I think you're doing a great job with Date so far. I think his intro was definitely interesting, and it's always cool when the intro posts can get shaken up a bit, so utilizing the event was really smart. And I think it worked well to get people who wouldn't talk to him otherwise to take notice of him. I think you're doing a great job of making him utterly ridiculous.
I think you're doing wonderfully with your characters, as always. Even ones who are usually rather closed off or hard to interact with, such as Kakyou or Doumeki or Sei, seem to be very present in the game. Perhaps not to the extent of Mokona or Sakura, but that's how it should be, too.
You're handling Sakura's issues and growth very well. I think you do a great job of not making her just generic sparkles, but actually have her interact with and react to things that might be a bit darker or unlike her own canon. Issues of forgetting people and body memories, such as in TRC, or dealing with Kuro being a huge jerk to her. You give her so many sides and you can definitely see how she's the sparkly jesus that she is without seeming condescending or overly stupid. She's still very much a kid, but a smart, generous, and kind one. You handle her perfectly.