The guy is scared...he's been hurt before...what do i do?

Try to see what was the biggest thing that hurt him. Then, provide him the very opposite of what hurt him. For example, if the guy never or rarely got kisses from his girlfriends, and they eventually broke off with him, you may want to give kisses. Or, if his past relationships ended because of bare minimal communication, give him a lot more communication. (Also, as a bonus, make sure it's open communication, as if you keep secrets from him, he'll really resent you for that. If you open up to him, about issues, however, he won't resent you.).