Am I tripping or was this in Google Earth ages ago? I distinctly remember flying SU-27 on Google Earth map like a decade or more ago.

Yes it was. And probably still is.

It was, tutorial video from 2015 [1].

[1] https://www.youtube.com/watch?v=RnX8DLmjkCA

I think it was also a feature of the commercial version of Keyhole, which IIRC, Google bought and turned into Google Earth.

The place where I worked had a Keyhole machine for pulling up satellite maps and doing animations back when this was considered borderline science fiction.