The quest will automatically begin at the 100 day mark.

You enter the River Bank and find an old book, which catches your attention. You pick it up, and an old man named Jiraiya appears as a ghost. You recognize him as one of the three legendary sannins. Jiraiya explains that he died saving Konoha and is now a ghost due to his connection with an album. You ask if his chakra is attached to the book, and he confirms it. You want to open the book, but Jiraiya stops you. He mentions that the book contains erotic content, which might upset some villagers. You decide to continue the conversation elsewhere.

You open the book and it turns out to be an album with erotic pictures. Jiraiya never finished it, that's why he's a ghost. He asks you to help him finish the album. You discuss potential models for photos with Jiraiya, suggesting Sakura, Hinata, Ino, and Karin. Jiraiya is familiar with some but not Karin, whom you describe as a redhead with a nice body. Jiraiya agrees Karin would be a good choice. You then decide to go to the hot springs to look for a good opportunity to take photos. On the way, you realize Jiraiya didn't mention bringing a camera, so you decide to buy one from Tenten's store.

After changing in the dressing room. You go outside and come across Hinata and Sakura at the hot springs in towels, discussing their day off. You overhear Hinata's curiosity about you and decide to take photos of them in a compromising position to satisfy Jiraiya's wishes. You first approach Hinata, find her alone, and take a photo of her using a dildo. You then move on to Sakura, who is engrossed in a book, and take a provocative photo of her in the hot springs.

Go to the training ground and ask Ino for a photo. If Ino's Lust is less than 10, she'll refuse.

After taking a few photos, you and Ino get laid.

You wake up next day at home and find Jiraiya, looking shy. He greets you and mentions he let you rest the previous day because he noticed your dedication. You recall him using a similar excuse with Ino at the training camp, to which he responds by saying it was for research. You ask him about his research and joke about him being a pervert. Jiraiya reminds you that you still have a long day ahead and that you'll miss him after his departure.

You discuss obtaining a photo of Karin, realizing it will be difficult. Jiraiya suggests asking for help, but you hesitate. You finally decide to keep the identity of the person you plan to ask a secret and insist on coming along.

You go to the Orochimaru's lab. Jiraiya don't like that. After some tension and insults, you attempt to calm them down. Jiraiya reveals that Orochimaru can see him because he was the one who threw the album into the river. Jiraiya suggests using a fake letter from Sasuke to seduce Karin, and Orochimaru agrees to write it. They return the next day to collect the fake letter.

The next day, you go to Orochimaru and he gives you a scroll. You ask him to help you develop the photos. He agrees if you pay 50 Ryo for each photo. He tells you that Karin went to the forest to gather herbs and you decide to go find her.

You tell Karin that Sasuke asked you to take a photo of Karin as a gift. Sasuke has sent a scroll with his request. Karin initially questions the request, but agrees to take off her clothes and pose for the photo as directed. You instruct her to climb a tree and strike a seductive pose, which she does. You take a photo of her in position. She then accidentally falls from the tree, but is unhurt. You express satisfaction, noting the camera and she are both fine. You leave, thanking her for her trust.

You meet Orochimaru and pay for the development of five photos, which costs 250 Ryo. If you don't have the money, Orochimaru gets angry and tells you to return when you do. He warns you not to expect him to buy free stuff for you and Jiraiya. After that, you meet Jiraiya, who asks you to deliver a message to Naruto, which you refuse. Jiraiya understands your reluctance but gives you the option to change your mind later.

The next day, you go you Orochimaru to get the photos. Jiraiya says he will accompany you invisibly and advises you to check each photo separately to ensure they are correct. You agree to this plan.

You enter Orochimaru's laboratory, but he is not there. But you meet Karin who gives you an envelope. She is also interested in Sasuke's reaction to her photo. You lie to Karin and say that you accidentally broke the camera while taking the picture. Karin understands, but is disappointed. When you go outside, you see Naruto. Jiraiya asks you to give Naruto his message. You remind Naruto about true strength and protecting those you care about.

When you return home, you put the photos in an album. Jiraiya thanks you and disappears.