Girls, I need boy advice

So I've been sorta crushing on this guy recently, nothing too crazy, but I really like his personality. He's in English class with me and we're both in grade 12, I think we're both going to the same college. I'm considering pursuing this crush because I really like him. My only issue is that he's a popular kid, and I'm not. In fact, most of his friends hate me. It's totally different social groups. And I'm not one to submit to being a popular kid. I kinda like doing my own thing. He's seen me get into a ton of embarrassing situations over the years. So obviously the right decision is to just give up...right?