Should I date him seriously? I'm really messed up in the head?

OMG, There is no term for this but I am the same way. I even feel that way sometimes and I have been with my child's' father for four1/2 years. I have always been that way. I guess it's just the thought of rushing into things and they might not work. I am afraid getting hurt in the long run. So I to try to keep things mutual but together at the same time, I no he thinks I am crazy. He has been dealing with me since. If he is willing to deal with this issue then I don't think you should push him away. Just be honest and allow yourself time to want to settle down. Do not rush into something based on his feelings nor anyone else, because you will then find yourself to be unhappy. I was the only one in my female group who didn't have a child nor a boyfriend for about four years. I dated but never took it to the next level until I knew it was right.Take your time and you will no when you are ready for that tittle. Like my mom always tell me NEVER CHASE A MAN> LET A MAN CHASE YOU> IF HE KEEP CHASING HE'S YOURS FOR LIFE. So if he sticks around even without the tittle he might love you for you. Read between the lines with him and yourself and be careful.