We Have Feelings For Eachother But Somehow We Cant Be Together

i met this guy when i was a freshman in highschool, he was a senior about to graduate that year. He always would stare at me, and smile. for days we both would lock eyes, and wouldnt look away until we completely passed eachother in the hall and even then we would look back and still had eyes locked.
he was always cute and shy, and a strong passion for music.. like me.
but he had a girlfriend that was completely insane over him. she faked pregnancies.. she even got a baby bump suit and sent pictures to him... threatening him daily.
it caused him great anxiety and there was nothing for me to do... i wanted to be with him but i didnt want to force anything on him when he was going through a bad break up.
his ex has ruined my chances... because hes afraid to love anyone again its obvious.. but i know he loves me!

its been two years and we still have feelings for eachother.. he took my virginity. im seriously head over heels in love with this guy but i dont want to scare him away like his ex did.
he says he always misses me, and wishing we could hangout more.
I dont know what to do....im afraid ill get hurt and get depressed but if i dont try i will regret it.

should i have a serious talk to him about or continue to act the same?