I kind of want to see what Naruto/Sasuke/Kakashi/Sakura's dreams would be like. Maybe Madara and Obito too. My guesses -
Naruto - Naruto is Hokage, Sasuke is back in the village and is one of his fanboys, and Sakura is his girl. He's not a Jinchuriki, but Kurama is his homie and just chills in Konoha. Jiraiya is still alive too, as are Minato and Kushina.
Sasuke - Itachi and the rest his clan are all alive, also he's much stronger than Naruto
Kakashi - Minato, Obito, and Rin are all still alive, his dad is also alive and never committed suicide, his mom is still alive too. Obito never got crushed or turned evil.
Sakura - Sasuke goes back to the village and then confesses his love for her
Obito - Well, we can pretty much guess that his dream would revolve around Rin...
Madara - Him and Hashirama are still best friends, all of his brothers are still alive and their clans don't fight anymore
I actually like to see what Orochimaru dream would be like?....Your thought on Orochimaru?