The short short version is that English began as a Germanic language, which bumped into Greek-influenced Latin at regular intervals. Then the Norman French conquered England in 1066, and ruled it for a few hundred years, which brought in a huge French (and, because French is a Romance language, Latin) influence. Then the UK conquered much of the earth, and absorbed thousands of words from many world cultures. As a result, English today is like a German christmas tree decorated with so many ornaments that you can hardly make sense of it when you see it. That's my summary, the podcast is better :)
[1] https://faculty.georgetown.edu/jod/texts/twain.german.html
The Revolution will be complete when the language is perfect. Newspeak is Ingsoc and Ingsoc is Newspeak.
In unpoliced discourse, I don't believe this happens. There are always some rough edges in languages as they aimlessly evolve, but nothing that hard.