I think the most baffling comes from the people I've been playing with for a decade+.
"Can I make a (insert skill check)?"
Because the answer is YES. It's always yes. It's always been yes....
Just tell me what you're doing (and why) & maybe give me a second to come up with a DC and formulate an answer.
Yet week after week I answer this same question from people who already know the answer. ???
I'm DMing a game. The Druid usually shape shifts into a dire wolf. This time, the druid is shape shifted into a giant spider.
She misses several attacks in a row. I say, "Guess you weren't... Hungry Like the Wolf." Everyone laughs and I queue up Hungry Like the Wolf on YouTube on my phone and proceed to play it and many of us sing along. (Note: I had recently been going through songs from the early '80s and had listened to this song a dozen+ times in the last week. I knew the lyrics inside and out).
I'm singing along to the song and other players are talking to me. Or something. "What's its AC? Do I hit? Can I move over here?" Why are they asking me questions? I have an awesome '80s song to sing!!!
"What? Oh, yeah. You hit it. It's dead. I smell like I sound. I'm lost and I'm found. And I'm hungry like the wolf." You just can't beat lyrics that make no sense like that.
My players will sometimes test me with improve-style questions about the environment they're exploring.
I might describe a fully stocked bookcase, and one of them will be like, "I pull a book from the shelf, what is its title?"
I'll have to come up with something like "The wood-worker's guide to level and bevel."
We all have experienced that.
Multiple times... I think.

(Dungeons & Dragons)
Rulebook featuring "high magic" options, including a host of new spells.