assumes at this point, which fels wrong.

I feel like the problem to this particular dialogue starts before the scene in the woods. Because when he presents his "nicely worded ultimatum" to sleep with you, he says something in the lines of "either you are like me, or perhaps you're not." A statement to which you cannot answer properly either. You can say something like "I want this" or "no, this ends here". Which sort of implies that if you agree to the sex, you agree to the whole "either you are like me..." which then means that by agreeing to sex you are telling him that you are like him, that your heart roams free too. Which then sort of fits with the his: "Let other's know the happiness of being with you"-issue.

There should have been more discussion at this point too and a way to tell him "I only care for you and even though I don't want to share my heart with others, I accept that you do," or whatever. As of now, the game forces you to agree to be like him.

And as far as I can remember there's still a dialogue somewhere where you can ask him if he misses being first druid, not sure when it appeared, but my Tav had a discussion with him about it and he said something about not missing it at all and saying maybe be should have left a long time ago. Think it might be in ACT3 somewhere, but I can't remember.