As a result, I hope at one point that Tsunade would give advice to Sakura, saying that, don't let what she has with Naruto go away. I mean Tsunade probably regret on what happened with Jiraiya, so she might tell Sakura to not make the same mistake that Tsunade made and seize the moment with Naruto, which also works well with the new generation not making the same mistakes as the old generation and enriching themselves with it.
I see that happen in fan-fiction every once in a while, but it's all contingent on whether Tsunade actually had romantic feelings for Jiraiya. If she did, I certainly hope Tsunade will talk with Sakura about it. If Sakura really is confused right now a good talk with Tsunade might do a lot of good.
I could also see Tsunade having a chat with Naruto. He doesn't really seem interested in romance right now, but if he's somehow reminded of Sakura's confession from a few arcs ago, Tsunade would be a good person to push him in the right direction. Of course, she'd be going against the Jiraiya line I quoted above, so I don't know how big of a push she would give him...
I always took it that Tsunade pretty much decided to reciprocate when she said farewell to Jiraiya. I dunno if that meant she truly loved him or if she was allowing him happiness because he deserved it and she didn't mind. I guess that could tie in with that 'men aren't meant to pursue happiness' line. Whichever it was, she was basically deciding she would accept his advances once he returned. Of course he never did, so we'll never know what might have happened between them.
Naruto certainly hasn't really pursued happiness, but I'm hoping he will break the mold.
That was sort of the vibe I got from their last conversation, but I guess it's hard to say what would have happened had he returned. Though I would like to think she had some sort of feelings beyond friendship for him, prior to him leaving.
And yes, I also hope Naruto breaks his teacher's mold, after the whole Sasuke issue is resolved. Or before.