1. You question how you two dating would, not only affect the group dynamic, but how it would affect your relationship, it general?
2. You truly think there is a better fit for them than yourself. Not really saying that you're not good enough, just given the situation, you think they need someone unlike yourself, and because you care about them so much, you want what's best for them?
3. If you are not even sure if you like them or what they represent.
If you said, "Umm...I don't know...make a blog post?", you win!