Well, he's getting there I suppose but there's no point in overthinking a mundane interaction or having this many superficial assumption on someone else.
But if he really insists on putting her on a pedestal and letting his insecurity run wild, what's more concerning is that she could hit him with knowledge about himself from different worldlines:
"If I had to rank all the Takerus, you're not even in my top 100"
💀
As Obergrüppenführer Smith saw in The Man in the High Castle, world where the nazis won WWII, when saying his counterpart in our world and a free America, it's unbearable to know that you're not the best version of yourself!
(I'm being overtly hard on Pikarun when he does a great job opening up and getting closet to his classmates, but his internal monologue piss me off! What is he, Kazuya from KanoKari??)