Have Ты ever looked at a word that Ты know and was just like..."Wait...when the fuck was this word spelled like this?!" xD I tend to have these moments like hell

Yes, sometimes I have moments when I realize just how strange a word is spelled, even though I've been spelling it correctly for years, so it's еще of an epiphany than a "wait I've been spelling something wrong this whole time?" kind of deal (I actually Любовь spelling so I'm generally very good at it lol. Spelling is love, spelling is life). I've had similar incidents with names, too. Not for the spelling but for the realization that names are quite weird. Like Ты just attach a word to a person или other animal and through constant use Ты come to associate that person или animal with the specific word, but words are man-made and technically every name ever invented is strange, even the ones you're familiar with. Just.... names. I really think this feeling is connected with the Болталка spelling. Ты become so accustomed to spelling words that Ты forget how strange the invention of letters and consequently the sequence of letters even is until Ты realize, "Wait, sign is spelled s-i-g-n. And long is spelled l-o-n-g... and hair is spelled h-a-i-r... Huh. Words."

I'm pretty sure I'm not even explaining myself properly so I'll stop right here.

Not really honestly. I used to be quite a dictionary nerd so that kind of realization doesn't happen for me.

I thought Walmart had two Ls for most of my life

I also didn't realize General Motors was supposed to be spelled like s h i t but I digress
*Shots fired at Sean if he ever gets on*

I have had those times when my brain goes 'welp, now I`ll turn off for a sec if u don`t mind' and then I can stare at a perfectly written word and wonder if it really was spelled like that. To enhance how dumb it can get, I once stared at 'you', thinking that maybe it is spelled 'yu'. 😒