Ryan's joy at hearing that Henrik has made it into King's College definitely counts, especially when the two realize that they will truly miss each other once he's gone. Of course, by the end of the story, Ryan feels betrayed by Henrik's actions during their final battle with Kodenai, and they haven't made it up as of Act II.
Lavie's teddy bear, which she treasures because Ryan won it in a shooting contest when they were kids, and gave it to her.
During Lavie and Ryan's quest at Glendale, after the boss battle, Lavie is badly shaken and on the verge of hysteria. Ryan then has the chance to either be gentle with her, or to take a "motivational speaker" approach and snap her out of it. Both of these are quite a refreshing change from Ryan's generally dismissive manner towards Lavie, especially the former:
Ryan: "You know I'd never let anything happen to my one and only deputy, right?"
Carranya's nineteenth birthday. She's run away from home on a mission of peace, is feeling lost away from the Palace for the first time in her life, but Ryan can still make it a memorable day for her, especially when he chooses the right gift to give her.
Ryan advising Carranya on how to deal with her father, King Arlbert of Galvenia, whom she feels is neglecting her:
Ryan: "When you get home from your mission of peace, give your father a hug. Tell him you understand the strain he's under, and ask to spend more time with him. He's your father, after all. You're fortunate to have one."