11 years later

I met a guy when was a senior in high school, and we've been close friends every since ... We've dated other people, and both of us had hard times in previous relationships... We've been hanging out since the beginning of the year, went out for Valentine's Day, and I've been out with his brother and sister and it the next few weeks we'll be going to an event with my sisters... I really like him a lot, but exactly sure how he feels.. We communicate every other day or so but its never been brought up, and the more I want to talk about it the more afraid I become because I'm so scared of outcomes. What to do, what to say? Aaghhh!!!!