Maybe try doing some of those more mundane things? Pinkie's a party planner, so have her throw a friend a birthday party! One that doesn't have to be super insane awesome. We see in canon how she can do some kids birthday events: small, intimate, and just right for everybody to have some good old fashioned fun. I know she's AU, but I'd imagine she has a bit of that Pinkie spirit in her to know the type of party needed. Maybe something small and silly for one of Fluttershy's animals? They need birthday parties, too!

Woona, once she's off her dream high could probably do with a making preparations for Nightmare Night. Maybe she could try to get together with her AU counterpart to see about decorating the Night Market.

Maybe it's time for Lyra to put together a band for a day as an impromptu Music Day in the Square. Nothing elaborate, just tunes to cheer the ponies who are out shopping.

I'm not as familiar with Ako or Gentarou's canons to be able to make suggestions, but similarly understated, just day-to-day type events would also help flesh them out. I admit, I hesitate at times on tagging into your posts because they do occasionally have the air of LOL SO RANDOM about them.