The way you communicate with him determines whether he will ask for another date or not. Even if you like making fun of someone you are in love with, try to learn more about him before you begin doing so. As you converse with him, try to look at the expression of his face. In case you notice a change on his looks when you said something, then you should avoid them. You may ask him to share more about his past during the first date which may not be a bad idea. However as you do so, make sure that you provide him with the opportunity to share his feelings towards you. Avoid spending the entire date telling him about your ex or family success. You can share with him some of the most exciting experiences you have had in life but not for so long since he will also have something to talk about his life.