The first chapter of the Godlike Heroes List, Daji, did not specifically mention when she died, so the time of her death was not clearly stated in the novel. However, in the plot of the novel, Daji was used by the officials of the Shang Dynasty and eventually became a demon girl of the Shang Dynasty. She was destroyed by the army of the Zhou Dynasty.
In some Orochimaru lemon fanfic, he might be portrayed as having a more seductive or alluring side. However, this is a very unorthodox view compared to his original character in the Naruto series. His intelligence and cunning nature might still be emphasized, but in a more sexually charged context which is not really in line with the official Naruto story.
The story could develop in a dark direction. Naruto might start to learn Orochimaru's jutsus. His personality could become more cynical. He'd be cut off from his usual support system in Konoha.
It's a wild and creative plot twist. Maybe Orochimaru uses some forbidden jutsu to bring these kids into being for a sinister purpose related to Hatake's abilities or past.
The Heartless Mage 2 Taotao did not die in the TV series. She was revived at the end of the plot and returned to the human world. In the novel, Tao Tao was eventually saved, but she chose to stay in the world of Heartless Mage and continue to live and adventure with Heartless Mage.