Maybe he's trying to hide his identity for a secret mission. In some fanfictions, Naruto might be undercover, and covering his face is a simple way to avoid being recognized.
The Joker cutting his face off is a symbolic act of completely letting go of any pretense of normalcy and embracing his insanity to the fullest. It's a shock tactic to terrorize and confuse his enemies.
It could be for creating a sense of abstraction or to represent something symbolic. Sometimes, such designs are used to evoke certain emotions or to catch the viewer's attention in a different way.
The girl might have a crying cartoon face because she's feeling lonely or had a fight with a friend. Or perhaps she saw something that really touched her emotions in a negative way.
It could be that the character is feeling frustrated, disappointed, or even angry. Different emotions can cause that sour face look. Sometimes it's part of the story to show a character's challenges or conflicts.
Xiao Zhan had freckles on his face. Many articles mentioned the freckles on Xiao Zhan's face. Some people thought that these freckles affected his appearance, but others thought that these freckles made him more distinctive and charming. Therefore, it could be confirmed that Xiao Zhan had freckles on his face.
Maybe in the fanfic, Itachi has done something that goes against Sakura's beliefs or values. For example, he might have made a decision that put her friends in danger.
The phrase 'lines in my face tell a story' implies that our faces are like canvases on which life writes its story. The lines that form over time are not just physical marks but symbols of our journey. They can be the result of years of smiling, frowning, crying, or just living through different weather conditions. These lines might also reflect the stress, the love, the hard work, and the countless memories that we have accumulated throughout our lives. It's a beautiful way of looking at the aging process as a form of storytelling.
Perhaps Itachi realizes that Naruto has the potential to change things for the better in the ninja world. He takes Naruto with him to train him in ways that the Leaf Village couldn't. Itachi may have some knowledge or skills that he wants to pass on to Naruto, like how to deal with the power of the Nine - Tails in a more efficient way.