I know a girl I’ve known since I was 11 — we’re both 18 now. We’ve been in the same school and same class all these years, and I’ve always found her attractive.

Back in middle school, we cuddled once and even dated for a few weeks, but that’s as far as it went. Since then, we both had one serious relationship with other people, but we’ve always kept a good friendship.

I wouldn’t say we’re “best friends,” but we definitely trust each other. It’s the kind of relationship where if either of us has a problem, we’d go to the other for advice. Outside of school we don’t really hang out, but at school we talk every day and we’re definitely close. A few years ago, we even joked that we'd invite each others to our wedding, because it’s like fate always puts us together.

Right now we’re not flirting or anything, but she’s gotten really pretty and I’d like to take things to the next level with her. How can I make this happen?