This event is meant for informational purposes only. I loved school and loved learning, but he seems very timid. Every child will have their own unique way of displaying their feelings and managing difficult social situations. Rather than thinking about how you were as a child, try to understand your nephew's feelings and needs and be supportive. But among the ways we can help are visiting school in advance, meeting teachers and classmates in advance, and discussing what is likely to happen in school.
Academic preparation is always helpful.
I'm going broke. There is a wide range of interest and focus on fashion among teens. A certain amount of desire to fit in and be acceptable is common and should be respected. However, an over concern about clothing can be indicative of problems in self-esteem and identity. Social anxiety is very common among teenagers and the beginning of your being able to help your teen to adjust is to be a good listener and be supportive of their efforts to strengthen their identity and self-concept without assuming that clothing will make them any more confident or successful socially.