You’re still young but I’m not that much older than you myself. Anyway my advice would be to decide what it is you would want to happen with this guy. If you truly want a relationship with him, then when you see him smile back and just say hi. Start slow and just talk to the guy. Don’t let his friends bother you. Who cares what they think? But there’s plenty of situations with guys I’ve liked where I’ve been too shy or embarrassed to tell them how I truly feel and when I finally did it was too late. You don’t want to look back later and always ask yourself “what if I had…”. Go after what you want and give it everything you have. You really have nothing to lose. If he likes you then great! If he doesn’t then at least you know and before you know it another guy will one around. If it’e meant to be, then it will be. Best of luck