I dont know if I should date him?

Im scared to go in a relationship. I've always had this fear of messing up or the person not being good enought but i realized that no one seemed good enough. I also know we would get criticized by a lot of people. What if we dont make a good couple? im tall and he is kinda short. Im the arty type and hes more of a skator boy. We are both really smart but im more of an over achiver and he is more careless. What should i do? Wait for my fear to pass and say yes or say no? Plz help!