We probably will need to skip a bit since Sakura will have work and she and Shikamaru will need to plan their little outings carefully. I was thinking of one or two idea but they're very minor ones.

I was thinking at some point Sakura or Shikamaru end up getting into an argument with their mother or father and storm off to the other's house for comfort without really thinking about it. Maybe Ino is nearby to check in on them.

Another thought is that Sakura is going to realize she and Shikamaru are going to have to practice kissing or being affectionate. She's gonna know Ino is expecting to see them kiss and it can't look like they've never done it before (coughkuramaandbotan).