Languages don't really become systematically simpler over time, or they would've had to start out incredibly complicated. They have some tendency to cycle between lots of grammatical forms (like Latin) and few grammatical forms with lots of helper words (like English).
("Simple" and "complex" is debatable; English's snarl of helper words is infamously hard to learn.)
It's obvious how you go in the "less inflection" direction, but how do you go in the "more inflection" one? The answer is that you start with helper words, which evolve into enclitics (fragments of words attached to other words, like the n't in 'can't' and 'shouldn't'), and eventually those become suffixes and prefixes, and then merge into the words they're attached to, creating grammatical inflections!
This process is where all(?) of the grammatical forms in Greek/Latin/etc are thought to have come from, afaik. Proto-Indo-European, one of the earliest languages we can reconstruct, seems to have been pretty close to the apex of this process, having just consolidated a bunch of enclitics into grammar.
So the goofy internet 'verbn't' trend is actually a possible glimpse of how English could acquire a negative verb form like Japanese has!
Russians tend to drop articles in English, Indonesians don't really distinguish between "he" and "she", many learners forget the -s in third person singular verbs ("he make"), irregular forms get regularised ("teacher teached me").
Some of the most complicated languages are spoken by small groups in Africa or Papua Guinea, with features such as an evidential aspect (different verb endings depending on whether you saw something with your own eyes, heard about it, concluded it, etc.) [1], or Mother-in-law-speech, where the language you use changes when you speak to your in-laws [2].
Pidgins tend to be very simple and regular, by contrast.
You are raising the question, not begging it.
https://www.merriam-webster.com/words-at-play/beg-the-questi...
> Begging the question means "to elicit a specific question as a reaction or response," and can often be replaced with "a question that begs to be answered."
This progression is likely due to the fact that people raise questions much more often than they beg questions. Once the phrase started being used in the former sense, it was bound to overtake the latter.
Besides, even when you just look at morphology alone, ancient languages are no more complex on the whole than modern ones. Thus consider Russian, which has more cases than Latin (IIRC). Or Hindustani, which uses an entirely different case system depending on the aspect of the verb. Or Swahili, where the verb inflects for both direct subject and object (but not always!), which have no less than 18 irregular genders, as well as for 28 tense/aspect/mood forms (if Wikipedia is to be trusted) — amongst other categories.
What happens, it turns out, is that languages can grow more complex over time as well as simpler. People do tend naturally to simplify, delete and abbreviate syllables in words — but they also tend to merge words together and elaborate simple constructions to more complex ones, in order to retain the expressive capabilities of their language. I’ve already mentioned Deutscher’s bool The Unfolding of Language; I will recommend it again here, since it has a great summary of exactly how these processes work and interact with each other in order to generate complexity in language.
As a result Language was heavily over-engineered back in the day when it was one of the few ways people could get all that "out".
English went through this when the Norse invaded England and controlled up to 3/4 of it for several hundred years. As they did not have a large social separation from the English, they tended to intermarry with the English, and because their own language was similar but not the same, it was easier to speak a simpler kind of “pidgin” based on Anglo-Saxon but dropping things like gender and declensions that didn’t match the Norse versions.
When the Normans invaded, they stayed socially separated from the English for much longer and didn’t try to learn English, so there was no repeat of the simplification process. In contrast, the Norman French vocabulary migrated into English and seriously complicated the spellings in English.