TTD but maybe i'll have left a seed of doubt in their mind about getting the surgery

anyone saying "uhm why are you having a conversation with a child!" is acting in bad faith, this guy is probably surrounded by adults online who are constantly telling him he's a a woman, showing up and being the only voice of doubt can only potentially save as I have no other intentions.
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brother stop talking about dilation and stink ditches to <16s especially when they say its making them uncomfortable. you might have good intentions but it could very very easily be read as inappropriate or flat out grooming. and for once one of them is right, talking about dilation and insertion into themselves is adjacent to sex.
stop now and deffo stop telling us you're doing it, it's not cool.
if you're drunk you're gonna sober up disgusted and going "oh fuck what did I say and why".
You're also not gonna reach their heart on the issue being a randomer confronting them about it on discord. You might even get their heels more dug in. especially if they say they don't wanna talk about (neo)vaginas and you keep going, they're gonna go to the troon ring leaders in their own server, show them, and they're gonna convince them you're jealous of them, attracted to them (and thus a paedo) and that you're a chaser and that's just how many chasers are.
if you have to, try convince an adult. The DM shoulda ended at im not even 16. You should only be DMing a kid like that, if at all, like 1-2 sentences to arrange the rules of a game or something.
for once I'm not gonna make an edgy joke and pretend I think you are a predator but this is not a good look. also
Was surprised to run into a child in the first place, if a child has decided they're "trans" their parents are obviously too negligent to be responsible.
It's not on you to parent random discord kids. Report to platform or CPS instead of being some random "eggs" daddy
Furthermore it is my belief that children shouldn't be on the Internet and the government shouldn't try to lock down the Internet rather parents should be held responsible for what kids get up to
Cos oddballs might start messaging them on discord?
if they get groomed into this shit the parents should be locked up
how does this make sense. breaking up the family further and removing stability won't help them steer away from their path, also you dunno the circumstances. maybe like many many of us were the kid is crafty. maybe the parent is also brainwashed into thinking the trans thing is ok, or in their position they could lose their livelihood if it got out they didn't affirm the kid. maybe the only way to put food on the table as a single parent - split up or dead - is to work 2 jobs amd trust your almost adult child isn't gonna be a retard. families are also victims in transitioning and even wider molestation cases.
create a culture of parents not wanting their children to be on the Internet for both of their sakes.
just not gonna happen is it. all over the world kids TV is disappearing and going only online. their friends all will be. they need a phone to be safe when out of the house. their friends will be playing games. they'll be even more socially outcast and drawn to communities like the trans community for acceptance as soon as they're let loose. maybe they'll start going to irl transition meets out of sight out of mind and actually put themselves in immediate physical danger
tldr not your kid, not appropriate contact or topics, leave them alone or if possible report to platform or even better CPS or parents
and don't give us updates on your chats with tweens and preteens. also don't talk to them about neovaginas and insertables
again I'm not gonna say ur a predator and assume you have good intentions but bad plans bad optics you could easily easily be made to look out like a weird groomer - and it's not on you to raise others kids especially through a screen. that's for the parents, extended family, and/or state.
Edit OP has reflected a bit on this and DM'd ne, and without leaking the message they sent, they were also somewhat impaired at the time, so don't dogpile them too much - unless they do it again. This general message goes to everyone though. Don't DM kids even if you think you're helping them, and don't talk about sexual organs with them. If you mist, contact adults, authorities, or alert platform owners with reports.