I like a boy named Reuben. I talked to him once but now I don't know what to say to him. Please help me someone?

Well, think about your best qualities or talents. Talking about your talents will help you see if you have common interests, and will feel natural. Also, if your best quality is honesty or loyalty, mention it. Tell him a story. Maybe complain about something. The way to bring it up is start with small talk and "how are you", and when he asks you in return tell him this.