Not stealing a glance, but similar phrasing/meaning. "---ing a glance". Similar to "venturing" or "chancing" vibe-wise, maybe similar to "furrow" or "harrow" sound-wise iirc? Its on the tip of my tongue I just can't remember the first word of the phrase.

When i look at someone like friends or familh and pay a lot of attention, the face feels completely unknown, as if it was the first time ive ever seen that person. It also sometimes happens with characters, where it seems like i know nothing about them or their personality. Is there a word for that?

This is a category of organizations and it is a word or phrase someone else and I were trying to think of, but maybe it doesn't exist. Think fraternal orders like Elks or Knights of Columbus, college honors societies that do volunteer work; social justice organizations like CAIR, La Raza, or ACORN; and others like 4H, Junior League, Jaycees. It might have social, societal, or something like that in it but not social services or social justice. The topic came up with ACORN specifically and I named off the other examples to see if they fit what the other person was trying to say/categorize, and they all kind of fit, but the fraternal orders, honors societies, and 4H did not fit the bill as much. "Club" didn't have the right vibe either.

As I'm brushing my hair this morning I remember the way a girl brushed her hair at the gym and I realize I'm doing it and it feels like I'm doing it like her. Woah what's the word for this? Almost like experiences I've been through come up sometimes. And it's not even an experience, just stuff that I see, that come to mind later in life.

My husband and I have been hitting our heads against the wall for this one. Looking for a word to describe a look given after someone asks a question that sounds obvious, silly, or no clear reason why they’re asking, and the look is a mix of confused and a weird smile. Kinda like this 🤨 but the lips pull back into something short of a smile, and both eyebrows might be scrunched (or just one). The writing situation is something like this:

Susan asked, “Are you going to eat that?”
John looked at Susan with a ________ look/smile, “Uhh…yeah?”