How's your outlook about relationships? If you feel like a SO would enhance your life experience at this point, then you should go for it! You'll never get your feet wet if you dont dip your toes in the water first... if you're not ready or think it may complicate matters to date at this point, then I would hold off. It sounds like you are hesitant of not only going out, but going out with this guy in particular. It IS important to feel ready to date and to want to put forth every effort in having a great experience. If you're not ready, that's okay. The time will come for you to WANT to go out. By then, your mind, heart, and mood will all be ready. :-)