He might give Naruto a big, warm hug. Physical comfort can be very reassuring, especially for Naruto who didn't have much of that as a child. Jiraiya's embrace would let Naruto know that he's not alone and that there's someone who cares about him and his feelings.
Jiraiya would probably offer some words of wisdom. He has a lot of life experience, so he might tell Naruto that crying is not a sign of weakness but a way to let out pent - up emotions. For example, he could say something like 'Boy, those tears are like the rain that nourishes the seeds of your growth.'
One possible reason could be that Naruto is feeling lonely. Despite having friends, he still has moments when the weight of his past, like being an orphan and ostracized in the village as a child, hits him hard. Jiraiya might see Naruto crying because of these memories resurfacing.
Cedric might immediately go to find someone who is closer to Harry, like Hermione or Ron. He realizes that they might be better at dealing with Harry's emotions, so he fetches them to come and comfort Harry. This shows Cedric's understanding of Harry's relationships and his concern for Harry's well - being.
One common theme is the passing of the torch. Jiraiya, who was part of the older generation, sees Naruto taking on the leadership role, representing the new era. Another theme is the realization of dreams. Jiraiya always hoped for Naruto's success, and seeing him as Hokage is that dream coming true.
In fanfiction, Jiraiya seeing Naruto as Hokage can be a very emotional moment. It could be a vision Jiraiya has in a story where he's still alive, or perhaps it's a memory in a story set after his death. This often shows Jiraiya's pride in Naruto and his belief in Naruto's potential to lead the village.
She might immediately go to comfort him. Hinata has always cared deeply for Naruto, so seeing him cry would likely trigger her protective and empathetic side.
One possible fanfiction could be that Naruto is crying after a particularly tough mission where he lost a comrade. Jiraiya finds him and offers his fan, which has a special significance. He tells Naruto about his own losses and how he overcame them, inspiring Naruto to keep going.
He might be shocked. Naruto has seen a lot in his life, but seeing something new and unexpected in his son's eye could still catch him off guard.
The plot could be that Naruto is crying due to the pressure of being the Jinchuriki. Jiraiya comforts him by saying that his strength is not just in the Nine - Tails but in his own heart. He gives Naruto the fan as a reminder of their bond and that he'll always be there for him, even if not physically.
Sakura could be the one to find him crying. She has known Naruto for a long time and they are comrades. If Naruto is in a vulnerable state, she might stumble upon him.
It could be that Naruto has lost a dear friend. He is overwhelmed with grief. Jiraiya comes to his side. He doesn't say much at first but just gives Naruto a big hug. Then he starts to talk about the impermanence of life and how those who are gone would want Naruto to keep moving forward and be strong for their sake.