To help answer the question: I'd say these are two very different conversations. There are genuine, curious, thoughtful questions that people ask about trans lives (their own life, or someone else's). Separately, there are false actors who have no intention of trying to understand trans people. They are actively hateful and aim to disrupt every interaction and announce themselves as cruel "comic relief" because they see the very word "trans" as an excuse for them to take fascist center stage and say "ha ha ha trans people!" The false actors pretend to create a conversation and then derail it. But the fake conversation (with themselves) they're performatively derailing (as if it were a monologue) isn't a real conversation that needs to be had anyway. Real conversations between trans and cis people, the important ones that need to be had, will be had when the door is closed and there aren't fascist disruptors in the room.
Also, trans people have written some absolutely awesome books, and people who want to know more should Google [books by transgender authors] and buy and read them! Plenty of information has been created. It's often drowned out by transphobic media, but if people are really serious about hearing trans voices, they'll turn down the volume of the TV transphobes and take an hour to Google the book written by a trans person which turns out to be the exact thing they need. Or go to an open mic where people are speaking in a heartfelt or literary way about their personal experiences, as you mentioned. What I mean is, sometimes the lowest-hanging fruit of opportunity isn't that some people need to speak/write more or better (since they're already doing that work), but that certain other people should start listening to them.