Should I stop to say hello?

When I was a young girl to be exact it was my first year of school and I was in kindergarten, I would walk to the bus stop with my father and their would be a group of kids waiting. I don't remember exactly but my father never lets it go that there was this boy there that was totally infatuated with me. He had went up to my dad and said " I love your daughter" anytime I would walk down the street he would always stare at me and wave. I went many years without seeing him on a daily basis until high school and every morning at the stop he would always try to talk to me. I would talk back but he had a really bad speech impediment and it was extremely hard for me to understand him. At one point he suggested that we go out and I somewhat put it off because to be honest I wasn't into him at all and not only that but he did have a couple of years on me. But in a way I felt really bad because I know he's been after me since kindergarten and he still was trying. I still see him every now and then and he still waves but now we're practically adults and I was thinking maybe I should knock on his door to say hello (in a friendly manner), I mean he was a really sweet guy.