Yeah, kind of. We sort of "went out" for a couple of months. He was my first kiss. He was also incredibly shy with low self-esteem (like me). It was difficult for me to make the first move, or initiate anything in fear of rejection, even though I knew he had liked me for years.
He ended up going out of town for 9 weeks to become a Corrections Officer at the prison. Once he returned, we never went out again. I was too shy to do anything about it, and I think he assumed I didn't like him anymore (yes, he's THAT insecure). We still talk sometimes, but he's got a daughter now by a woman he claimed to have hated. Blah blah blah. Stupid stuff.
I guess to make this simple and short, my answer is YES. Only my situation was a bit different than yours.