Ok, now listen here don't be macho, a jerk, dont brage, dont be a man. Be a gentalman, but dont forget to also be respecting. For anything that has anything to do with dating you have to have confidence, this will come from you clothing, hair, hygene, cleanliness, your posture, and your inner self. No girl or guy likes a guy that is low in self esteam. Do stage and learn improv, i know it sounds odd but stage will help you gain self esteem and it makes you confident and improv will help you think of things to say when you are under pressure. Improv will help you greatly.