Which brings to mind this page, where Pete ranks Sally in his top 40% of people to come up with a battle plan. Although he's still counting her as second best to himself, it's still a huge compliment coming from Pete.
Jim becoming such a good roleplayer that Annie actually has to ask him to stop roleplaying for a moment (since at that moment, her character is killing his character) so she can tell him how much she loves him for it.
Annie/Anakin: Jim, can I just say something?
Jim/Padmé: It's too late... <gasp> Save our baby... You— <cough> Love must conquer death this day...
Jim/Padmé: Oh wait, right. What?
Annie/Anakin: Jim, that was... the most beautiful thing you've ever done for me. I totally love you.
At the end of Episode III, after delivering young Luke to Lar and Beru...
Ben/Obi-Wan: I have a good feeling about this
Subverted, though, with all the Dramatic Irony mixed in with the new hope.
Pete drops a What the Hell, Hero? on Ben due primarily to the fact that Ben's been making Sally keep his recent return a secret, lying to their parents for the past three weeks and overall being a bad role model to her.
Corey's reaction, both in and out of character, to Obi-Wan's death. It's downright amazing how well Ben and Corey managed to play the mentor relationship between Obi-Wan and Luke while Ben simultaneously taught Corey about both the backstory and tabletop gaming.
Ben decides to stop drifting and take control of his life.
Ben: I won't be pursuing a career in medicine. I'm looking at other options.
Pete: Really? What?
Ben: Arts, sciences. History maybe.
Pete: Well. I'm impressed.
Ben: I didn't think they would be the sorts of things to impress you.