Say, "Hey, Connor! How are you?" And stuff like that. Just be casual, so he's comfortable. Just be sweet & yourself and talk like friends. That way he won't be so nervous and he'll open up more. (:
Aww. And what meilleursamis said. It sounds like he likes you! He probably is nervous, especially if he didn't ever say anything. You should definitely strike up a conversation with him, soon. Don't worry, I know you can do it. (: