The biggest con of this is that to a user it will seem much more like phishing.

It happened to me a while ago that I suddenly got emails from "githubnext.com". Well, I know Github and I know that it's hosted at "github.com". So, to me, that was quite obviously phishing/spam.

Turns out it was real...

This is such a difficult problem. You should be able to buy a “season pass” for $500/year or something that stops anyone from registering adjacent TLDs.

And new TLDs are coming out every day which means that I could probably go buy microsoft.anime if I wanted it.

This is what trademarks are supposed to do, but it’s reactive and not proactive.

PayPal is a real star when it comes to vague, fake-sounding, official domains.

Real users don't care much about phishing as long as you got redirected from the main domain, though. github.io has been accepted for a long time, and githubusercontent.com is invisible 99% of the time. Plus, if your regular users are not developers and still end up on your dev/staging domains, they're bound to be confused regardless.