From what I've observed, all too often curiosity about trans people (which comes from a place of ignorance) regularly is misread as transphobia (especially when the curiosity is worded in accidentally transphobic ways - a lot of cis people with little knowledge of trans people genuinely don't have the right vocabulary, and that gets misinterpreted as transphobic rather than just a lack of knowledge). Questions about trans lives regularly get a hostile "it's not my job to educate ignorant people, they should Google it" response. If @t3rmit3@beehaw.org had responded to their wife's cousin with an angry "it's not my job to educate you!", the result would likely not have been as positive as the conversation they had.

I always approach questions about trans stuff with an initial assumption that it's made in good faith and comes from a place of curiosity. Those acting in bad faith reveal themselves pretty quickly, in which case I shut the conversation down. But more often than not, people are ignorant but curious, rather than malicious and hateful. So I absolutely agree with t3rmit3 on that front. Very little beats the human touch of having a real conversation with someone.

What @frog said is spot on in regards to my wife's cousin; the first thing he did when he saw the pride flag was go, "haha gay" because he's and edgy teen. And when we were talking later, he absolutely sounded like a right wing anti-LGBT+ troll, because he didn't have either the vocabulary or mindset to do otherwise. But he was asking questions earnestly.

There is tons of 'casual transphobia' in young male spaces (and casual bigotry in general), and someone has to be willing to wade into that bog if we want to pull those kids out of it. I'm not saying that has to be you or any other person in particular -not everyone can or should put themselves in that position- but if all transphobia is universally only met with hostility, even when the context of the conversation might otherwise hint that this is not someone who is a lost cause, it will drive those people further into the clutches of the Right.

That is why I brought up the lack of a Left-oriented outreach pipeline for young men; they've been ignored by the Left for long enough that their spaces are very hostile to LGBT+ people in general (looking at my fellow gamers), but we need to start clawing them back, and that has to start with not immediately treating them as lost causes worthy only of derision when they exhibit transphobia.

Many of them are just parroting the language and behavior of the spaces they occupy in order to fit in, not actively choosing or attempting to be transphobic.