I know exactly the moment you're talking about, because I've long had it in my head as an "if I can ever remember what episode that's from, I want to screencap it and love it forever" shot. :( If you figure it out, do let me know...

Also, this?

(Sometimes I think about how I am not only writing a high school AU, I am writing an epic novel-length high school AU, and I just have a "look at your life, look at your choices" moment.)

Yeah. Me too. ♥