The best to help him is to offer him baby steps. Like ask him out on a date, not to jump right into "dating" just go on a few fun outings together. This will allow him to have some space, but still get a taste of how wonderful something more could be. One warning, if you want to actually date him, I would suggest not going to far with him physically/sexually, that could cause him to never feel he needs to commit, because he gets all the rewards of being in a relationship while still being single. Im not saying he would take advantage of that, Im just saying its a possibility and you should watch out for that. I also have commitment issues and this is how my bf got me to try a relationship.