Ask Lemmygrad

Yesterday I found someone who says “question mark” after every question […]

When I hear someone say "question mark", it's usually in a condescending or smug way of talking. Usually accompanied with an over the top tone. It's annoying and down right insulting, but I've rarely found it said that way so that's fortunate.

[…] and has apparently forgotten how to inflect their voice to express tone. It was horrifying,

But this? This better be some edge case because that is down right terrifying. Still I don't know enough about that person to know whether the absolutely monotone voice is a symptom of being terminally online or something else entirely. I hope for the latter, because just the thought of such an extreme case is making me doubtful, skeptical and well... terrified just for thinking it possibly being true.

I immediately think “cringe” or “based” at many things.

Can't relate directly, but I do have thoughts in my head about a someone I'm talking to. Like thinking the person might be an utter idiot, someone well intentioned and salvageable, or someone who knows what they are talking about. But I don't shorthand it to "based" or "cringe". As long as those words stay in your head, I don't think they are wrong to have there. Just don't use them in public unless you want someone to wince.

[...] everything I hear gets put on a meme template by my brain

Maybe that's not so bad. As long as you don't try and articulate yourself purely in memes or try to communicate your thoughts in them, then they could help you with simplifying thoughts. Buuut, they might also influence how you think about the other person subconsciously and be detrimental when talking about more complicated stuff. But I don't know, I'm just spouting bullshit of the top of my head since I don't do this and don't know how it could influence thinking.

I’m having trouble expressing tone/emotion in writing without visual indicators like emojis or “/s.”

This is a non issue, text is a very sterile form of conversation as it does not convey any sort of emotion you want to convey through it by itself. That's why emoji exist and why something like "/s" was invented, back in my day™ pEoPlE uSeD tO wRiTe LiKe tHiS to convey mockery or sarcasm.

Here you go, a video by Jan Misali about "/hj": "the /hj tone indicator is worse than useless"