Being well-read is better (and cheaper) than an advanced degree, especially for broader education. Stay curious and read!! Fiction, non-fiction, biographies ...
Journal! I forget who said it but it’s so true: we don’t know how we think until we see what we say. Talking into a voice memo app or writing in a journal will help you process and grow.
When he comes to you and tells you he’s in trouble, stay calm. Ask “How can I help you?”
Figure it out together. No matter how old he is, he needs to know you’re on his side. There will be time for lessons and consequences, etc. But first, help.
Jon Stewart talking about Bruce Springsteen at Kennedy Center Honors: “I didn’t understand his music for a long time. I didn’t understand it until I learned what it is to yearn.” That’s why art hits you differently at different ages. You filter the art through the lens of your life experience.
Other peoples’ expectations are the guard rails on the road. They keep you safe and guide you he way - literally. They keep you from driving off a cliff. So if you want to be safe, and if you do that’s great, stay within the guardrails. But if you want to fly, you’re gonna have to run right over them.
Avoid commenting on the number of children someone has (or doesn’t have.) Its none of your business to ask why a couple doesn’t have kids or remark if they announce they’re pregnant with their 7th (other than to say “Congratulations.”)
Check out fencing. Local fencing club has classes for kids and adults all ages. They also do birthday parties, so that might be something different that would be fun for him and his friends.
When someone introduces themselves as transgender, it’s no big deal. Simply say “nice to meet you” or “cool.” Then politely ask “What are your pronouns?” And then you know how they prefer to be addressed.